Table 2.
Composition as volatile constituents and classes of substances of the hydroalcoholic extracts obtained from the aerial parts of M. fruticulosa subsp. fruticulosa and subsp. coronopifolia.
| Compound | LRI * on DB-5ms |
LRI * on VF-AXms |
M. fruticulosa Subsp. fruticulosa |
M. fruticulosa Subsp. coronopifolia |
||
|---|---|---|---|---|---|---|
| Amount † X ± Dev St |
Percentage X ± Dev St |
Amount † X ± Dev St |
Percentage X ± Dev St |
|||
| Aldehydes | ||||||
| 2-Methylbutanal | 675 | 913 | -§ | - | 1262 ± 143 | 3.73 ± 0.39 |
| Heptanal | 903 | 1198 | - | - | 51 ± 7 | 0.15 ± 0.02 |
| (E)-2-Heptenal | 957 | 1338 | - | - | 396 ± 43 | 1.17 ± 0.19 |
| Benzaldehyde | 962 | 1529 | 261 ± 47 | 0.22 ± 0.02 | 298 ± 38 | 0.88 ± 0.11 |
| Octanal | 1004 | 1298 | 508 ± 51 | 0.43 ± 0.05 | 101 ± 19 | 0.30 ± 0.05 |
| (E,E)-2,4-Heptadienal | 1014 | 1497 | - | - | 247 ± 34 | 0.73 ± 0.14 |
| Phenylacetaldehyde | 1043 | 1640 | - | - | 213 ± 37 | 0.63 ± 0.11 |
| Nonanal | 1105 | 1398 | 5554 ± 939 | 4.72 ± 0.74 | - | - |
| (E)-2-Nonenal | 1161 | 1543 | 72 ± 12 | 0.06 ± 0.01 | - | - |
| Decanal | 1206 | 1502 | 115 ± 19 | 0.10 ± 0.02 | 116 ± 14 | 0.34 ± 0.06 |
| (E)-2-Decenal | 1263 | 1647 | - | - | 101 ± 12 | 0.30 ± 0.05 |
| (Z)-9-Octadecenal | 2006 | 2693 | 242 ± 42 | 0.21 ± 0.03 | - | - |
| All | 6752 ± 385 | 5.73 ± 0.30 | 2787 ± 55 | 8.24 ± 0.16 | ||
| Acids | ||||||
| Benzoic acid | 1165 | 2433 | 522 ± 60 | 0.47 ± 0.08 | - | - |
| Octanoic acid | 1174 | 2072 | 262 ± 29 | 0.22 ± 0.04 | 636 ± 96 | 1.88 ± 0.31 |
| Nonanoic acid | 1269 | 2178 | 180 ± 26 | 0.15 ± 0.02 | 231 ± 30 | 0.68 ± 0.09 |
| Decanoic acid | 1366 | 2284 | - | - | 205 ± 36 | 0.61 ± 0.11 |
| All | 995 ± 41 | 0.84 ± 0.05 | 1072 ± 62 | 3.17 ± 0.20 | ||
| Alcohols | ||||||
| (E)-2-Hepten-1-ol | 973 | 1515 | - | - | 409 ± 78 | 1.21 ± 0.19 |
| 1-Octen-3-ol | 980 | 1452 | - | - | 2719 ± 342 | 8.04 ± 1.09 |
| 2-Ethyl-1-hexanol | 1029 | 1489 | 164 ± 20 | 0.14 ± 0.02 | - | - |
| (E)-2-Octen-1-ol | 1068 | 1617 | - | - | 244 ± 35 | 0.72 ± 0.14 |
| 1-Octanol | 1072 | 1561 | - | - | 393 ± 71 | 1.16 ± 0.21 |
| 2-Methyl-1-octanol | 1100 | - | - | - | 148 ± 27 | 0.44 ± 0.08 |
| All | 164 ± 20 | 0.14 ± 0.02 | 3914 ± 161 | 11.58 ± 0.51 | ||
| Ketones | ||||||
| 4-Methyl-2-pentanone | 736 | 1010 | - | - | 487 ± 90 | 1.44 ± 0.23 |
| 2-Hexanone | 790 | 1083 | - | - | 265 ± 36 | 0.78 ± 0.15 |
| 4-Methyl-3-penten-2-one | 801 | 1132 | 2267 ± 228 | 1.92 ± 0.39 | 4097 ± 746 | 12.12 ± 2.43 |
| Acetylacetone | 815 | 1196 | - | - | 278 ± 50 | 0.82 ± 0.14 |
| 2-Heptanone | 891 | 1185 | - | - | 201 ± 29 | 0.60 ± 0.09 |
| 3-Methyl-2-heptanone | 936 | 1210 | 446 ± 77 | 0.38 ± 0.07 | 499 ± 77 | 1.48 ± 0.19 |
| Acetophenone | 1066 | 1656 | 249 ± 39 | 0.21 ± 0.04 | - | - |
| Hexahydrofarnesyl acetone | 1844 | 2121 | 318 ± 58 | 0.27 ± 0.04 | 4835 ± 717 | 14.3 ± 2.01 |
| All | 3279 ± 125 | 2.78 ± 0.20 | 10663 ± 394 | 31.54 ± 1.20 | ||
| Esters | ||||||
| Methyl heptanoate | 1023 | 1293 | 693 ± 136 | 0.59 ± 0.09 | - | - |
| Methyl benzoate | 1094 | 1628 | 6239 ± 1218 | 5.3 ± 1.02 | - | - |
| Methyl octanoate | 1123 | 1394 | 363 ± 65 | 0.31 ± 0.05 | 94 ± 10 | 0.28 ± 0.05 |
| Ethyl octanoate | 1196 | 1439 | 126 ± 19 | 0.11 ± 0.01 | 135 ± 14 | 0.40 ± 0.05 |
| Methyl decanoate | 1323 | 1594 | 216 ± 34 | 0.18 ± 0.03 | 64 ± 8 | 0.19 ± 0.03 |
| Ethyl 9-decenoate | 1386 | 1678 | 180 ± 24 | 0.15 ± 0.03 | 395 ± 66 | 1.17 ± 0.19 |
| Ethyl decanoate | 1394 | 1639 | 1078 ± 128 | 0.92 ± 0.14 | 1193 ± 216 | 3.53 ± 0.56 |
| Fumaric acid, pent-4-en-2-yl propyl ester | 1492 | - | 371 ± 55 | 0.32 ± 0.05 | 146 ± 18 | 0.43 ± 0.08 |
| Ethyl dodecanoate | 1590 | 1840 | - | - | 60 ± 8 | 0.18 ± 0.04 |
| Methyl tetradecanoate | 1726 | 1997 | - | - | 40 ± 6 | 0.12 ± 0.01 |
| Methyl hexadecanoate | 1926 | 2199 | 264 ± 39 | 0.22 ± 0.02 | 192 ± 35 | 0.57 ± 0.09 |
| Isopropyl hexadecanoate | 2023 | 2232 | - | - | 53 ± 8 | 0.16 ± 0.03 |
| All | 9530 ± 412 | 8.09 ± 0.35 | 2373 ± 73 | 7.02 ± 0.19 | ||
| Sulfur compounds | ||||||
| Dimethyl disulfide | 743 | 1082 | 855 ± 111 | 0.73 ± 0.12 | 855 ± 137 | 2.53 ± 0.49 |
| Dimethyl trisulfide | 968 | 1391 | 80953 ± 14196 | 68.73 ± 13.01 | 539 ± 97 | 1.6 ± 0.29 |
| Dimethyl tetrasulfide | 1215 | 1750 | 9554 ± 1063 | 8.11 ± 1.29 | - | - |
| All | 91362 ± 8219 | 77.57 ± 7.55 | 1395 ± 119 | 4.13 ± 0.40 | ||
| Nitriles | ||||||
| 4-Methylpentanenitrile | 840 | 1253 | - | - | 778 ± 110 | 2.3 ± 0.47 |
| Hexanenitrile | 877 | 1308 | - | - | 333 ± 61 | 0.98 ± 0.16 |
| Heptanenitrile | 978 | 1408 | 855 ± 103 | 0.73 ± 0.09 | - | - |
| 4-(Methylthio)-butanenitrile | 1082 | 1806 | - | - | 1629 ± 257 | 4.79 ± 0.85 |
| Benzyl nitrile | 1137 | 1893 | 409 ± 66 | 0.35 ± 0.07 | - | - |
| All | 1264 ± 87 | 1.08 ± 0.08 | 2730 ± 165 | 8.08 ± 0.57 | ||
| Terpenoids | ||||||
| Isophorone | 1126 | 1621 | - | - | 35 ± 4 | 0.10 ± 0.01 |
| Cryptone | 1175 | 1675 | - | - | 289 ± 37 | 0.85 ± 0.13 |
| Safranal | 1200 | 1649 | 891 ± 127 | 0.76 ± 0.11 | 208 ± 39 | 0.61 ± 0.13 |
| β-Cyclocitral | 1220 | 1626 | 246 ± 49 | 0.21 ± 0.03 | 179 ± 33 | 0.53 ± 0.09 |
| Pulegone | 1233 | 1637 | - | - | 166 ± 22 | 0.49 ± 0.07 |
| Thymoquinone | 1250 | - | - | - | 171 ± 19 | 0.50 ± 0.07 |
| 2-Isopropyl-5-methyl-3-cyclohexen-1-one | 1255 | - | - | - | 6605 ± 1113 | 19.54 ± 3.76 |
| Carvacrol | 1291 | 2225 | - | - | 89 ± 14 | 0.26 ± 0.04 |
| Geranylacetone | 1447 | 1857 | - | - | 86 ± 13 | 0.26 ± 0.05 |
| All | 1136 ± 96 | 0.97 ± 0.08 | 7827 ± 372 | 23.15 ± 1.26 | ||
| Hydrocarbons | ||||||
| 9-Octadecene | 1744 | 1795 | 554 ± 80 | 0.47 ± 0.07 | - | - |
| 9-Eicosene | 1948 | 1914 | 280 ± 38 | 0.24 ± 0.04 | 50 ± 7 | 0.15 ± 0.03 |
| All | 834 ± 63 | 0.71 ± 0.06 | 50 ± 7 | 0.15 ± 0.03 | ||
| Others | ||||||
| All | 2463 ± 368 | 2.09 ± 0.42 | 995 ± 179 | 2.94 ± 0.58 | ||
* Linear retention indexes calculated according to the Van Den Dool and Kratz equation; † peak area arbitrary scale; § not detected.