Quassinoids
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Ailanthus
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ailanthone (8) |
Seeds |
Okunade et al., 2003Okunade, A.L., Bikoff, E.L., Casper, S.J., Oskman, A., Goldberg, D.E., Lewis, W.H., 2003. Antiplasmodial activity of extracts and quassinoids isolated from seedlings of Ailanthus altissima (Simaroubaeae). Phytother. Res. 17,675-670.
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shinjulactone |
Root |
Ishibashi et al., 1983Ishibashi, M., Tsuyuki, T., Murae, T., Hirota, H., Takahashi, T., Itai, A., Itaka, Y., 1983. Constituents of the root bark of Ailanthus altissima Swingle. Isolation and X-ray crystal structures of shinjudilactone and shinjulactone C and conversion of ailanthone into shunjudilactone. Bull. Chem. Soc. Jpn. 56,3683-3693.
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shinjulactones B (9), C, D, E, L, I, J, K |
Root, Stem |
Ishibashi et al., 1984Ishibashi, M., Yoshimura, S., Suyuki, T., Takahashi, T., Itai, A., Iitaka, Y., 1984. Structure determination of bitter principles of Ailanthus altissima. Structures of shinjulactones F, I, J and K. Bull. Chem. Soc. Jpn. 57,2885-2892.
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Furuno et al., 1984Furuno, T., Ishibashi, M., Naora, H., Murae, T., Hirota, H., Tsuyuki, T., Takahashi, T., Itai, A., Iitaka, Y., 1984. Structure determination of bitter principles of Ailanthus altissima. Structures of shinjulactones B, D and E. Bull. Chem. Soc. Jpn. 57,2484-2489.
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Ishibashi et al., 1985Ishibashi, M., Tsuyuki, T., Takahashi, T., 1985. Structure determination of a new bitter principle, shinjulactone L, from Ailanthus altissima. Bull. Chem. Soc. Jpn. 58,2723-2724.
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chaparrinone (10) |
Root |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
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2,12-didemethylquassin |
Root |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
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ailantinone |
Root |
Ogura et al., 1977Ogura, M., Cordell, G.A., Kinghorn, A.D., Farnsworth, N.R., 1977. Potential anticancer agents VI. Constituents of Ailanthus excelsa(Simaroubaceae). Lloydia 40,579-584.
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glaucarubinone (11) |
Root |
Ogura et al., 1977Ogura, M., Cordell, G.A., Kinghorn, A.D., Farnsworth, N.R., 1977. Potential anticancer agents VI. Constituents of Ailanthus excelsa(Simaroubaceae). Lloydia 40,579-584.
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glaucarubol (12) |
Root |
Ogura et al., 1977Ogura, M., Cordell, G.A., Kinghorn, A.D., Farnsworth, N.R., 1977. Potential anticancer agents VI. Constituents of Ailanthus excelsa(Simaroubaceae). Lloydia 40,579-584.
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excelsin |
Stem |
Joshi et al., 2003Joshi, B.C., Pandei, A., Sharma, R.P., Khare, A., 2003. Quassinoids from Ailanthus excelsa. Phytochemistry 62,579-584.
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glaucarubin (13) |
Stem |
Joshi et al., 2003Joshi, B.C., Pandei, A., Sharma, R.P., Khare, A., 2003. Quassinoids from Ailanthus excelsa. Phytochemistry 62,579-584.
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glaucarubolone (14) |
Stem |
Joshi et al., 2003Joshi, B.C., Pandei, A., Sharma, R.P., Khare, A., 2003. Quassinoids from Ailanthus excelsa. Phytochemistry 62,579-584.
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Brucea
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bruceins E and D |
Seeds |
Noorshahida et al., 2009Noorshahida, A., Wong, T.W., Choo, C.Y., 2009. Hypoglycemic effect of quassinoids from Brucea javanica (l.) Merr (Simaroubaceae) seeds. J. Ethnopharmacol. 124,586-591.
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2,12-didemethylquassin |
Fruit |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
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bruceins A, B, C |
Fruit |
Bawn et al., 2008Bawn S, Matsuura H, Elkhateeb A, Nabeta K, Subeki, Nonaka K, Oku Y, Katakura K 2008. In vitro antitrypanosomalactivities of quassinoid compounds from the fruits of a medicinal plant, Brucea javanica. Vet Parasitol158:288-294.
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bruceantinol (15) |
Fruit |
Bawn et al., 2008Bawn S, Matsuura H, Elkhateeb A, Nabeta K, Subeki, Nonaka K, Oku Y, Katakura K 2008. In vitro antitrypanosomalactivities of quassinoid compounds from the fruits of a medicinal plant, Brucea javanica. Vet Parasitol158:288-294.
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brusatol |
Fruit |
Bawn et al., 2008Bawn S, Matsuura H, Elkhateeb A, Nabeta K, Subeki, Nonaka K, Oku Y, Katakura K 2008. In vitro antitrypanosomalactivities of quassinoid compounds from the fruits of a medicinal plant, Brucea javanica. Vet Parasitol158:288-294.
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bruceajavanines A, B |
Stem |
Kitagawa et al., 1994Kitagawa, I., Mahmud, T., Simanjuntak, P., Hori, K., Uji, T., Shibuya, H., 1994. Indonesian medicinal plants VIII. Chemical structures of three new triterpenoids, bruceajavanin B, and a new alkaloidal glycoside, bruceacanthinoside, from the stems of Brucea javanica (Simaroubaceae). Chem. Pharm. Bull. 42,1416-1421.
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Castela
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glaucarubolone (14) |
Aerial Parts |
Jacobs et al., 2007Jacobs, H., Simpson, D., Reynolds, W., 2007. Quassinoids and a coumarin from Castela macrophylla (Simaroubaceae). Biochem. Syst. Ecol. 35,42-44.
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holacantona |
Aerial Parts |
Jacobs et al.,2007Jacobs, H., Simpson, D., Reynolds, W., 2007. Quassinoids and a coumarin from Castela macrophylla (Simaroubaceae). Biochem. Syst. Ecol. 35,42-44.
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2,12-didemethylquassin |
Root |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
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chaparrinone (10) |
Root |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
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glaucarubinone (11) |
Stem |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
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amarolide (16) |
Leaves |
Dou et al., 1996bDou, J., McChesney, J.D., Sindelar, R.D., Going, D.K., Walker, L.A., 1996b. A new quassinoid from Castela texana. J. Nat. Prod. 59,73-76.
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glaucarubol (12) |
Leaves |
Dou et al., 1996bDou, J., McChesney, J.D., Sindelar, R.D., Going, D.K., Walker, L.A., 1996b. A new quassinoid from Castela texana. J. Nat. Prod. 59,73-76.
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chaparrin |
Aerial Parts |
Geissman and Chandorkar, 1961Geissman, T.A., Chandorkari, K.R., 1961. Bitter principles of the Simaroubaceae. I. Chaparrin from Castela nicholsoni. J. Org. Chem. 26,1217-1220.
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chaparrolide |
Not Described |
Mitchell et al., 1971Mitchell, R., Stocklin, W., Stefanovic, M., Geissman, T.A., 1971. Chaparrolide and castelanolide, new bitter principles from Castela nicholsoni. Phytochemistry 10,411-417.
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castelanolide |
Not Described |
Mitchell et al., 1971Mitchell, R., Stocklin, W., Stefanovic, M., Geissman, T.A., 1971. Chaparrolide and castelanolide, new bitter principles from Castela nicholsoni. Phytochemistry 10,411-417.
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peninsularinone |
Root |
Grieco et al., 1994Grieco, P.A., Moher, E.D., Seya, M., Huffman, J.C., Grieco, H.J., 1994. A quassinoid (peninsularinone) and a steroid from Castela peninsularis. Phytochemistry 37,1451-1454.
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casteloside C |
Bark |
Kubo and Chaudhuri, 1993Kubo, I., Chaudhuri, S.K., 1993. A quassinoid glucoside from the bark of Castela tortuosa. Phytochemistry 32,215-217.
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chaparramarine |
Bark |
Kubo et al., 1992Kubo, I., Murae, Y., Chaudhuri, S.K., 1992. Structure of chaparramarin, a quassinoid from Castela tortuosa. Phytochemistry 31,3262-3264.
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castelalin |
Bark |
Kubo et al., 1993Kubo, I., Murae, Y., Chaudhuri, S.K., 1993. Castelin, a quassinoid from Castela tortuosa. Phytochemistry 33,461-463.
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polyandrol |
Root |
Grieco et al., 1995Grieco, P.A., Roest, J.M.V., Campaigne, M.M.P.N.E.E., Carmak, M., 1995. Polyandrol, a C19 quassinoid from Castela polyandra. Phytochemistry 38.1463-1465.
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castelanone (17) |
Not Described |
Polonsky et al., 1979Polonsky, J., Varon, Z., Soler, E., 1979. Constituants amers de Castela tweedii (Simaroubaceae). Structure d'un nouveau quassinoide, la castelanone.C. R. Acad. Sci. 288,269.
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Picrasma
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picrajavanins A (19) e B |
Stem |
Yoshikawa et al., 1993Yoshikawa, M., Harada, E., Aoki, S., Yamahara, J., Murakami, N., Shibuya, H., Kitagawa, I., 1993. Indonesian medicinal-plants. VI. On the chemical-constituents of the bark of Picrasma javanicaBL (Simaroubaceae) from Flores Island. Absolute stereostructures of picrajavanin-A and picrajavanin-B. Chem. Pharm. Bull. 41,2101-2105.
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javanicins H, I, J, K, L, O, R, S |
Leaves |
Koike et al., 1991aKoike, K., Ishi, K., Mitsunaga, K., Ohmoto, T., 1991a. Quassinoids from Picrasma javanica. Phytochemistry 30,933-936.,bKoike, K., Ishi, K., Mitsunaga, K., Ohmoto, T., 1991b. New des-4methylpicrasane quassinoids from Picrasma javanica. J. Nat. Prod. 54,837-843.
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javanicinosides I, J, K, L |
Stem |
Koike and Ohmoto, 1992Koike, K., Ohmoto, T., 1992. New quassinoids glucosides, javanicinosides I, J, K, and L, from Picrasma javanica. J. Nat. Prod. 55,482-486.
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javanicins T, U eZ |
Stem |
Koike et al., 1995Koike, K., Yoko, M., Furukawa, M., Ishii, S., Ohmoto, T., 1995. Picrasane quassinoids from Picrasma javanica. Phytochemistry 40,233-238.
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nigakilactones B, C, E e F |
Leaves, Stem |
Chen et al., 2009Chen, J., Yan, X.H., Dong, J.H., Sang, P., Fang, X., Di, Y.T., Zhang, Z.K., Hao, X.J., 2009. Tobacco Mosaic Virus (TMV) inhibitors from Picrasma quassioides Benn. J. Agr. Food Chem. 57,6590-6595.
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quassin (6) |
Leaves |
Shields et al., 2009Shields, M., Niazi, U., Badal, S., Yee, T., Sutcliffe, M.J., Delgoda, R., 2009. Inhibition of CYP1A1 by quassinoids found in Picrasma excelsa. Planta Med. 75,137-141.
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neoquassin (7) |
Stem |
Wagner and Nestler, 1978Wagner, H., Nestler, T., 1978. N-methoxy-1-vinyl-β-carbolin, en neues alkaloid aus Picrasma excels (Swartz) Planchon. Tetrahedron Lett. 31,2777-2778.
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isoquassin |
Stem |
Wagner and Nestler, 1978Wagner, H., Nestler, T., 1978. N-methoxy-1-vinyl-β-carbolin, en neues alkaloid aus Picrasma excels (Swartz) Planchon. Tetrahedron Lett. 31,2777-2778.
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picrasins A, B, C, D, E, F, G, H |
Stem |
Hikino et al., 1975Hikino, H., Ohta, T., Takemoto, T., 1975. Picrasins, simaroubolides of japanese quassia tree Picrasna quassioides. Phytochemistry 14,2473-1481.
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picraqualides A, B, C, D e E |
Bark |
Yang and Yue, 2004Yang, S.P., Yue, J.M., 2004. Five new quassinoids from the bark of Picrasma quassioides. Helv. Chim. Acta 87,1591-1600.
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kusulactone |
Bark |
Yang and Yue, 2004Yang, S.P., Yue, J.M., 2004. Five new quassinoids from the bark of Picrasma quassioides. Helv. Chim. Acta 87,1591-1600.
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simalikalactone C |
Bark |
Yang and Yue, 2004Yang, S.P., Yue, J.M., 2004. Five new quassinoids from the bark of Picrasma quassioides. Helv. Chim. Acta 87,1591-1600.
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picrasinols B, D |
Stem |
Daido et al., 1995Daido, M., Fukamiya, N., Okano, M., 1995. Picrasinol D, a new quassinoid from the stem wood of Picrasma ailanthoides. J. Nat. Prod. 58,605-608.
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picrasinosides B, C, D, E, G, H |
Stem |
Matsuzaki et al., 1991Matsuzaki, T., Fukamiya, N., Okano, M., Fujita, T., 1991. Picrasinoside H, a new quassinoid glucoside, and related compounds from the stem wood of Picrasma ailanthoides. J. Nat. Prod. 54,844-848.
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Picrolemma
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isobrucein B |
Stem |
Silva et al., 2009bSilva, E.C.C., Amorim, R.C.N., Tadei, W.P., Pohlit, A.M., 2009b. Gram-scale isolation of isobrucein B and neosergeolide from Picrolemma spruce hook.F. Acta Amaz. 39,229-232.
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neosergeolide |
Root, Leaves |
Silva et al., 2009bSilva, E.C.C., Amorim, R.C.N., Tadei, W.P., Pohlit, A.M., 2009b. Gram-scale isolation of isobrucein B and neosergeolide from Picrolemma spruce hook.F. Acta Amaz. 39,229-232.
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sergeolide (20) |
Root |
Moretti, 1982Moretti, C., Polonsky, J., Vuilhorgne, M., Prange, T., 1982. Isolation and structure of sergeolide, a potent cytotoxic quassinoid from Picrolemma pseudocoffea. Tetrahedron Lett. 23,647-650.
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simalikalactone D (21) |
Stem |
Rodrigues-Filho et al., 1993Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1993. Quassinoids and tetranortriterpenoids from Picrolemma granatensis. Phytochemistry 34,501-504.
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ailatinone |
Stem |
Rodrigues-Filho et al., 1993Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1993. Quassinoids and tetranortriterpenoids from Picrolemma granatensis. Phytochemistry 34,501-504.
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glaucarubolone (14) |
Stem |
Rodrigues-Filho et al., 1996Rodrigues-Filho, E., Fernandes, J.C., Vieira, P.C., Silva, M.F.G.F., Schpector, J.Z., Lima, R.M.O.C., Nascimento, S.C., Thomas, W., 1996. Protolimonoids and quassinoids from Picrolemma granatensis. Phytochemistry 43,857-862.
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glaucarubinone (11) |
Stem |
Rodrigues-Filho et al., 1996Rodrigues-Filho, E., Fernandes, J.C., Vieira, P.C., Silva, M.F.G.F., Schpector, J.Z., Lima, R.M.O.C., Nascimento, S.C., Thomas, W., 1996. Protolimonoids and quassinoids from Picrolemma granatensis. Phytochemistry 43,857-862.
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glaucarubol (12) |
Stem |
Rodrigues-Filho et al., 1996Rodrigues-Filho, E., Fernandes, J.C., Vieira, P.C., Silva, M.F.G.F., Schpector, J.Z., Lima, R.M.O.C., Nascimento, S.C., Thomas, W., 1996. Protolimonoids and quassinoids from Picrolemma granatensis. Phytochemistry 43,857-862.
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excelsin |
Stem |
Rodrigues-Filho et al., 1996Rodrigues-Filho, E., Fernandes, J.C., Vieira, P.C., Silva, M.F.G.F., Schpector, J.Z., Lima, R.M.O.C., Nascimento, S.C., Thomas, W., 1996. Protolimonoids and quassinoids from Picrolemma granatensis. Phytochemistry 43,857-862.
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Quassia
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simalikalactones D (21), E |
Leaves |
Houël et al., 2009Houël, E., Bertani, S., Bourdy, G., Deharo, E., Jullian, V., Valentin, A., Chevalley, S., Stien, D., 2009. Quassinoid constituents of Quassia amara I. Leaf herbal tea. Impact on its antimalarial activity and cytotoxicity.J. Ethnopharmacol. 126,114-118.
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Cachet et al., 2009Cachet, N., Valentin, A., Jullian, V., Stien, D., Houël, E., Gornitzka, H., Fillaux, J., Chevalley, S., Hoakwe, F., Bertani, S., Bourdy, G., Deharo, E., 2009. Antimalarial activity of simalikalactone E, a new quassinoid of Quassia amara L. (Simaroubaceae). Antimicrob. Agents Ch. 53,4393-4398.
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quassin (6) |
Leaves |
Bertani et al., 2012Bertani, S., Houël, E., Stien, D., Chevolot, L., Jullian, V., Garavito, G., Bourdy, G., Deharo, E., 2012. New findings on simalikalactone D, an antimalarial compound from Quassia amara L. (Simaroubaceae). Exp. Parasitol. 130,341-347.
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neoquassin (7) |
Leaves |
Bertani et al., 2012Bertani, S., Houël, E., Stien, D., Chevolot, L., Jullian, V., Garavito, G., Bourdy, G., Deharo, E., 2012. New findings on simalikalactone D, an antimalarial compound from Quassia amara L. (Simaroubaceae). Exp. Parasitol. 130,341-347.
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picrasins B, H, I, J, K |
Leaves |
Cachet et al., 2012Cachet, N., Ho-A-Kwie, F., Rivaud, M., Houe, E., Deharo, E., Bourdy, G., Jullian, V., 2012. Picrasin k, a new quassinoid from Quassia amaraL. (Simaroubaceae). Phytochem. Lett. 5,162-164.
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parain |
Stem |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
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quassimarin |
Bark |
Kupchan and Streelman, 1976Kupchan, S.M., Streelman, D.R., 1976. Quassimarin, a new antileukemic quassinoid from Quassia amara. J. Org. Chem. 41,3481-3482.
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chaparrinone (10) |
Aerial Parts |
Latif et al., 2000Latif, Z.L., Craven, L., Hartley, T.G., Kemp, B.R., Potter, J., Rice, M.J., Waigh, R.D., Waterman, P.G., 2000. An insecticidal quassinoid from the new australian species Quassia sp. aff. bidwillii. Biochem. Syst. Ecol. 28,183-184.
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|
samaderins B, E, X, Y, Z |
Stem |
Kitagawa et al., 1996Kitagawa, I., Mahmud, T., Yokota, K., Nakagawa, S., Mayumi, T., Kobayashi, M., Shibuya, H., 1996. Indonesian medicinal plants. XVII. Characterization of quassinoids from the steams of Quassia indica. Chem. Pharm. Bull. 44,2009-2014.
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simarinolide |
Stem |
Kitagawa et al., 1996Kitagawa, I., Mahmud, T., Yokota, K., Nakagawa, S., Mayumi, T., Kobayashi, M., Shibuya, H., 1996. Indonesian medicinal plants. XVII. Characterization of quassinoids from the steams of Quassia indica. Chem. Pharm. Bull. 44,2009-2014.
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indaquassins A, B, C, D, E, F |
Stem |
Koike and Ohmoto, 1993Koike, K., Ohmoto, T., 1993. Indaquassin A and B: quassinoids from Quassia indica. Phytochemistry 34,502-509.
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|
brucein D |
Stem |
Koike and Ohmoto, 1994Koike, K., Ohmoto, T., 1994. Quassinoids from Quassia indica. Phytochemistry 35,459-463.
|
|
soulameolide |
Stem |
Koike and Ohmoto, 1994Koike, K., Ohmoto, T., 1994. Quassinoids from Quassia indica. Phytochemistry 35,459-463.
|
Samadera
|
glaucarubin (13) |
Not Described |
Gibbons et al., 1997Gibbons, S., Craven, L., Dunlop, C., Gray, A.I., Hartley, T.G., Waterman, P.G., 1997. The secondary metabolites of SamaderaSAC-2825: an Australian Simaroubaceae with unusual chemistry. Phytochemistry 44,1109-1114.
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samaderins B (22), C |
Leaves |
Merrien and Polonsky, 1971Merrien, A., Polonsky, J., 1971. The natural occurrence of melianodiol and its diacetate in Samadera madagascariensis (Simaroubaceae): model experiments on melianodiol directed towards simarolide. Chem. Commun. 6,261-263.
|
Simaba
|
chaparrin |
Root, Fruit |
Moretti et al., 1986Moretti, C., Bhatnagar, S., Beloeil, J.C., Polonsky, J., 1986. Two new quassinoids from Simaba multiflora fruits. J. Nat. Prod. 49,440-444.
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|
chaparrinone (10) |
Root |
Moretti, 1986Moretti, C., 1986. Contribution à l'étude de quatre simaroubacées médicinales de 1a guyane. Quassinoïdes de: Picrolemma pseudocoffea Ducke, Simaba cuspidateSpruce, Simaba multlflora Juss., Simaba morettii C. Feuillet. Paris, 156 p. PhD Thesis, Université Paris.
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|
karinolide |
Stem |
Moretti, 1986Moretti, C., 1986. Contribution à l'étude de quatre simaroubacées médicinales de 1a guyane. Quassinoïdes de: Picrolemma pseudocoffea Ducke, Simaba cuspidateSpruce, Simaba multlflora Juss., Simaba morettii C. Feuillet. Paris, 156 p. PhD Thesis, Université Paris.
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|
simarolide (23) |
Root |
Moretti, 1986Moretti, C., 1986. Contribution à l'étude de quatre simaroubacées médicinales de 1a guyane. Quassinoïdes de: Picrolemma pseudocoffea Ducke, Simaba cuspidateSpruce, Simaba multlflora Juss., Simaba morettii C. Feuillet. Paris, 156 p. PhD Thesis, Université Paris.
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simarinolide |
Root |
Moretti, 1986Moretti, C., 1986. Contribution à l'étude de quatre simaroubacées médicinales de 1a guyane. Quassinoïdes de: Picrolemma pseudocoffea Ducke, Simaba cuspidateSpruce, Simaba multlflora Juss., Simaba morettii C. Feuillet. Paris, 156 p. PhD Thesis, Université Paris.
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|
guanepolide |
Root |
Moretti, 1986Moretti, C., 1986. Contribution à l'étude de quatre simaroubacées médicinales de 1a guyane. Quassinoïdes de: Picrolemma pseudocoffea Ducke, Simaba cuspidateSpruce, Simaba multlflora Juss., Simaba morettii C. Feuillet. Paris, 156 p. PhD Thesis, Université Paris.
|
Simarouba
|
amarolide (16) |
Root |
Arriaga et al., 2002Arriaga, A.M.C., Mesquita, A.C., Pouliquen, Y.B.M., Lima, R.A., Cavalcante, S.H., Carvalho, M.G., Siqueira, J.A., Alegrio, L.V., Braz-Filho, R., 2002. Chemical constituents of Simarouba versicolor. An. Acad. Bras. Cienc. 74,415-424.
|
|
glaucarubinone (11) |
Fruit |
Gosh et al., 1977Gosh, P.C., Larrahondo, J.E., LeQuesne, P.W., Raffauf, R.F., 1977. Antitumor plants. IV. Constituents of Simarouba versicolor. Lloydia 40,364-369.
|
|
glaucarubin (13) |
Fruit |
Mesquita et al., 1997Mesquita, A.G., Arriaga, A.M.C., Oliveira, F.A., Braz-Filho, R., 1997. Quassinoide de Simarouba versicolor. 20ª Reunião Anual da SBQ, Poços de Caldas, Minas Gerais, Brasil.
|
|
|
|
Ham et al., 1954Ham, E.A., Schafer, H.M., Denkewalter, R.G., Rink, N.G., 1954. Structural studies on glaucarubin from Simarouba glauca. J. Am. Chem. Soc. 76,6066-6068.
|
|
ailanthinone |
Fruit |
O'Neill et al., 1988O'Neill, M.J., Bray, D.H., Boardman, P., Wright, C.W., Phillipson, J.D., Warhurst, D.C., Gupta, M.P., Correya. M., Solis, P., 1988. Plants as sources of antimalarial drugs, Part 6: activities of Simarouba amara fruits. J. Ethnopharmacol. 22,183-190.
|
|
glaucarubolone (14) |
Seeds |
Bhatnagar et al., 1984Bhatnagar, S., Polonsky, J., Prange, T., Pascard, C., 1984. New toxic quassinoid glucosides from Simarouba glauca. Tetrahedron Lett. 25,299-302.
|
|
glaucarubolol |
Seeds |
Bhatnagar et al., 1984Bhatnagar, S., Polonsky, J., Prange, T., Pascard, C., 1984. New toxic quassinoid glucosides from Simarouba glauca. Tetrahedron Lett. 25,299-302.
|
|
gimarolide (23) |
Root |
Polonsky,1964Polonsky, J., 1964. The structure of simarolide, the bitter principle of Simarouba amara. Proc. Chem. Soc. 1,292-293.
|
|
chaparrinone (10) |
Root |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
|
|
2,12-didemethylquassin |
Root |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
|
|
holacantone |
Root |
Dou et al., 1996aDou, J., Khan, I.A., McChesney, J.D., Burandt, C.L., 1996a. Qualitative and quantitative High Performance Liquid Chromatographic analysis of quassinoids in Simaroubaceae plants. Phytochem. Analysis 7,192-200.
|
|
Alkaloids
|
|
|
|
Brucea
|
bruceacanthinoside (24) |
Stem |
Kitagawa et al., 1994Kitagawa, I., Mahmud, T., Simanjuntak, P., Hori, K., Uji, T., Shibuya, H., 1994. Indonesian medicinal plants VIII. Chemical structures of three new triterpenoids, bruceajavanin B, and a new alkaloidal glycoside, bruceacanthinoside, from the stems of Brucea javanica (Simaroubaceae). Chem. Pharm. Bull. 42,1416-1421.
|
Picrasma
|
4-methoxy-1-ethyl-β-carbolin |
Stem |
Yoshikawa et al., 1993Yoshikawa, M., Harada, E., Aoki, S., Yamahara, J., Murakami, N., Shibuya, H., Kitagawa, I., 1993. Indonesian medicinal-plants. VI. On the chemical-constituents of the bark of Picrasma javanicaBL (Simaroubaceae) from Flores Island. Absolute stereostructures of picrajavanin-A and picrajavanin-B. Chem. Pharm. Bull. 41,2101-2105.
|
|
4- methoxy-1-acetyl-β-carbolin |
Stem |
Yoshikawa et al., 1993Yoshikawa, M., Harada, E., Aoki, S., Yamahara, J., Murakami, N., Shibuya, H., Kitagawa, I., 1993. Indonesian medicinal-plants. VI. On the chemical-constituents of the bark of Picrasma javanicaBL (Simaroubaceae) from Flores Island. Absolute stereostructures of picrajavanin-A and picrajavanin-B. Chem. Pharm. Bull. 41,2101-2105.
|
|
N-methoxy-1-vinyl-β-carbolin (25) |
Stem |
Wagner and Nestler, 1978Wagner, H., Nestler, T., 1978. N-methoxy-1-vinyl-β-carbolin, en neues alkaloid aus Picrasma excels (Swartz) Planchon. Tetrahedron Lett. 31,2777-2778.
|
|
β-carbolin-1-yl-4,8-dimethoxy-β-carbolin-1-ilethyl ketone |
Stem |
Chen et al., 2009Chen, J., Yan, X.H., Dong, J.H., Sang, P., Fang, X., Di, Y.T., Zhang, Z.K., Hao, X.J., 2009. Tobacco Mosaic Virus (TMV) inhibitors from Picrasma quassioides Benn. J. Agr. Food Chem. 57,6590-6595.
|
|
4,8-dimethoxy-1-vinyl-β-carbolin and other β-carbolins |
Stem |
Chen et al., 2009Chen, J., Yan, X.H., Dong, J.H., Sang, P., Fang, X., Di, Y.T., Zhang, Z.K., Hao, X.J., 2009. Tobacco Mosaic Virus (TMV) inhibitors from Picrasma quassioides Benn. J. Agr. Food Chem. 57,6590-6595.
|
|
3-methylcanthin-5,6-dione |
Stem |
Chen et al., 2009Chen, J., Yan, X.H., Dong, J.H., Sang, P., Fang, X., Di, Y.T., Zhang, Z.K., Hao, X.J., 2009. Tobacco Mosaic Virus (TMV) inhibitors from Picrasma quassioides Benn. J. Agr. Food Chem. 57,6590-6595.
|
|
dimethoxy-3-(1-hidroxylethyl)-β-carbolin |
Stem |
Jiao et al., 2010aJiao, W,H,, Gao, H., Li, C.Y., Zhou, G.X., Kitanaka, S., Ohmura, A., Yao, X.S., 2010a. β-carboline alkaloids from the stems of Picrasma quassioides. Magn. Reson. Chem. 48,490-495.
|
|
3-etoxycarbonyl-β-carbolin |
Stem |
Koike et al., 1990Koike, K., Ohmoto, T., Ikeda, K., 1990. β-caboline alkaloids from Picrasma quassioides. Phytochemistry 29,3060-3061.
|
|
picrasidin X (26) |
Stem |
Jiao et al., 2010aJiao, W,H,, Gao, H., Li, C.Y., Zhou, G.X., Kitanaka, S., Ohmura, A., Yao, X.S., 2010a. β-carboline alkaloids from the stems of Picrasma quassioides. Magn. Reson. Chem. 48,490-495.
|
|
quassidins A, B, C, D |
Stem |
Jiao et al., 2010bJiao, W.H., Gao, H., Li, C.Y., Zhao, F., Jiang, R.W., Wang, Y., Zhou, G.X., Yao, X.S., 2010b. Quassidines A-D, bis-β-carboline alkaloids from the stems of Picrasma quassioides. J. Nat. Prod. 73,167-171.
|
|
picrasidin C |
Stem |
Jiao et al., 2010bJiao, W.H., Gao, H., Li, C.Y., Zhao, F., Jiang, R.W., Wang, Y., Zhou, G.X., Yao, X.S., 2010b. Quassidines A-D, bis-β-carboline alkaloids from the stems of Picrasma quassioides. J. Nat. Prod. 73,167-171.
|
|
picrasidin U |
Stem |
Koike and Ohmoto, 1988Koike, K., Ohmoto, T., 1988. Picrasidine-U, dimeric alkaloid from Picrasma quassioides. Phytochemistry 27,3029-3030.
|
|
picrasidin T |
Bark |
Koike et al., 1987Koike, K., Ohmoto, T., Higushi, T., 1987. Picrasidine-T, a dimeric β-carboline alkaloid from Picrasma quassioides. Phytochemistry 26,3375-3377.
|
Picrolemma
|
9-methoxycanthin-6-one (27) |
Twigs |
Rodrigues-Filho et al., 1992Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1992. Canthin-6-one alkaloids from Picrolemma granatensis. Phytochemistry 31,2499-2501.
|
|
9-hidroxycanthin-6-one |
Twigs |
Rodrigues-Filho et al., 1992Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1992. Canthin-6-one alkaloids from Picrolemma granatensis. Phytochemistry 31,2499-2501.
|
|
4,5-dimetoxycantin-6-one |
Twigs |
Rodrigues-Filho et al., 1992Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1992. Canthin-6-one alkaloids from Picrolemma granatensis. Phytochemistry 31,2499-2501.
|
Quassia
|
astramelin A (28) |
Bark |
Tanigushi et al., 2012Tanigushi, K., Takizawa, S., Hirano, T., Murata, S., Kagechika, H., Kishid, A., Ohsaki, A., 2012. Amarastelline A: a fluorescent alkaloid from Quassia amara and its properties in living cells. Chem. Plus Chem. 77,427-431.
|
|
2-methoxycanthin-6-one |
Not Described |
Raji and Oloyede, 2012Raji, Y., Oloyede, G.K., 2012. Antiulcerogenic effects and possible mechanism of action of Quassia amara L. (Simaroubaceae) extract and its bioactive principles in rats. Afr. J. Tradit. Complem. 9,112-119.
|
|
4-methoxy-5-hidroxycanthin-6-one |
Stem |
Grandolini et al., 1987Grandolini, G., Casinovi, C.G., Barbetti, P., Fardella, G., 1987. A new neoquassin derivative from Quassia amara. Phytochemistry 26,3085-3087.
|
|
1-vinyl-4,8-dimethoxy-β-carbolin (29) |
Stem |
Barbetti et al., 1987Barbetti P, Grandolini G, Fardela G, Chiappini I 1987. Indole alkaloids from Quassia amara. Planta Med53(3):289-290.
|
|
3-methylcanthin-2,6-dione |
Stem |
Barbetti et al., 1987Barbetti P, Grandolini G, Fardela G, Chiappini I 1987. Indole alkaloids from Quassia amara. Planta Med53(3):289-290.
|
|
canthin-2,6-dione |
Stem |
Koike and Ohmoto, 1994Koike, K., Ohmoto, T., 1994. Quassinoids from Quassia indica. Phytochemistry 35,459-463.
|
|
2-hidroxy-11-hidroxy-canthin-6-one |
Stem |
Pettit et al., 1990Pettit, G.R., Singh, S.B., Goswami, A., Nieman, R.A., 1988. Antineoplastic agents 157. Quassia kerstingiii. Tetrahedron 44,3349-3354.
|
|
canthin-6-one (30) |
Root |
Lumonadio and Vanhaelen, 1985Lumonadio, L., Vanhaelen, M., 1985. Indole alkaloids and quassin from Quassia africana. J. Nat. Prod. 49,940-940.
|
|
4-methyltiocanthin-6-one |
Root |
Ayafor et al., 1993Ayafor, J.F., Tchuendem, M.K., Mbazoa, C.M., Ngadjui, B.T., Tillequin, F., 1993. 13CNMR and other spectral data of 4-methylthiocanthin-6-one from Quassia Africana. Bull. Chem. Soc. Ethiop. 7,121-124.
|
Samadera
|
1,8-dihidroxyacridan-9-one |
Not described |
Gibbons et al., 1997Gibbons, S., Craven, L., Dunlop, C., Gray, A.I., Hartley, T.G., Waterman, P.G., 1997. The secondary metabolites of SamaderaSAC-2825: an Australian Simaroubaceae with unusual chemistry. Phytochemistry 44,1109-1114.
|
|
2-(10’-acetoxyundecanil)-1-acetoxymetil-4-quinolone |
Not described |
Gibbons et al., 1997Gibbons, S., Craven, L., Dunlop, C., Gray, A.I., Hartley, T.G., Waterman, P.G., 1997. The secondary metabolites of SamaderaSAC-2825: an Australian Simaroubaceae with unusual chemistry. Phytochemistry 44,1109-1114.
|
Simaba |
canthin-2,6-dione (31) |
Stem |
Saraiva et al., 2006Saraiva, R.C.G., Pinto, A.C., Nunomura, S.M., Pohlit, A.M., 2006. Triterpenos e alcaloide tipo cantinona dos galhos de Simaba polyphylla (Cavalcante) W. W. Thomas (Simaroubaceae). Quim. Nova 29,264-268.
|
|
9-methoxy-canthin-6-one |
Stem |
Saraiva et al., 2006Saraiva, R.C.G., Pinto, A.C., Nunomura, S.M., Pohlit, A.M., 2006. Triterpenos e alcaloide tipo cantinona dos galhos de Simaba polyphylla (Cavalcante) W. W. Thomas (Simaroubaceae). Quim. Nova 29,264-268.
|
|
3-methoxycanthin-2,6-dione |
Bark |
Giesbrecht et al., 1980Giesbrecht, A.M., Gottlieb, H.E., Gottlieb, O.R., Goulart, M.O.F., de Lima, R.A., Sant'ana, A.E.G., 1980. Canthinones from Simaba cuspidate. Phytochemistry 19,313-315.
|
Simarouba
|
5-hidroxycanthin-6-one (32) |
Root |
Lassak et al., 1977Lassak, E.V., Polonsky, J., Jacquemin, H., 1977. 5-hydroxiy-canthin6-one from Simarouba amara. Phytochemistry 16,1126-1127.
|
|
canthin-6-one (30) and other canthinonic alkaloids |
Twigs |
Rivero-Cruz et al., 2005Rivero-Cruz, J.F., Lezutekong, R., Lobo-Echeverri, T., Ito, A., Mi, Q., Chai, H.B., Soejarto, D.D., Cordell, G.A., Pezzuto, J.M., Swanson, S.M., Morelli, I., Kinghorn, A.D., 2005. Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in southern Florida. Phytoter. Res. 19,136-140.
|
|
Triterpenes |
|
|
|
Ailanthus |
AECHL-1 (33) |
Root |
Lavhale et al., 2009Lavhale, M.S., Kumar, S., Mishra, S.H., Sitasawad, S.L., 2009. A novel triterpenoid isolated from the root bark of Ailanthus excelsa Roxb (tree of heaven), AECHL-1 as a potential anti-cancer agent. Plos One4, e5365. doi: 10.1371/journal.pone.0005365. https://doi.org/10.1371/journal.pone.000...
|
Castela |
α- and β-amirin acetates (34) |
Twigs |
Jacobs et al., 2007Jacobs, H., Simpson, D., Reynolds, W., 2007. Quassinoids and a coumarin from Castela macrophylla (Simaroubaceae). Biochem. Syst. Ecol. 35,42-44.
|
|
nilocitin (35) |
Twigs, thorns |
Grieco et al., 1999aGrieco, P.A., Haddad, J., Piñeiro-Núñez, Huffman, J.C., 1999a. Quassinoid constituents from the twigs and thorns of Castela polyandra. Phytochemistry 50,637-645.
|
Picrolemma |
melyanodiol (36) |
Stem |
Rodrigues-Filho et al., 1993Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1993. Quassinoids and tetranortriterpenoids from Picrolemma granatensis. Phytochemistry 34,501-504.
|
|
dihidroxy-3-oxo-24,25,26,27-tetranorapotirucall-14,20(22)-dien-21,23-olida and others |
Stem |
Rodrigues-Filho et al., 1993Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1993. Quassinoids and tetranortriterpenoids from Picrolemma granatensis. Phytochemistry 34,501-504.
|
|
21,23-epoxy-7α,20,21,24,25-pentahidroxyapotirucall α-14-en-3-one and others |
Stem |
Rodrigues-Filho et al., 1996Rodrigues-Filho, E., Fernandes, J.C., Vieira, P.C., Silva, M.F.G.F., Schpector, J.Z., Lima, R.M.O.C., Nascimento, S.C., Thomas, W., 1996. Protolimonoids and quassinoids from Picrolemma granatensis. Phytochemistry 43,857-862.
|
Quassia |
quassiols A, B, C, D |
Root |
Miller and Tinto, 1995aMiller, S., Tinto, W., 1995a. Quassiols B-D, new squalene triterpenes from Quassia multiflora. Tetrahedron 51,11959-11966.
|
Tinto et al., 1993Tinto, W., Reynolds, S., Carter, C., 1993. Quassiol A, a novel squalene triterpene from Quassia multifrora. Tetrahedron Lett. 34,1705-1708.
|
|
|
|
|
glabretal triterpene (C35H56O7) (37) |
Root |
Miller and Tinto, 1995bMiller, S., Tinto, W., 1995b. Isolation and characterization of a new glabretal triterpene from Quassia multiflora. J. Nat. Prod. 58,1640-1642.
|
Simaba |
nilocitin (35) |
Stem |
Saraiva et al., 2006Saraiva, R.C.G., Pinto, A.C., Nunomura, S.M., Pohlit, A.M., 2006. Triterpenos e alcaloide tipo cantinona dos galhos de Simaba polyphylla (Cavalcante) W. W. Thomas (Simaroubaceae). Quim. Nova 29,264-268.
|
|
taraxerone |
Stem |
Saraiva et al., 2006Saraiva, R.C.G., Pinto, A.C., Nunomura, S.M., Pohlit, A.M., 2006. Triterpenos e alcaloide tipo cantinona dos galhos de Simaba polyphylla (Cavalcante) W. W. Thomas (Simaroubaceae). Quim. Nova 29,264-268.
|
Simarouba |
ocotilone (38) |
Root |
Arriaga et al., 2002Arriaga, A.M.C., Mesquita, A.C., Pouliquen, Y.B.M., Lima, R.A., Cavalcante, S.H., Carvalho, M.G., Siqueira, J.A., Alegrio, L.V., Braz-Filho, R., 2002. Chemical constituents of Simarouba versicolor. An. Acad. Bras. Cienc. 74,415-424.
|
|
nilocitina (35) |
Twigs |
Gosh et al., 1977Gosh, P.C., Larrahondo, J.E., LeQuesne, P.W., Raffauf, R.F., 1977. Antitumor plants. IV. Constituents of Simarouba versicolor. Lloydia 40,364-369.
|
|
3-episapelin |
Fruit |
Arriaga et al., 2002Arriaga, A.M.C., Mesquita, A.C., Pouliquen, Y.B.M., Lima, R.A., Cavalcante, S.H., Carvalho, M.G., Siqueira, J.A., Alegrio, L.V., Braz-Filho, R., 2002. Chemical constituents of Simarouba versicolor. An. Acad. Bras. Cienc. 74,415-424.
|
|
tirucall-7,24-dien-3-one and others |
Fruit |
Arriaga et al., 2002Arriaga, A.M.C., Mesquita, A.C., Pouliquen, Y.B.M., Lima, R.A., Cavalcante, S.H., Carvalho, M.G., Siqueira, J.A., Alegrio, L.V., Braz-Filho, R., 2002. Chemical constituents of Simarouba versicolor. An. Acad. Bras. Cienc. 74,415-424.
|
|
21,20-anydromelianone |
Root |
Polonsky et al., 1977Polonsky, J., Varon, Z., Rabanal, R.M., 1977. 21,20-Anhydromelianone and melianone from Simarouba amara (Simaroubaceae): Carbon-13 NMR spectral analysis of ∆7-tirucallol-type triterpenes. Isr. J. Chem. 16,16-19.
|
|
melianone (39) |
Root |
Polonsky et al., 1977Polonsky, J., Varon, Z., Rabanal, R.M., 1977. 21,20-Anhydromelianone and melianone from Simarouba amara (Simaroubaceae): Carbon-13 NMR spectral analysis of ∆7-tirucallol-type triterpenes. Isr. J. Chem. 16,16-19.
|
|
oxo-3-tirucall-7,24-dien |
Stem |
Polonsky et al., 1976Polonsky, J., Baskevitch-Varon, Z., Das, B.C., 1976. Triterpenes tetracycliques du Simarouba amara. Phytochemistry 15, 337-339.
|
|
Δ7-tirucallone (40) |
Stem |
Polonsky et al., 1977Polonsky, J., Varon, Z., Rabanal, R.M., 1977. 21,20-Anhydromelianone and melianone from Simarouba amara (Simaroubaceae): Carbon-13 NMR spectral analysis of ∆7-tirucallol-type triterpenes. Isr. J. Chem. 16,16-19.
|
|
simaroubins A, B, C, D |
Bark |
Grosvenor et al., 2006Grosvenor, S.N.J., Mascoll, K., McLean, S., Reynolds, W.F., Tinto, W.F., 2006. Tirucallane, apotirucallane, and octanorapotirucallane triterpenes of Simarouba amara. J. Nat. Prod. 69,1315-1318.
|
|
octanorsimaroubin A |
Bark |
Grosvenor et al., 2006Grosvenor, S.N.J., Mascoll, K., McLean, S., Reynolds, W.F., Tinto, W.F., 2006. Tirucallane, apotirucallane, and octanorapotirucallane triterpenes of Simarouba amara. J. Nat. Prod. 69,1315-1318.
|
|
24,25-epoxy-3-oxotirucall-8-em-23-ol |
Bark |
Grosvenor et al., 2006Grosvenor, S.N.J., Mascoll, K., McLean, S., Reynolds, W.F., Tinto, W.F., 2006. Tirucallane, apotirucallane, and octanorapotirucallane triterpenes of Simarouba amara. J. Nat. Prod. 69,1315-1318.
|
|
14-deacetileurilene |
Twigs |
Rivero-Cruz et al., 2005Rivero-Cruz, J.F., Lezutekong, R., Lobo-Echeverri, T., Ito, A., Mi, Q., Chai, H.B., Soejarto, D.D., Cordell, G.A., Pezzuto, J.M., Swanson, S.M., Morelli, I., Kinghorn, A.D., 2005. Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in southern Florida. Phytoter. Res. 19,136-140.
|
|
Steroids
|
|
|
|
Castela
|
3α,17α,20(S)-trihidroxypregnane-6,16-dione |
Root |
Grieco et al., 1994Grieco, P.A., Moher, E.D., Seya, M., Huffman, J.C., Grieco, H.J., 1994. A quassinoid (peninsularinone) and a steroid from Castela peninsularis. Phytochemistry 37,1451-1454.
|
|
(-)-[3α,16β,17α,20(S)]-3,16,17,20-tetrahidroxypreg-nane-6-one |
Twigs, thorns |
Grieco et al., 1999bGrieco, P.A., Haddad, J., Piñeiro-Núñez, Huffman, J.C., 1999b. Non-quassinoid constituents from the twigs and thorns of Castela polyandra. Phytochemistry 51,575-578.
|
Picrolemma
|
β-sitosterol |
Stem |
Rodrigues-Filho et al., 1993Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1993. Quassinoids and tetranortriterpenoids from Picrolemma granatensis. Phytochemistry 34,501-504.
|
|
stigmasterol |
Stem |
Rodrigues-Filho et al., 1993Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1993. Quassinoids and tetranortriterpenoids from Picrolemma granatensis. Phytochemistry 34,501-504.
|
|
campesterol (41) |
Stem |
Rodrigues-Filho et al., 1993Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1993. Quassinoids and tetranortriterpenoids from Picrolemma granatensis. Phytochemistry 34,501-504.
|
Simarouba
|
β-sitosterol |
Root, Fruit |
Arriaga et al., 2002Arriaga, A.M.C., Mesquita, A.C., Pouliquen, Y.B.M., Lima, R.A., Cavalcante, S.H., Carvalho, M.G., Siqueira, J.A., Alegrio, L.V., Braz-Filho, R., 2002. Chemical constituents of Simarouba versicolor. An. Acad. Bras. Cienc. 74,415-424.
|
|
Outros Constituintes
|
|
|
|
Ailanthus
|
apigenin (42) |
Leaves |
Loizzo et al., 2007Loizzo, M.R., Said, A., Tundis, R., Rashed, K., Statti, G.A., Hufner, A., Menichi, F., 2007. Inhibition of angiotensin converting enzyme (ACE) by flavonoids isolated from Ailanthus excelsa (Roxb) (Simaroubaceae). Phytother. Res. 21,32-36.
|
|
luteolin |
Leaves |
Loizzo et al., 2007Loizzo, M.R., Said, A., Tundis, R., Rashed, K., Statti, G.A., Hufner, A., Menichi, F., 2007. Inhibition of angiotensin converting enzyme (ACE) by flavonoids isolated from Ailanthus excelsa (Roxb) (Simaroubaceae). Phytother. Res. 21,32-36.
|
|
kaempferol (43) |
Leaves |
Loizzo et al., 2007Loizzo, M.R., Said, A., Tundis, R., Rashed, K., Statti, G.A., Hufner, A., Menichi, F., 2007. Inhibition of angiotensin converting enzyme (ACE) by flavonoids isolated from Ailanthus excelsa (Roxb) (Simaroubaceae). Phytother. Res. 21,32-36.
|
|
quercetin (44) |
Leaves |
Loizzo et al., 2007Loizzo, M.R., Said, A., Tundis, R., Rashed, K., Statti, G.A., Hufner, A., Menichi, F., 2007. Inhibition of angiotensin converting enzyme (ACE) by flavonoids isolated from Ailanthus excelsa (Roxb) (Simaroubaceae). Phytother. Res. 21,32-36.
|
|
escalene |
Leaves |
Jin et al., 2009Jin, M., Bae, K., Chang, H.W., Son, J.K., 2009. Anti-inflammatory compounds from the leaves of Ailanthus altissima. Biomol. Ther. 17,86-91.
|
|
scopoletin (45) |
Leaves |
Jin et al., 2009Jin, M., Bae, K., Chang, H.W., Son, J.K., 2009. Anti-inflammatory compounds from the leaves of Ailanthus altissima. Biomol. Ther. 17,86-91.
|
|
astragalin |
Leaves |
Jin et al., 2009Jin, M., Bae, K., Chang, H.W., Son, J.K., 2009. Anti-inflammatory compounds from the leaves of Ailanthus altissima. Biomol. Ther. 17,86-91.
|
|
scopolin |
Leaves |
Jin et al., 2009Jin, M., Bae, K., Chang, H.W., Son, J.K., 2009. Anti-inflammatory compounds from the leaves of Ailanthus altissima. Biomol. Ther. 17,86-91.
|
Castela
|
scopoletin (45) |
Aerial Parts |
Jacobs et al., 2007Jacobs, H., Simpson, D., Reynolds, W., 2007. Quassinoids and a coumarin from Castela macrophylla (Simaroubaceae). Biochem. Syst. Ecol. 35,42-44.
|
|
methyl vanilate |
Aerial Parts |
Jacobs et al., 2007Jacobs, H., Simpson, D., Reynolds, W., 2007. Quassinoids and a coumarin from Castela macrophylla (Simaroubaceae). Biochem. Syst. Ecol. 35,42-44.
|
|
prosopin |
Bark |
Kubo et al., 1993Kubo, I., Murae, Y., Chaudhuri, S.K., 1993. Castelin, a quassinoid from Castela tortuosa. Phytochemistry 33,461-463.
|
|
physetinydol (46) |
Bark |
Kubo et al., 1993Kubo, I., Murae, Y., Chaudhuri, S.K., 1993. Castelin, a quassinoid from Castela tortuosa. Phytochemistry 33,461-463.
|
|
methyl gallate |
Bark |
Kubo et al., 1993Kubo, I., Murae, Y., Chaudhuri, S.K., 1993. Castelin, a quassinoid from Castela tortuosa. Phytochemistry 33,461-463.
|
|
lucoside 1 |
Twigs |
Grieco et al., 1999bGrieco, P.A., Haddad, J., Piñeiro-Núñez, Huffman, J.C., 1999b. Non-quassinoid constituents from the twigs and thorns of Castela polyandra. Phytochemistry 51,575-578.
|
|
(C19H28O8) |
Thorns |
Grieco et al., 1999bGrieco, P.A., Haddad, J., Piñeiro-Núñez, Huffman, J.C., 1999b. Non-quassinoid constituents from the twigs and thorns of Castela polyandra. Phytochemistry 51,575-578.
|
Picrasma
|
6-metoxy-7,8-metilenodioxy-coumarin |
Stem |
Yoshikawa et al., 1993Yoshikawa, M., Harada, E., Aoki, S., Yamahara, J., Murakami, N., Shibuya, H., Kitagawa, I., 1993. Indonesian medicinal-plants. VI. On the chemical-constituents of the bark of Picrasma javanicaBL (Simaroubaceae) from Flores Island. Absolute stereostructures of picrajavanin-A and picrajavanin-B. Chem. Pharm. Bull. 41,2101-2105.
|
|
nigakialcohol |
Leaves |
Sugimoto et al., 1978Sugimoto, Y., Sakita, T., Moriyama, Y., Murae, T., Tsuyuki, T., Takahashi, T., 1978. Structure of gniakialcohol, a new ionone derivative from Picrasma ailanthoides Planchon. Tetrahedron Lett. 44,4285-4288.
|
|
vomifoliol (47) |
Leaves |
Sugimoto et al., 1978Sugimoto, Y., Sakita, T., Moriyama, Y., Murae, T., Tsuyuki, T., Takahashi, T., 1978. Structure of gniakialcohol, a new ionone derivative from Picrasma ailanthoides Planchon. Tetrahedron Lett. 44,4285-4288.
|
|
picrasmalignane A |
Stem |
Jiao et al., 2011Jiao, W.H., Gao, H., Zhao, F., He, F., Zhou, G.X., Yao, X.S., 2011. A new neolignan and a new sesterterpenoid from the stems of Picrasma quassioides Bennet. Chem. Biodiversity 8,1163-1169.
|
|
buddlenol A, C |
Stem |
Jiao et al., 2011Jiao, W.H., Gao, H., Zhao, F., He, F., Zhou, G.X., Yao, X.S., 2011. A new neolignan and a new sesterterpenoid from the stems of Picrasma quassioides Bennet. Chem. Biodiversity 8,1163-1169.
|
|
2’-isopicrasine A |
Stem |
Jiao et al., 2011Jiao, W.H., Gao, H., Zhao, F., He, F., Zhou, G.X., Yao, X.S., 2011. A new neolignan and a new sesterterpenoid from the stems of Picrasma quassioides Bennet. Chem. Biodiversity 8,1163-1169.
|
|
physetin (48) |
Stem |
Jiao et al., 2011Jiao, W.H., Gao, H., Zhao, F., He, F., Zhou, G.X., Yao, X.S., 2011. A new neolignan and a new sesterterpenoid from the stems of Picrasma quassioides Bennet. Chem. Biodiversity 8,1163-1169.
|
|
arbutin (49) |
Fruit |
Yoshikawa et al., 1995Yoshikawa, M., Sugawara, S., Arihara, S., 1995. Phenylpropanoids and other secondary metabolites from fresh fruits of Picrasma quassioides. Phytochemistry 40,253-256.
|
|
florin |
Fruit |
Yoshikawa et al., 1995Yoshikawa, M., Sugawara, S., Arihara, S., 1995. Phenylpropanoids and other secondary metabolites from fresh fruits of Picrasma quassioides. Phytochemistry 40,253-256.
|
|
coaburaside |
Fruit |
Yoshikawa et al., 1995Yoshikawa, M., Sugawara, S., Arihara, S., 1995. Phenylpropanoids and other secondary metabolites from fresh fruits of Picrasma quassioides. Phytochemistry 40,253-256.
|
|
syringine |
Fruit |
Yoshikawa et al., 1995Yoshikawa, M., Sugawara, S., Arihara, S., 1995. Phenylpropanoids and other secondary metabolites from fresh fruits of Picrasma quassioides. Phytochemistry 40,253-256.
|
|
citrusine B |
Fruit |
Yoshikawa et al., 1995Yoshikawa, M., Sugawara, S., Arihara, S., 1995. Phenylpropanoids and other secondary metabolites from fresh fruits of Picrasma quassioides. Phytochemistry 40,253-256.
|
Picrolemma
|
scopoletin (45) |
Twigs |
Rodrigues-Filho et al., 1992Rodrigues-Filho, E., Fernandes, J.B., Vieira, P.C., Silva, M.F.G.F., 1992. Canthin-6-one alkaloids from Picrolemma granatensis. Phytochemistry 31,2499-2501.
|
Quassia
|
gallic acid (50) |
Leaves |
Fabre et al., 2012Fabre, N., Deharo, E., Le, H.L., Girardi, C., Valentin, A., Jullian, G.B.V., 2012. LC-ESI-MS/MS analysis of Quassia amara leaves tea. Is antiplasmodial activity of the tea is due to quassinoids? Planta Med. 78,1262-1262.
|
|
methyl gallate |
Leaves |
Fabre et al., 2012Fabre, N., Deharo, E., Le, H.L., Girardi, C., Valentin, A., Jullian, G.B.V., 2012. LC-ESI-MS/MS analysis of Quassia amara leaves tea. Is antiplasmodial activity of the tea is due to quassinoids? Planta Med. 78,1262-1262.
|
|
apiosyl gallate |
Leaves |
Fabre et al., 2012Fabre, N., Deharo, E., Le, H.L., Girardi, C., Valentin, A., Jullian, G.B.V., 2012. LC-ESI-MS/MS analysis of Quassia amara leaves tea. Is antiplasmodial activity of the tea is due to quassinoids? Planta Med. 78,1262-1262.
|
|
vitexin (51) |
Leaves |
Fabre et al., 2012Fabre, N., Deharo, E., Le, H.L., Girardi, C., Valentin, A., Jullian, G.B.V., 2012. LC-ESI-MS/MS analysis of Quassia amara leaves tea. Is antiplasmodial activity of the tea is due to quassinoids? Planta Med. 78,1262-1262.
|
Samadera
|
(-)-sesamin |
Not Described |
Gibbons et al., 1997Gibbons, S., Craven, L., Dunlop, C., Gray, A.I., Hartley, T.G., Waterman, P.G., 1997. The secondary metabolites of SamaderaSAC-2825: an Australian Simaroubaceae with unusual chemistry. Phytochemistry 44,1109-1114.
|
|
fargesin (52) |
Not Described |
Gibbons et al., 1997Gibbons, S., Craven, L., Dunlop, C., Gray, A.I., Hartley, T.G., Waterman, P.G., 1997. The secondary metabolites of SamaderaSAC-2825: an Australian Simaroubaceae with unusual chemistry. Phytochemistry 44,1109-1114.
|
|
(-)-eudesmin (53) |
Not Described |
Gibbons et al., 1997Gibbons, S., Craven, L., Dunlop, C., Gray, A.I., Hartley, T.G., Waterman, P.G., 1997. The secondary metabolites of SamaderaSAC-2825: an Australian Simaroubaceae with unusual chemistry. Phytochemistry 44,1109-1114.
|
|
limonin |
Not Described |
Gibbons et al., 1997Gibbons, S., Craven, L., Dunlop, C., Gray, A.I., Hartley, T.G., Waterman, P.G., 1997. The secondary metabolites of SamaderaSAC-2825: an Australian Simaroubaceae with unusual chemistry. Phytochemistry 44,1109-1114.
|
|
melyanodiol |
Leaves |
Merrien and Polonsky, 1971Merrien, A., Polonsky, J., 1971. The natural occurrence of melianodiol and its diacetate in Samadera madagascariensis (Simaroubaceae): model experiments on melianodiol directed towards simarolide. Chem. Commun. 6,261-263.
|
Simarouba
|
kampferol |
Root, Fruit |
Arriaga et al., 2002Arriaga, A.M.C., Mesquita, A.C., Pouliquen, Y.B.M., Lima, R.A., Cavalcante, S.H., Carvalho, M.G., Siqueira, J.A., Alegrio, L.V., Braz-Filho, R., 2002. Chemical constituents of Simarouba versicolor. An. Acad. Bras. Cienc. 74,415-424.
|
|
epilupeol |
Not Described |
Gosh et al., 1977Gosh, P.C., Larrahondo, J.E., LeQuesne, P.W., Raffauf, R.F., 1977. Antitumor plants. IV. Constituents of Simarouba versicolor. Lloydia 40,364-369.
|
|
melyanodiol |
Twigs |
Rivero-Cruz et al., 2005Rivero-Cruz, J.F., Lezutekong, R., Lobo-Echeverri, T., Ito, A., Mi, Q., Chai, H.B., Soejarto, D.D., Cordell, G.A., Pezzuto, J.M., Swanson, S.M., Morelli, I., Kinghorn, A.D., 2005. Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in southern Florida. Phytoter. Res. 19,136-140.
|
|
scopoletin |
Twigs |
Rivero-Cruz et al., 2005Rivero-Cruz, J.F., Lezutekong, R., Lobo-Echeverri, T., Ito, A., Mi, Q., Chai, H.B., Soejarto, D.D., Cordell, G.A., Pezzuto, J.M., Swanson, S.M., Morelli, I., Kinghorn, A.D., 2005. Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in southern Florida. Phytoter. Res. 19,136-140.
|
|
fraxidin |
Twigs |
Rivero-Cruz et al., 2005Rivero-Cruz, J.F., Lezutekong, R., Lobo-Echeverri, T., Ito, A., Mi, Q., Chai, H.B., Soejarto, D.D., Cordell, G.A., Pezzuto, J.M., Swanson, S.M., Morelli, I., Kinghorn, A.D., 2005. Cytotoxic constituents of the twigs of Simarouba glauca collected from a plot in southern Florida. Phytoter. Res. 19,136-140.
|
|
palmitic, stearic, oleic, linoleic and linolenic acids |
Seeds |
Jeyarani and Reddy, 2001Jeyarani, T., Reddy, S.Y., 2001.Cocoa butter extender from Simarouba glauca fat. J. Am. Oil Chem. Soc. 78,271-276.
|
|
|
|
Joshi and Hiremath, 2000Joshi, S., Hiremath, S., 2000. Simarouba: a potential oilseed tree. Curr. Sci. 78,694-697.
|
|
saponins |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
phenolic compounds |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
phytic acid (54) |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
aminoacids |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
saponins |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
phenolic compounds |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
phytic acid (54) |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
aminoacids |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
saponins |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
phenolic compounds |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
phytic acid (54) |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|
aminoacids |
Seeds |
Govindaraju et al., 2009Govindaraju, K., Darukeshwara, J., Srivastava, A.K., 2009. Studies on protein characteristics and toxic constituents of Simarouba glaucaoilseed meal. Food Chem. Toxicol. 47,1327-1332.
|
|