Table 4.
Quantities of the selected compounds identified by UHPLC-DAD-QqTOF-MS in extracts of Croatian propolis samples.
| No. | Compound | Rt [min] | |||||||
|---|---|---|---|---|---|---|---|---|---|
| BP | KP | RP | PP | K1P | K2P | K3P | |||
| [mg/g] | |||||||||
| 1 | Caffeic acid | 11.02 | tr | tr | 6.80 | 0.15 | 0.68 | 0.22 | 0.51 |
| 2 | Vanillin | 12.41 | tr | tr | tr | 1.89 | tr | 8.71 | tr |
| 3 | Benzoic acid | 13.46 | tr | tr | 8.11 | tr | tr | 17.96 | tr |
| 4 | p-Coumaric acid | 13.81 | 0.17 | tr | 2.60 | 0.41 | 0.54 | 4.22 | 0.48 |
| 5 | Ferulic acid | 14.63 | 0.34 | tr | 1.78 | 0.54 | 0.34 | 4.10 | 0.31 |
| 6 | Isoferulic acid | 14.74 | tr | nd | 8.30 | 0.17 | 0.80 | 0.09 | 0.67 |
| 7 | Dimethylcaffeic acida | 16.40 | nd | tr | 11.57 | 0.47 | 4.01 | tr | 2.59 |
| 8 | Cinnamic acid | 16.75 | tr | nd | 6.12 | tr | tr | 1.93 | tr |
| 9 | Pinobanksin 5-methyletherb | 17.32 | nd | nd | 17.80 | tr | tr | tr | 0.83 |
| 10 | Quercetin | 17.89 | 0.38 | 0.88 | 1.82 | 0.66 | tr | 0.47 | 0.76 |
| 11 | Pinobanksin | 18.45 | tr | 0.20 | 13.53 | 0.21 | 0.16 | tr | 0.43 |
| 12 | Chrysin-5-methyl etherc | 18.70 | tr | tr | 0.19 | tr | tr | tr | tr |
| 13 | Naringenin | 18.92 | tr | 1.43 | 0.71 | 0.90 | tr | 0.46 | 0.73 |
| 14 | Apigenin | 19.26 | tr | tr | 3.80 | tr | 0.10 | 0.34 | tr |
| 15 | Kaempferol | 19.44 | tr | 1.40 | 3.01 | 1.64 | 0.13 | 1.76 | 1.72 |
| 16 | Isorhamnetin | 19.72 | 0.20 | 0.44 | 1.76 | 0.35 | 0.05 | 0.14 | 0.29 |
| 17 | Luteolin-5-methyl etherd | 20.06 | 0.24 | 0.32 | 12.28 | 2.91 | 1.74 | 0.54 | 1.54 |
| 18 | Galangin 5-methyl ethere | 20.26 | tr | 0.85 | 1.66 | 0.02 | tr | nd | 0.20 |
| 19 | Quercetin 3,3′-dimethyl etherf | 20.36 | 0.52 | tr | 1.26 | tr | tr | tr | 0.03 |
| 20 | Myricetin 3,7,4′-trimethyl etherf | 20.63 | 0.67 | nd | nd | nd | nd | nd | nd |
| 21 | Rhamnetin (quercetin-7-methyl ether) | 20.91 | 0.08 | 0.09 | 1.94 | 0.18 | 0.15 | 0.14 | 0.35 |
| 22 | Caffeic acid prenyl or isoprenyl ester IIa | 21.04 | tr | tr | 14.07 | 0.28 | 3.36 | tr | 1.66 |
| 23 | Caffeic acid prenyl or isoprenyl ester IIIa | 21.23 | tr | tr | 20.05 | 0.73 | 6.19 | 1.56 | 3.06 |
| 24 | Caffeic acid prenyl or isoprenyl ester IVa | 21.33 | tr | tr | 3.62 | 0.15 | 1.94 | nd | 1.20 |
| 25 | *Quercetin dimethyl etherf | 21.43 | tr | 0.63 | tr | 0.53 | nd | tr | 0.67 |
| 26 | Caffeic acid benzyl estera | 21.65 | tr | 0.05 | 12.11 | 0.16 | 0.85 | tr | 0.75 |
| 27 | Quercetin-3,7-dimethyl etherf | 21.66 | 0.15 | tr | tr | tr | tr | tr | tr |
| 28 | Chrysin | 21.93 | tr | 0.04 | 30.71 | 0.70 | 7.50 | 0.17 | 5.72 |
| 29 | Pinocembrin | 22.12 | 0.11 | tr | 39.86 | 0.81 | 3.50 | tr | 2.03 |
| 30 | Caffeic acid phenethyl estera | 22.36 | tr | nd | 9.31 | tr | 4.69 | tr | tr |
| 31 | Sakuranetin | 22.38 | tr | 4.45 | 6.95 | 16.36 | 1.70 | 10.03 | 17.08 |
| 32 | Galangin | 22.43 | tr | tr | 16.67 | tr | tr | tr | tr |
| 33 | *Pinobanksin-7-methyl etherb | 22.62 | nd | tr | 10.78 | 0.17 | 3.43 | tr | 1.61 |
| 34 | 2-Acetyl-1,3-di-p-coumaroylglycerolg | 22.72 | 0.64 | nd | nd | 2.01 | tr | 13.04 | tr |
| 35 | Pinobanksin-3-O-acetateb | 22.80 | tr | tr | 43.92 | tr | 1.11 | tr | 0.99 |
| 36 | Kaempferide (4′-methylkaempferol)h | 22.93 | tr | 0.82 | 1.48 | 1.07 | tr | tr | 1.85 |
| 37 | p-Coumaric acid prenyl or isoprenyl ester Ig | 23.11 | nd | tr | 1.57 | 0.35 | 0.26 | nd | 0.08 |
| 38 | Methoxychrysinc | 23.21 | nd | tr | 3.87 | tr | tr | nd | 0.06 |
| 39 | p-Coumaric acid prenyl or isoprenyl ester IIg | 23.38 | nd | tr | 2.88 | 0.09 | 0.48 | 0.45 | tr |
| 40 | p-Coumaric acid benzyl esterg | 23.88 | 0.35 | nd | 1.35 | 0.81 | tr | 8.17 | 0.08 |
| 41 | Ferulic acid benzyl esteri | 24.65 | 0.33 | nd | 3.09 | 0.61 | 0.40 | 4.78 | 0.40 |
| 42 | Pinobanksin 3-O-propanoateb | 25.05 | nd | tr | 6.50 | tr | 0.88 | tr | 0.34 |
| 43 | Myricetin-3,7,4′,5′-tetramethyl-etherf | 25.11 | 4.29 | nd | nd | nd | nd | nd | nd |
| 44 | p-Coumaric acid cinnamyl esterg | 26.83 | nd | tr | 1.65 | tr | tr | tr | tr |
| 45 | Pinobanksin 3-O-pentenoate or isopentenoateb | 27.06 | nd | nd | 15.70 | nd | tr | tr | 2.85 |
| 46 | Pinostrobin | 27.20 | nd | tr | tr | 0.50 | tr | tr | 4.16 |
* Component tentatively identified; a calculated as caffeic acid equivalent; b calculated as pinobanksin equivalent; c calculated as chrysin equivalent; d calculated as luteolin equivalent; e calculated as galangin equivalent; f calculated as quercetin equivalent; g calculated as p-coumaric acid equivalent; h calculated as kaempferol equivalent; i calculated as ferulic acid equivalent.