First phytochemical description of essential oils from <i>Piper cachimboense</i> (Piperales, Piperaceae)

KRINSKI, Diones; FOERSTER, Luís Amilton; DESCHAMPS, Cicero

doi:10.1590/1809-4392201703340

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Chemistry and Pharmacology • Acta Amaz. 48 (1) • Jan-Mar 2018 • https://doi.org/10.1590/1809-4392201703340 copy

First phytochemical description of essential oils from Piper cachimboense (Piperales, Piperaceae)

Primeira descrição fitoquímica de óleos essenciais de Piper cachimboense (Piperales, Piperaceae)

Authorship SCIMAGO INSTITUTIONS RANKINGS

ABSTRACT

Piper cachimboense is recorded only for the Amazon region of Brazil and Colombia, and the objective of this study was to report the first phytochemical assessment of the composition of the essential oils (EOs) from this species collected in the Amazon rainforest, in Novo Progresso, Pará State, Brazil. Samples of leaves were subjected to hydrodistillation in a Clevenger-type apparatus. The chemical identification was carried out by gas chromatography. The yield of oils was of 11.03 ± 5.94% for fresh leaves, and 1.07 ± 0.27% for dry leaves. The analysis showed 36 volatile compounds from fresh leaves and 49 from dried leaves. Main constituents in EOs of both fresh and dried leaves from P. cachimboense were (E)-caryophyllene, germacrene-D, γ-amorfene, δ-cadinene and apiole.

KEYWORDS:
safrole; (E)-caryophyllene; germacrene-D; spathulenol; dillapiole

Compounds identified	Retention Index		Relative area (%)
Compounds identified	RI^c	RI^t	Fresh leaves	Dried leaves
1) α-pinene	932	932	0.06 ± 0.07	0.14 ± 0.06
2) α-terpinene	1014	1015	-	0.72 ± 0.17
3) p-cimene	1022	1022	-	0.67 ± 0.15
4) limonene	1024	1026	-	0.12 ± 0.04
5) γ-terpinene	1054	1056	-	1.90 ± 0.35
6) terpinolene	1086	1087	-	0.46 ± 0.08
7) linalol	1095	1100	-	0.16 ± 0.03
8) terpinen-4-ol	1174	1174	-	0.12 ± 0.01
9) piperitone	1249	1250	-	0.20 ± 0.01
10) safrole	1285	1284	0.27 ± 0.10	0.92 ± 0.14
11) δ-elemene	1335	1334	0.94 ± 0.10	0.52 ± 0.03
12) α-cubebene	1345	1346	0.19 ± 0.05	0.31 ± 0.03
13) α-copaene	1374	1371	0.85 ± 0.12	2.00 ± 0.15
14) β-elemene	1389	1388	1.08 ± 0.06	1.10 ± 0.03
15) α-gurjunene	1409	1403	-	0.17 ± 0.01
16) (E)-caryophyllene	1417	1413	4.65 ± 0.58	7.46 ± 0.39
17) β-gurjunene	1431	1423	0.63 ± 0.07	0.89 ± 0.03
18) aromadendrene	1439	1432	0.64 ± 0.09	1.39 ± 0.04
19) 6,9-guiadiene	1442	1437	0.13 ± 0.03	0.17 ± 0.00
20) α-humulene	1452	1446	1.34 ± 0.06	1.78 ± 0.06
21) cis-cadina-1(6),9-diene	1461	1452	1.00 ± 0.11	1.59 ± 0.05
22) γ-muurolene	1478	1472	-	3.98 ± 0.04
23) germacrene D	1480	1475	27.64 ± 2.29	6.31 ± 0.20
24) β-selinene	1489	1479	0.23 ± 0.01	1.92 ± 0.07
25) γ-amorfene	1495	1490	6.57 ± 0.98	6.88 ± 0.12
26) α-muurolene	1500	1493	-	1.53 ± 0.07
27) asaricin	1495	1495	1.93 ± 0.08	1.51 ± 0.02
28) β-bisabolene	1505	1502	0.70 ± 0.16	0.45 ± 0.02
29) γ-cadinene	1513	1508	3.10 ± 0.22	2.65 ± 0.03
30) δ-cadinene	1522	1519	6.19 ± 0.16	9.20 ± 0.04
31) trans-cadina-1,4-diene	1533	1526	0.62 ± 0.05	0.82 ± 0.02
32) α-cadinene	1537	1532	0.58 ± 0.03	0.59 ± 0.01
33) α-calacorene	1544	1536	0.19 ± 0.03	0.68 ± 0.01
34) elemicin	1555	1558	0.31 ± 0.04	0.93 ± 0.02
35) (E)-nerolidol	1561	1562	2.54 ± 0.94	3.37 ± 0.04
36) spathulenol	1577	1570	0.87 ± 0.06	4.65 ± 0.24
37) caryophyllene oxide	1582	1574	2.13 ± 0.33	3.50 ± 0.09
38) globulol	1590	1583	0.44 ± 0.08	0.29 ± 0.01
39) guaiol	1600	1585	0.54 ± 0.06	0.49 ± 0.02
40) rosifoliol	1600	1594	0.60 ± 0.05	0.71 ± 0.03
41) humulene epoxide II	1608	1599	0.17 ± 0.07	0.67 ± 0.03
42) 10-epi-γ-eudesmol	1622	1604	0.42 ± 0.09	0.46 ± 0.03
43) dilapiolle	1620	1607	1.29 ± 0.17	0.79 ± 0.03
44) epi-α-muurolol	1640	1622	1.41 ± 0.14	2.85 ± 0.19
45) cubenol	1645	1627	-	0.16 ± 0.01
46) α-cadinol	1652	1631	-	0.24 ± 0.03
47) apiole	1677	1647	5.68 ± 0.66	3.05 ± 0.26
48) (E,Z)-linalol de garnil	1987	2025	0.23 ± 0.11	0.49 ± 0.04
49) methyl linoleate	2095	2081	2.42 ± 0.23	0.54 ± 0.05
Total			78.62	82.51

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[1] * Corresponding author: diones.krinski@unemat.br