Skip to main content
. 2023 Aug 1;28(15):5814. doi: 10.3390/molecules28155814

Table 2.

Chemical composition of the aromatic compounds and essential oil of P. marginatum lato sensu; SDE: simultaneous distillation–extraction; HD: hydrodistillation; SD: steam distillation; L: leaves; St: stems; s: spikes; Nov: November; Mar: March (concentration in area relative to percentage).

Piper marginatum
(SDE) (HD) (SD)
Constituents * IRL ** IRC L-St-Nov L-St-Mar s-Mar L-St-Nov L-St-Mar L-St-Nov
(2E)-Hexenal 846 846 0.2
α-Pinene 932 932 1.9 3.3 2.1 0.4
Camphene 946 946 0.2 0.1
Sabinene 969 969 1.2 2.2 0.5
β-Pinene 974 974 1.8 0.4 0.5 1.8 0.2
Myrcene 988 988 1.6
δ-3-Carene 1008 1001 0.3 0.2
δ-2-Carene 1001 1008 0.9
Limonene 1024 1024 0.1 0.2 0.2 0.1
(Z)-β-Ocimene 1032 1032 1.3 1.1 0.7 0.8
(E)-β-Ocimene 1044 1044 2.4 2.4 1.4 1.5
Terpinolene 1086 1083 0.1
Linalool 1095 1095 1.9 2.6 0. 2 0.9 0.1
Allo-ocimene 1128 1125 0.8 0.7 0.6 0.4
(E)-Pinocarveol 1135 1135 0.1 0.1 0.04
(E)-Verbenol 1140 1140 0.1 0.1 0.1
Camphor 1141 1141 0.2
Isoborneol 1155 1155 0.1 0.1 0.04
p-Mentha-1.5-dien-8-ol 1166 1166 0.1 0.1
Naphthalene 1178 1178 0.1 0.1
Methyl chavicol 1195 1195 0.2 0.1 0.1 0.1 0.1
(Z)-Anethole 1249 1249 6.8 2.1 0.3 0.6 1.4 0.5
(E)-Anethole 1282 1282 1.1 2.9 2.6 3.3 5.4 2.8
Safrole 1285 1285 0.2 0.2
δ-Elemene 1335 1335 0.7 2.2 0.4 1.5 2.4 1.4
α-Cubebene 1345 1345 0.1
α-Ylangene 1373 1363 0.3 0.1 0.4 0.3 0.3
α-Copaene 1374 1374 0.7 1.1 4.9 1.1 1.5 0.8
β-Bourbonene 1387 1387 0.1 0.1 0.1 0.1 0.1
β-Cubebene 1387 1387 1.1 0.2 1
β-Elemene 1389 1389 0.8 0.9 0.9
Methyl eugenol 1403 1403 0.2 0.03 0.2 0.1
β-Caryophyllene 1417 1413 2 3.8 3.2 2.8 3.8 2.4
γ-Elemene 1434 1425 1.2 0.1 0.4
β-Copaene 1430 1430 0.5 0.5
α-Guayene 1437 1431 0.1 0.1
Aromadendrene 1439 1440 0.1 0.1 0.1
Isoosmorhizole 1466 1452 24.5 15.2 1.6 13.1 14.2 14.8
Croweacin 1457 1457 3.2 1.1 0.8 2.3 1.2 2.3
trans-Cadina-1 (6), 4-diene 1475 1467 0.2
γ-Gurjunene 1475 1475 0.1 0.2 0.1
γ-Muurolene 1478 1478 0.8 0.2 0.2 0.5 0.4
Germacrene D 1484 1484 0.2 0.3 0.2 0.2
β-Selinene 1489 1489 0.7 0.2 0.7 0.1
(E)-Methyl-isoeugenol 1491 1491 0.2 0.2 0.2
δ-Selinene 1492 1492 0.5 0.6
(E)-Muurola-4 (14),5-diene 1493 1493 0.2 0.2
Bicyclogermacrene 1500 1500 0.7 2.4 1 1.3 2.5 1.4
α-Muurolene 1500 1500 0.5 0.04 1 0.6 1
β-Dihydro agarofuran 1504 1503 0.1 1 0.1 0.2
(E)-Isoosmorhizole 1517 1504 32.9 19.4 29.8 22.1 23.3 24.1
Cubebol 1514 1508 0.3 0.3
γ-Cadinene 1513 1509 0.8
δ-Cadinene 1522 1513 0.5 0.6 0.8 0.7
2.4-Dimethoxybenzaldehyde 1526 1522 0.1 0.1
3,4-(Methylenedioxy)propiophenone 1545 1523 0.1
Elemicin 1555 1555 0.9 0.7 0.8 0.8
Germacrene B 1559 1559 0.1
(E)-Nerol idol 1561 1561 0.5 0.04 0.2 0.5 0.2
(E)-Isoelemicin 1568 1568 0.1 0.2 0.2 0.1 0.2
Spathulenol 1577 1569 0.9 1.9 2.6 1.1 1.4 1.8
Junenol 1618 1618 0.1 0.4 0.1
(Z)-Asarone 1616 1619 0.1 0.3 0.6 0.1 0.6
isomer-2-Methoxy-4.5-methylenedioxypropiophenone 1635 1625 11.6 13.9 1.6 12.9 12.4 14.3
Exalatacin 1655 1640 0.3 0.5
β-Eudesmol 1649 1647 0.8 1 0.6 1 0.9
Selin-11-en-4α-ol 1658 1658 0.2 0.3 0.1 0.2 0.2
Intermedeol 1665 1659 0.2 0.4
(E)-Asarone 1675 1675 1 1.4 1.8 1.9 1.3 1.9
2-Methoxy-4,5-(methylenedioxy)-propiophenone 1713 1700 9.5 9 19.9 16.3 12.7 18.8
Monoterpene hydrocarbons 3.4 10.9 13 7.8 5.1 0.1
Oxygenated monoterpenes 0 0.4 0.3 0.3 0.18 0
Hydrocarbon sesquiterpenes 4.9 14.7 12.24 12.1 14.1 11.5
Oxygenated sequiterpenes 0.9 3.6 5.34 2.6 3.2 4
Arylpropanoids 0 0 0 0.3 0 0.5
Phenylalkanoids 21.1 22.9 21.5 29.2 25.1 33.1
Phenylpropanoids 69.5 44.1 37.93 44.9 48.3 48.2
Others 0 0.1 0.1 0 0 0
Total 99.8 96.6 90.51 97.2 95.98 97.4

* RIL, retention index in the literature [49,50]; ** RIC, retention index calculated from a homologous series of n-alkanes (C8-C40) in a DB5-MS column. Relative area (%) calculated based on the peak areas.