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. 2022 May 12;27(10):3109. doi: 10.3390/molecules27103109

Table 3.

Identification of compounds by HPLC-DAD of the grape stem extracts (A: Aqueous, C: cyclohexane, D: dichloromethane, E: ethyl acetate, M: methanol, H: H2O.

% Area
Compounds RT Maceration ASE Ref.
Fractional Extraction Fractional Extraction
Aqueous CYHA DCM EtOAc MeOH H2O Aqueous CYHA DCM EtOAc MeOH H2O
3-Amino-4-hydroxybenzoic acid 2.2 0.54 0.10 0.15 0.99 0.71 [24]
Gallic acid 3.5 1.34 0.81 0.59 0.73 0.56 0.58 0.28 0.46 [25]
3-O-Methylgallic acid 7.7 0.21 8.28 [26]
(−)-Epicatechin 11.9 0.19 0.02 0.02 [27]
2,4-Dihydroxycinnamic acid 14.5 6.63 0.19 [28]
5-Hydroxyferulic acid 14.5 0.14 1.07 0.06 [29]
6-hydroxycoumarin 18.2 2.24 [30]
Methyl 3,4-dihydroxybenzoate 19.2 18.92 11.09 [31]
Rutin hydrate 22.7 0.25 6.92 [32]
3-Cyano-7-hydroxycoumarin 30.3 0.09 3.97 3.14 [33]
3-Methylorsellinic acid 35.2 1.35 0.02 [34]
Trans-Cinnamic acid 41.5 0.25 [35]
7,3′-dihydroxyflavone 41.9 1.07 0.15 0.04 4.32 [36]
Ethyl caffeate 42 1.51 4.34 [37]
5,7-Dihydroxy-4-propyl-2H-1-benzopyran-2-one 42.8 0.02 [38]
4-Hydroxytamoxifen 43.1 1.71 [39]
Baicalein 44.5 0.47 903.45 121.22 7.73 [40]
6-Hydroxyflavone 45 40.87 5.27 2.37 [41]
7-Hydroxy-4-methylcoumarin-3-acetic acid 45.5 21.43 [42]
2-(3-Hydroxyphenyl)-6-methyl-4H-1-benzopyran-4-one 45.7 0.03 26.86 [43]
Caffeic acid 1,1-dimethylallyl ester 46 8.55 [41]
4′,5-Dihydroxy-7-methoxyflavone 46.3 0.05 [44]
3,7-dimethoxyflavone 47.5 0.03 [45]
2,3-Dichloro-5,8-dihydroxy-1,4-naphthoquinone 47.7 0.59 [46]
Shikonin 48 0.15 0.92 [47]
5-Hydroxyflavone 48.5 0.36 [44]
5-Hydroxy-3′-methoxyflavone 49.4 3.03 0.83 0.42 0.36 0.07 [44]
3′-Hydroxy-b-naphthoflavone 49.8 0.083 [44]