Table 1A.
Chemical characterization of 70%EtOH extracts of four Iranian propolis by GC-MS
| Components | Composition (%) | Retention Time (min) | |||
|---|---|---|---|---|---|
| Chenaran | Taleghan | Moradbeig | Klaleh | ||
| Alkaloids | |||||
| 12-Azabicyclo[9.2.2]pentadeca-1(14),11(15)-dien-13-one | - | - | 1.62 | - | 20.71 |
| Oreophilin | - | - | 0.35 | - | 21.24 |
| 3’,4’-Dihydro-2’-(morpholin-4-yl)-5’,7’-dinitrospiro[cyclopentane-1,3’-quinazoline] | - | 0.14 | - | - | 26.81 |
| Aromatic acid and their esters | |||||
| Benzoic acid | 0.09 | 0.11 | - | 0.01 | 14.11 |
| Hydroxybenzoic acid | 0.27 | 0.33 | - | 0.03 | 16.82 |
| Vanillic acid | - | 0.27 | - | 0.01 | 17.61 |
| P-Coumaric acid | 0.19 | 0.21 | 0.33 | 0.02 | 18.54 |
| Dibutyl phthalate | 0.34 | 0.36 | 0.34 | 0.02 | 18.67 |
| Ferulic acid | - | 0.85 | 0.67 | 0.03 | 19.20 |
| Isoferulic acid | 0.27 | - | 0.43 | - | 19.28 |
| Caffeic acid | - | 0.79 | 1.31 | 0.08 | 19.49 |
| 2-(2’,4’-Dichloro-phenoxy)phenyl acetic acid | 1.96 | - | 2.33 | - | 21.82 |
| Fatty acids and their esters | |||||
| Palmitic acid | 6.60 | 7.22 | 6.49 | 0.43 | 19.01 |
| Margaric acid | 0.19 | 0.19 | 0.19 | 0.01 | 19.46 |
| Oleic acid | 1.49 | - | 0.50 | - | 19.81 |
| Stearic acid | 6.92 | 7.95 | 7.01 | 0.44 | 19.92 |
| 3-Hydroxy stearic acid | 0.22 | - | - | - | 20.68 |
| Eicosanoic acid | 0.25 | 0.25 | 0.21 | 0.02 | 20.83 |
| Behenic acid | - | 0.29 | 0.35 | 0.04 | 21.98 |
| Nephrosteranic acid | - | - | 0.97 | 0.08 | 22.13 |
| 2-Methoxycarbonyl-2-(cis-2’pentenyl)-3-methoxy carbonyl cethyl cyclopentane | - | 1.13 | - | - | 23.19 |
| Flavonoids | |||||
| Osthole | - | 0.46 | - | 0.03 | 19.61 |
| Pinostrobin chalcone | - | - | 0.31 | 20.90 | |
| 2’,4’,6’-Trihydroxy chalcone | - | 0.99 | 0.59 | 21.37 | |
| 2-(1-(2-Methylcortonoyloxy)-1-methylethyl)-8-oxo-1,2-dihydrofurano[2,3-H]2H-chromen | - | 0.55 | - | 0.05 | 22.05 |
| 3-Methyl-but-2- enoicacid,2,2- dimethyl-8-oxo-3,4-dihydro-2H,8H- pyrano[3,2- g]chromen-3-yl ester | - | - | - | 0.59 | 22.33 |
| Terpenes | |||||
| 2H-Cyclopentacyclooctene, 4,5,6,7,8,9-hexahydro-1,2,2,3-tetramethyl | 0.25 | - | - | - | 18.57 |
| Germanicol | 2.20 | 3.50 | - | - | 18.28 |
| Dimethyl -1,3,5,6-tetramethyl-[1,3-(13C2)]bicyclo[5.5.0] dodeca-1,3,5,6,8,10-hexaene-9,10-dicarboxylate | 2.51 | 1.88 | 2.13 | 0.14 | 22.30 |
| Spiro[benzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cycloheptene-8(5H),2’-[1,3]dioxane], 6,7,7b,10a-tetrahydro-1 | - | 1.72 | - | - | 22.52 |
| 14- Methyl-cholest-7-en-3-ol-15-one | 0.94 | 0.76 | 0.64 | - | 22.71 |
| (3α,4α)- 4- Methyl- stigmast-22-en-3- ol | 1.09 | 0.70 | 1.93 | - | 23.44 |