Table 2.
Identification (HPLC-MS) and quantification (HPLC-DAD and UV-Vis) of the polyphenols present in propolis ethanolic dry extract.
| Compounds | Formula | Theoretical m/z | Experimental m/z | Error | (% w/w) |
|---|---|---|---|---|---|
| Monocaffeoylquinic acid (1) | C16 H18 O9 | 353.0878 | 353.0878 | 0.02 | 0.08 |
| Caffeic acid | C9 H8 O4 | 179.0350 | 179.0355 | 2.89 | 0.11 |
| p-Coumaric acid (P-CUM) | C9 H8 O3 | 163.0401 | 163.0406 | 3.27 | 1.54 |
| 3,5-di-O – Caffeoylquinic acid (1) | C25 H24 O12 | 515.1195 | 515.1202 | 1.36 | 0.17 |
| 3,4-di-O – Caffeoylquinic acid (1) | C25 H24 O12 | 515.1195 | 515.1206 | 2.14 | 0.02 |
| Methyl-3,4-di-O – Caffeoylquinic acid (1), | C26 H26 O12 | 529.1351 | 529.1350 | 0.28 | 0.30 |
| Methyl-4,5-di-O – Caffeoylquinic acid (1) | C26 H26 O12 | 529.1351 | 529.1346 | 1.04 | 0.09 |
| 3-Prenyl-4-hydroxy cinnamic acid (2) | C14 H16 O3 | 231.1027 | 231.1035 | 3.60 | 1.52 |
| 2,2-dimethyl-2H-1-benzopyran-6-propenoic acid | C14 H14 O3 | 229.0870 | 229.0871 | 0.36 | |
| 4-Hydroxy-3(E)-(4-hydroxy-3-methyl-2-butenyl)-5-prenyl cinnamic acid (2) | C19 H24 O4 | 315.1602 | 315.1610 | 2.59 | 0.19 |
| Kaempferide | C16 H12 O6 | 299.0561 | 299.0569 | 2.64 | |
| 3-Prenyl-4-(2methylproprionyloxy)- cinnamic acid (2) | C18 H22 O4 | 301.1445 | 301.1449 | 1.22 | 0.15 |
| 3-Hydroxy-2,2-dimethyl-8-prenyl-2H-1-benzopyran-6-propenoic acid (2) | C19 H24 O4 | 315.1602 | 315.1610 | 2.59 | 0.01 |
| 3-Prenyl-4dihydrocinnamoyloxycinnamic acid (2) | C23 H24 O4 | 363.1602 | 363.1607 | 1.42 | 0.02 |
| (E)-3-{-4-hydroxy-3-[(E)-4(2,3-dihydrocinnamoyl oxy)-3methyl-2-butenyl]-5-prenylphenyl}-2-propenoic acid (2) | C28 H32 O5 | 447.2177 | 447.2181 | 0.90 | 0.08 |
| 3,5-Diprenyl-4-hydroxy cinnamic acid (2) (DHCA) | C19 H24 O3 | 299.1653 | 299.1658 | 1.78 | 3.41 |
| 2,2-Dimethyl-8-prenyl-2H-1-benzopiran-6-propenoic acid (2) | C19 H24 O3 | 299.1653 | 299.1662 | 3.11 | 0.81 |
| 3-Prenyl-4-dihydrocinnamoyloxy cinnamic acid (2) | C23 H24 O4 | 363.1602 | 363.1607 | 1.42 | 0.21 |
| Total polyphenols | 8.71 |
Abbreviations: (1) Quantified using the calibration curve of caffeic acid, same UV spectrum. (2) Quantified using the calibration curve of p-coumaric acid, same UV spectrum [35].