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. 2020 Apr 23;25(8):1977. doi: 10.3390/molecules25081977

Table 4.

Chemical composition (%) of petroleum ether and diethyl ether fractions from male S. molle (L.) leaves.

Components 1 LRI 2 LRI lit 3 SM♂L1F1 SM♂L1F2 SM♂L1F3 SM♂L1F5 SM♂L1F6 SM♂L1F7 SM♂L1
F10
SM♂L2F4 SM♂L2F6 SM♂L2F7
1 α-pinene 1033 1035 - - - 0.7 - - - - - -
2 2-propanone, 1-hydroxy 1315 1317 - - - - - - - - - 1.9
3 isoledene 1340 * 0.4 - - - - - - - - -
4 isoshybunone 1480 1482 - - 85.0 - - - - - - -
5 Elixene 1510 1514 9.9 9.2 - - - - - - - -
6 α-gurjunene 1556 1549 2.3 0.2 - - - - - - - -
7 β-ylangene 1570 1574 1.0 0.4 - - - - - - - -
8 β-elemene 1608 1598 2.4 5.3 - - - - - - - -
9 β-copaene 1635 1631 0.6 - - - - - - - - -
10 β-caryophyllene 1637 1634 7.4 0.8 - - - - - - - -
11 cis-β-terpineol 1640 1644 - - - 1.9 - - - - - -
12 γ-elemene 1648 1650 0.2 0.5 - - - - - - - -
13 aromadendrene 1675 1670 2.0 0.4 - - - - - - - -
14 cyclotetradecane 1680 * - - - - - - - - - 8.9
16 oxalic acid 1691 * - - - - - - - - - 18.5
15 humulene 1700 1693 2.2 4.5 - - - - - - - -
17 Ledene 1698 1695 5.8 14.1 - - - - - - - -
18 germacrene D 1728 1726 51.8 5.6 - - - - - - - -
19 α-muurolene 1730 1729 - 20.2 - - - - - - - -
20 δ-cadinene 1758 1758 10.3 24.3 - - - - - - - -
21 γ-cadinene 1778 1782 2.3 5.9 - - - - - - - -
22 isoaromadendrene epoxide 1800 1807 - - - - - 7.0 8.3 - - -
23 nonadecene 1932 1927 - - - - - - - - - 28.8
24 1-docosene 2000 * - - - - - - - - - 11.8
25 Elemol 2091 2090 - - - 3.2 - - - 4.2 - -
26 viridiflorol 2092 2091 - - - 2.0 - - - 3.6 - -
27 3,7,11,15-tetramethyl-2-hexadecen-1-ol 2125 * - - - 16.9 - - - - - -
28 spathulenol 2142 2136 0.2 3.8 - - 2.3 14.2 - - - -
29 γ-eudesmol 2178 2180 - - - - - - - 6.2 - -
30 α-eudesmol 2240 2232 - - - 12.0 - - - 26.9 - -
31 dehydroxyisocalamendiol 2242 * - - 11.7 - - - - 18.8 - -
32 hexadecanoic acid, methyl ester 2244 2233 - - 2.4 - - - - - - -
33 hexadecanoic acid, ethyl ester 2247 2246 - - 0.8 - - - - - - -
34 β-eudesmol 2255 2249 - - - 57.6 12.9 59.6 91.7 40.1 - 8.8
35 phenol 2,4-di-tert-butyl- 2322 2321 - - - - - - - - - 7.3
36 cyclopropanetetradecanoic acid, 2-octyl-,methyl ester 2405 * - - - - - - - - - 14.0
37 isocalamendiol 2510 2500 1.1 4.4 - - 84.8 12.2 - - - -
38 benzyl benzoate 2650 2652 - - - 5.6 - - - - - -
39 squalene 2860 2865 - - - - - 7.0 - - - -
40 hexadecanoic acid 2880 2887 - - - - - - - - 100.0 -
SUM 99.9 99.6 99.9 99.9 100.0 100.0 100.0 99.8 100.0 100.0
Monoterpene hydrocarbons 51.8 5.6 0.7
Monoterpenes alcohol 1.9
Sesquiterpene hydrocarbons 40.1 89.4 85.0 74.8 97.7 71.8 91.7 81.0 8.8
Oxygenated sesquiterpenes 11.7 18.8
Tricyclic sesquiterpenes 0.2 3.8 2.3 14.2
Triterpenes 7.0
Bicyclic sesquiterpenes 7.4 0.8
Others 0.4 3.2 22.5 7.0 8.3 100.0 91.2

1 elution order on polar column; 2 linear retention indices measured on polar column; 3 linear retention indices from literature; * LRI lit not available; (SM♂L1F1–L1F10): fractions from petroleum ether male extracts; (SM♂L2F4–L2F7): fractions from diethyl ether male extracts.