Table 1.
Compounds identified the extracts of Iranian propolis using GC/MS analysis
| a R.T. min | Compounds |
Composition (%)
* EP EA DP DA WP WA |
|||||
|---|---|---|---|---|---|---|---|
| 5.642 | Dimethyl sulfone | - | - | - | - | - | 5.882 |
| 9.144 | Benzeneethanol | 3.312 | 3.004 | - | - | - | - |
| 11.177 | Dihydrobenzofuran | 1.662 | - | - | 8.45 | 3.411 | |
| 13.327 | 2-Methoxy-4-vinylphenol | - | - | - | - | 1.774 | - |
| 16.057 | 2,2-Diethynylbut-2-ene-1,4-diol | 15.663 | - | - | - | 85.552 | 82.894 |
| 20.313 | -4-Methyl-2-(1-ethylethenyl)-1-cyclopentene-1-carboxaldehyde | - | 1.379 | - | - | - | - |
| 20.365 | 3-Ethyl-8-methyl-2-oxatetracyclo[4.4.0.0(1,4).0(6,8)]decane | - | 1.370 | - | - | - | - |
| 23.260 | Dihydro-.alpha.-terpineol | - | 3.273 | - | - | - | - |
| 23.276 | Rosifoliol | 1.549 | - | - | - | - | - |
| 26.035 | (-)-Elema-1,3,11(13)-trien-12-al | - | 2.104 | - | - | - | - |
| 26.053 | 1,3,6-Octatriene, 3,7-dimethyl-, (E)- | 1.061 | - | - | - | - | - |
| 27.065 | 3,4-Octadiene, 7-methyl- | - | 3.805 | - | - | - | - |
| 27.667 | 9-Dodecenol | - | - | - | 0.765 | - | - |
| 27.672 | Heptylacetylene | - | - | 2.085 | - | - | - |
| 27.746 | 9-Octadecenoic acid (Z)-, methyl ester | - | 4.805 | - | - | - | - |
| 28.742 | Trifluoroacetic acid, n-heptadecyl ester | - | 3.780 | - | - | - | - |
| 28.753 | 4-Hydroxycinnamic acid | 2.549 | 1.395 | - | - | - | - |
| 29.448 | Cinnamic acid, 4-hydroxy-3-methoxy- | 1.003 | - | - | - | 1.233 | 4.264 |
| 29.961 | 2,5 Dimethoxyterephthalic acid | 1.023 | - | - | - | - | - |
| 29.962 | Benzaldehyde, 4,6-dimethoxy-2,3-dimethyl- | - | - | - | 0.809 | - | - |
| 30.219 | 3- Hydroxy-4-methoxycinnamic acid | 0.931 | 4.925 | - | 0.954 | - | - |
| 30.592 | Methyl 3-(4'-hydroxyphenyl)prop-2-enoate | 0.834 | - | - | 0.609 | - | - |
| 31.733 | Aniline, 2,4,6-trimethyl-3-nitro- | - | - | - | 12.975 | - | - |
| 31.785 | 1,4- Dihydrophenanthrene | 7.883 | - | - | - | ||
| 32.172 | Pinostrobin chalcone | 12.820 | 15.051 | 19.710 | 8.595 | - | - |
| 32.253 | 3-Methoxy-4,5-methylenedioxybenzaldehyde | - | - | - | 1.586 | - | - |
| 32.276 | Diethylmethylbenzyloxysilane | 0.877 | - | - | - | - | - |
| 32.408 | Caffeic acid | - | - | - | 5.619 | - | - |
| 33.148 | p-Pentyloxynitrobenzene | - | - | 1.352 | - | - | - |
| 33.426 | 5,7- -dihydroxy -dihydroflavone | 16.855 | - | - | - | - | - |
| 33.359 | Galangin flavanone | - | 36.672 | 57.069 | 36.548 | - | - |
| 34.201 | 1,2-Benzenedicarboxylic acid | - | - | - | - | 4.243 | 3.55 |
| 34.771 | Hydrocinnamic acid | - | - | 1.423 | 2.489 | - | - |
| 34.784 | Methyl phenylacetate | - | - | 1.094 | - | - | - |
| 34.817 | Benzeneacetic acid, methyl ester | 2.899 | - | - | - | - | - |
| 35.059 | 10-hydroxybenzo[j]fluoranthene | - | - | 16.458 | - | - | - |
| 35.145 | Tectochrysin | 13.571 | 14.792 | - | 9.662 | - | - |
| 36.692 | Naringenin | - | - | - | 9.892 | - | - |
| 36.726 | Chrysin | 13.547 | - | - | 9.493 | - | - |
| 39.940 | 5-phenylthiazolidine | - | 3.534 | - | - | - | - |
aRT: Retention time (minutes). * EP: ethanolic extract of polur, EA: ethanolic extract of Ardabil, DP: dichloromethane extract of polur, DA: dichloromethane extract of Ardabil, WP: water extract of polur, WA: water extract of Ardabil