Chemical composition of the leaf oil of <i>Artabotrys jollyanus</i> from Côte d’Ivoire

Gooré, Stéphane G.; Ouattara, Zana A.; Yapi, Acafou T.; Békro, Yves-Alain; Bighelli, Ange; Paoli, Mathieu; Tomi, Felix

doi:10.1016/j.bjp.2017.04.001

Stéphane G. Gooré

Laboratoire de Chimie BioOrganique et de Substances Naturelles, Université Nangui Abrogoua, Abidjan, Côte d’Ivoire

Université de Corse-Centre National de la Recherche Scientifique, Unité Mixte de Recherche 6134, Equipe Chimie et Biomasse, Ajaccio, France

Zana A. Ouattara

Laboratoire de Chimie BioOrganique et de Substances Naturelles, Université Nangui Abrogoua, Abidjan, Côte d’Ivoire

Acafou T. Yapi

Laboratoire de Chimie Organique Biologique, Université Félix Houphouët Boigny, Abidjan, Côte d’Ivoire

Yves-Alain Békro

Laboratoire de Chimie BioOrganique et de Substances Naturelles, Université Nangui Abrogoua, Abidjan, Côte d’Ivoire

Ange Bighelli

Université de Corse-Centre National de la Recherche Scientifique, Unité Mixte de Recherche 6134, Equipe Chimie et Biomasse, Ajaccio, France

Mathieu Paoli

Université de Corse-Centre National de la Recherche Scientifique, Unité Mixte de Recherche 6134, Equipe Chimie et Biomasse, Ajaccio, France

Felix Tomi ^** Corresponding author. E-mail:tomi_f@univ-corse.fr (F. Tomi).

Université de Corse-Centre National de la Recherche Scientifique, Unité Mixte de Recherche 6134, Equipe Chimie et Biomasse, Ajaccio, France

* Corresponding author. E-mail:tomi_f@univ-corse.fr (F. Tomi).

Authors’ contributions

SGG (Ph.D. Student) contributed in collecting plant sample, running the laboratory work. ZAO and ATY contributed in collecting plant sample and supervised the laboratory work. YAB designed the study. AB and FT drafted the paper and contributed to critical reading of the manuscript. MP contributed to critical reading of the manuscript. All the authors have read the final version of the manuscript and approved the submission.

Conflicts of interest

The authors declare no conflicts of interest.

	Components^a a Order of elution and contents determined on the apolar column (BP-1), except for compounds with an asterisk, percentages on polar column (BP 20). RIa, RIp = retention indices measured on apolar (BP1) and polar (BP 20) column; tr = trace level (<0.05%).	RIlit^b b Literature indices on a DB-1 (http://massfinder.com by Hochmuth, 2017).	RIa	RIp	A. jollyanus	Identification
1	α-Pinene	936	929	1015	0.3	RI, MS
2	Camphene	950	942	1065	tr	RI, MS
3	Sabinene	973	964	1123	tr	RI, MS
4	β-Pinene	978	969	1112	tr	RI, MS
5	Myrcene	987	979	1160	0.2	RI, MS
6	Limonene	1025	1019	1201	0.2	RI, MS
7	β-Phellandrene	1023	1019	1211	0.4	RI, MS
8	(Z)-β-Ocimene	1029	1024	1233	3.6	RI, MS, ¹³C NMR
9	(E)-β-Ocimene	1041	1035	1250	0.4	RI, MS, ¹³C NMR
10	Terpinolene	1082	1077	1283	tr	RI, MS
11	Linalool	1086	1082	1545	tr	RI, MS
12	allo-Ocimene	1113	1116	1372	0.1	RI, MS
13	α-Cubebene	1355	1348	1456	10.4	RI, MS, ¹³C NMR
14	α-Copaene	1379	1375	1490	14.8	RI, MS, ¹³C NMR
15	β-cubebene*	1390	1385	1535	3.1	RI, MS
16	β-Elemene*	1389	1385	1587	0.5	RI, MS, ¹³C NMR
17	α-Gurjunene	1413	1408	1525	0.2	RI, MS
18	(E)-β-Caryophyllene	1421	1416	1593	6.3	RI, MS, ¹³C NMR
19	Cadina-3,5-diene	1448	1444	1627	10.3	RI, MS, ¹³C NMR
20	α-Humulene	1455	1448	1665	3.0	RI, MS, ¹³C NMR
21	allo-Aromadendrene	1462	1456	1640	0.3	RI, MS
22	Cadina-1(6),11-diene	-	1466	1655	0.8	RI, MS, ¹³C NMR
23	Germacrene D	1479	1474	1704	0.4	RI, MS, ¹³C NMR
24	Bicyclosesquiphellandrene	1487	1483	1708	1.8	RI, MS, ¹³C NMR
25	4-epi-Cubebol	1490	1485	1883	0.8	RI, MS, ¹³C NMR
26	Bicyclogermacrene	1494	1489	1728	1.5	RI, MS, ¹³C NMR
27	α-Muurolene	1496	1491	1719	0.2	RI, MS
28	Cubebol	1514	1504	1935	0.8	RI, MS, ¹³C NMR
29	trans-Calamenene	1517	1509	1829	15.7	RI, MS, ¹³C NMR
30	δ-Cadinene	1520	1513	1751	1.9	RI, MS, ¹³C NMR
31	Zonarene	1521	1515	1752	0.4	RI, MS
32	Cadina-1,4-diene	1523	1523	1777	6.1	RI, MS, ¹³C NMR
33	Spathulenol	1572	1561	2117	1.1	RI, MS, ¹³C NMR
34	Caryophyllene oxide	1578	1567	1976	0.2	RI, MS
35	epi-Cubenol	1623	1612	2058	0.4	RI, MS
36	Cubenol	1630	1628	2051	0.7	RI, MS
37	7-Hydroxycalamenene	1803^c c Indice on a HP-5 column (Azevedo et al., 2014).	1775	2783	10.1	RI, MS, ¹³C NMR

	Total				96.9
	Monoterpene hydrocarbons				5.2
	Oxygenated monoterpenes				tr
	Sesquiterpenes hydrocarbons				77.7
	Oxygenated sesquiterpenes				14.0

Sample	S1	S2	S3	S4^a a S4 is previously described in Table 1	S5	S6	S7	S8	S9	S10	S11	S12
Month	Apr	May	Jun	Jul	Aug	Sept	Oct	Nov	Dec	Jan	Feb	Mar
Components
(Z)-β-Ocimene	5.5	5.3	5.3	3.6	4.7	3.4	4.6	3.4	5.5	3.5	4.6	2.4
α-Cubebene	10.7	9.2	10.6	10.4	10.7	11.0	8.8	9.7	14.5	12.9	8.8	10.2
α-Copaene	14.7	12.4	14.8	14.8	15.7	16.4	12.7	14.3	20.4	18.8	12.3	14.6
β-Cubebene	2.7	2.1	3.2	3.1	3.1	3.2	2.7	3.1	2.5	1.4	3.2	2.3
(E)-β-Caryophyllene	8.0	7.9	7.1	6.3	6.6	6.6	6.8	6.7	7.7	7.1	6.5	5.7
Cadina-3,5-diene	7.3	4.6	9.2	10.3	10.2	10.6	9.3	10.8	7.6	8.0	11.0	0.4
α-Humulene	3.5	3.6	3.2	3.0	3.1	3.0	3.4	3.2	3.2	3.1	3.3	2.9
trans-Calamenene	18.6	22.4	16.4	15.7	16.5	16.3	16.6	16.4	17.8	18.7	14.7	27.6
Cadina-1,4-diene	6.0	5.2	6.0	6.1	5.8	5.8	5.6	6.1	4.5	6.0	6.4	2.9
Spathulenol	1.4	1.9	1.1	1.1	1.0	0.9	1.3	1.1	1.0	0.8	0.8	2.4
7-Hydroxycalamenene	4.8	6.5	7.6	10.1	7.0	7.9	10.4	9.1	1.3	4.9	10.5	10.4

Yield	0.39	0.26	0.48	0.40	0.42	0.60	0.45	0.52	0.28	0.32	0.39	0.32

[1] * Corresponding author. E-mail:tomi_f@univ-corse.fr (F. Tomi).

Brasil

Brasil

Chemical composition of the leaf oil of Artabotrys jollyanus from Côte d’Ivoire

ABSTRACT