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    首页 分子通 按分子结构分类 有机化合物 苯丙烷和聚酮 黄酮类化合物

    黄酮类化合物

    黄酮类化合物 定义与结构特征

    黄酮类化合物是一大类天然存在的有机化合物，属于酚类衍生物。它们的分子结构通常包含两个苯环（A和B环）和一个三碳环（C环），形成一个基本骨架。该骨架由多个亚结构组成，包括黄烷醇、黄酮、黄酮醇等。

    生物来源

    黄酮类化合物广泛存在于植物界中，常见于许多蔬菜、水果及中药中。例如，在大豆、柑橘、茶叶和甘草中都可以找到它们的身影。

    化学性质 亲水性与溶解度

    由于其分子结构中含有多个酚羟基，因此具有一定的亲水性和良好的溶解性，这使得黄酮类化合物在药物设计中扮演重要角色。

    稳定性与光敏性

    大多数黄酮类化合物相对稳定，在适宜条件下不易发生降解。但某些类型的黄酮对光照比较敏感，容易被氧化，导致颜色变化。

    生理活性与药用价值

    黄酮类化合物因其丰富的生理活性而备受关注，主要包括：

    • 抗氧化作用：可有效清除体内自由基，保护细胞免受损伤。
    • 抗炎效应：有助于减轻炎症反应，缓解症状。
    • 心血管保护：可能通过多种机制改善心脑血管健康。
    • 抗癌潜力：研究表明某些黄酮类物质具有抑制肿瘤生长的能力。
    应用领域 食品工业

    作为一种天然色素和抗氧化剂，被广泛应用于食品加工中以提高其保质期及营养价值。

    化妆品行业

    利用其良好的生物相容性和抗衰老特性，在化妆品配方中应用广泛。

    药物开发

    由于黄酮类化合物展现出广泛的药理活性，已成为新药研发的重要候选目标之一。

    中文名称 英文名称 CAS号 化学式 结构式图片
    —— (2R,3S,8R,14R)-2,8-bis(3,4-dihydroxyphenyl)-10-methoxy-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocine-3,5-diol 944713-15-9 C31H26O10
    (2R,3S,8R,14R)-2,8-bis(3,4-dihydroxyphenyl)-10-methoxy-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocine-3,5-diol
    —— epigallocatechin-(4β-S)-benzylthioether 80044-64-0 C22H20O7S
    epigallocatechin-(4β-S)-benzylthioether
    —— (2R,2''R,3R,3''S,4R)-[4,8]-2,3-cis-3,4-trans-(-)-epigallocatechin-(+)-catechin 77983-30-3 C30H26O13
    (2R,2''R,3R,3''S,4R)-[4,8]-2,3-cis-3,4-trans-(-)-epigallocatechin-(+)-catechin
    —— [3-(2,4,6-trihydroxyphenyl)-1-(3,4-dihydroxyphenyl)propan-2-ol-1α->8-(+)catechin] 76250-49-2 C30H28O12
    [3-(2,4,6-trihydroxyphenyl)-1-(3,4-dihydroxyphenyl)propan-2-ol-1α->8-(+)catechin]
    —— procyanidin B7 12798-59-3 C30H26O12
    procyanidin B7
    —— neotheaflavin —— C29H24O12
    neotheaflavin
    —— 3-O-galloylepicatechin-(4β-6)-3-O-galloylepicatechin-(4β-8)-catechin 106548-99-6 C59H46O26
    3-O-galloylepicatechin-(4β-6)-3-O-galloylepicatechin-(4β-8)-catechin
    —— Theaflavinsaeure 30407-93-3 C21H16O10
    Theaflavinsaeure
    —— Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-catechin 114637-80-8 C60H48O24
    Epicatechin-(2beta->7,4beta->8)-epicatechin-(4beta->8)-epicatechin-(4beta->6)-catechin
    —— catechin-(4α->S)-benzylthioether 72448-81-8 C22H20O6S
    catechin-(4α->S)-benzylthioether
    —— catechin-7-glucopyranoside 20728-89-6 C21H24O11
    catechin-7-glucopyranoside
    —— 6-C-β-D-glucopyranosyl(-)-epicatechin 4-β-benzylthioether 103529-57-3 C28H30O11S
    6-C-β-D-glucopyranosyl(-)-epicatechin 4-β-benzylthioether
    —— proanthocyanidin A-2 4'-benzylthioether 50562-99-7 C37H30O12S
    proanthocyanidin A-2 4'-benzylthioether
    —— 3-O-butyryl-(+)-catechin 71634-78-1 C19H20O7
    3-O-butyryl-(+)-catechin
    —— (1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-18-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol —— C60H48O24
    (1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-18-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol
    —— 4-benzylsulfanylcatechin 698998-85-5 C22H20O6S
    4-benzylsulfanylcatechin
    —— 1-O-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] 4-O-methyl (2R,3R)-2,3-dibenzoyloxybutanedioate 318949-09-6 C62H52O13
    1-O-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] 4-O-methyl (2R,3R)-2,3-dibenzoyloxybutanedioate
    —— aesculitannin E 114715-46-7 C60H48O24
    aesculitannin E
    —— (-)-epicatechin (4β-8)-(-)-epigallocatechin 3-O-gallate 126715-89-7 C37H30O17
    (-)-epicatechin (4β-8)-(-)-epigallocatechin 3-O-gallate
    —— (2R,3S)-catechin-7-gallate 89702-01-2 C22H18O10
    (2R,3S)-catechin-7-gallate
    —— 4β-benzylthioepicatechin 37064-35-0 C22H20O6S
    4β-benzylthioepicatechin
    —— (2R,3S)-2,3-trans-6-<(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxyflavan-4-yl>-3,3',4',5,7-pentahydroxyflavan 69176-55-2 C30H26O11
    (2R,3S)-2,3-trans-6-<(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxyflavan-4-yl>-3,3',4',5,7-pentahydroxyflavan
    —— (2R,3S,4R)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 69127-11-3 C30H26O11
    (2R,3S,4R)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan
    —— (+)-epicatechin 5-O-β-D-glucopyranoside 88126-53-8 C21H24O11
    (+)-epicatechin 5-O-β-D-glucopyranoside
    —— (-)-catechin(-3-O-rhamnopyranosyl)-(4α-8) (-)-catechin 109194-84-5 C36H36O16
    (-)-catechin(-3-O-rhamnopyranosyl)-(4α-8) (-)-catechin
    —— 2-(2-chlorophenyl)-5-methyl-4H-chromen-4-one 444814-17-9 C16H11ClO2
    2-(2-chlorophenyl)-5-methyl-4H-chromen-4-one
    —— 2-(2-chlorophenyl)-5-methylchroman-4-one 444814-16-8 C16H13ClO2
    2-(2-chlorophenyl)-5-methylchroman-4-one
    —— 2-hydroxy-ethyl-4-oxo-2-phenyl-4H-1-benzopyran-8-acetate 87626-65-1 C19H16O5
    2-hydroxy-ethyl-4-oxo-2-phenyl-4H-1-benzopyran-8-acetate
    —— 3-(Dimethylamino)propyl 2-(4-oxo-2-phenylchromen-8-yl)acetate 87626-60-6 C22H23NO4
    3-(Dimethylamino)propyl 2-(4-oxo-2-phenylchromen-8-yl)acetate
    —— N-<2-(N',N'-diethylamino)ethyl>4-oxo-2-phenyl-4H-1-benzopyran-8-acetamide 87626-66-2 C23H26N2O3
    N-<2-(N',N'-diethylamino)ethyl>4-oxo-2-phenyl-4H-1-benzopyran-8-acetamide
    —— methyl 4-oxo-2-phenyl-4H-1-benzopyran-8-acetate 87626-63-9 C18H14O4
    methyl 4-oxo-2-phenyl-4H-1-benzopyran-8-acetate
    —— NSC 293015 87626-57-1 C23H25NO4*ClH
    NSC 293015
    —— 8-{3-[4-(5-Chloro-2-trifluoromethanesulphonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 335087-75-7 C31H29ClF3N3O6S*ClH
    8-{3-[4-(5-Chloro-2-trifluoromethanesulphonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
    —— 5-hydroxyl-7-propargyloxyflavone 98517-91-0 C18H12O4
    5-hydroxyl-7-propargyloxyflavone
    —— 8-{3-[4-(5-Chloro-2-hydroxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 188018-81-7 C30H30ClN3O4
    8-{3-[4-(5-Chloro-2-hydroxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
    —— 3,5,7-(trihydroxy)-2-[4-hydroxy-3-(3-aminopropyloxy)phenyl]-4-oxo-4H-chromene 1355333-53-7 C18H17NO7
    3,5,7-(trihydroxy)-2-[4-hydroxy-3-(3-aminopropyloxy)phenyl]-4-oxo-4H-chromene
    —— 4-Benzo[1,3]dioxol-5-yl-6-chloro-5,7-dimethyl-2-phenyl-chroman-2-ol 912519-99-4 C24H21ClO4
    4-Benzo[1,3]dioxol-5-yl-6-chloro-5,7-dimethyl-2-phenyl-chroman-2-ol
    —— 2-(4-((4-fluorobenzyl)oxy)-3-hydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one 1610737-79-5 C22H15FO7
    2-(4-((4-fluorobenzyl)oxy)-3-hydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
    —— 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1197215-51-2 C20H20O9
    5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one
    —— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-morpholino-4H-chromen-4-one 1610737-72-8 C19H17NO7
    2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-morpholino-4H-chromen-4-one
    —— 3,7-dihydroxy-2-(4-hydroxy-3-(prop-2-yn-1-yloxy)phenyl)-5-methoxy-4H-chromen-4-one 1427579-77-8 C19H14O7
    3,7-dihydroxy-2-(4-hydroxy-3-(prop-2-yn-1-yloxy)phenyl)-5-methoxy-4H-chromen-4-one
    —— 2,3,3,5,7-Pentahydroxy-2-(4-hydroxyphenyl)chromen-4-one 1009646-31-4 C15H12O8
    2,3,3,5,7-Pentahydroxy-2-(4-hydroxyphenyl)chromen-4-one
    —— 2-(4-(2-(7-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)-7-oxoheptanamido)acetamido)phenyl)acetic acid 1469894-61-8 C32H30N2O12
    2-(4-(2-(7-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)-7-oxoheptanamido)acetamido)phenyl)acetic acid
    —— 3,7-bis-O-pivaloxymethylquercetin 1310686-95-3 C27H30O11
    3,7-bis-O-pivaloxymethylquercetin
    —— 2-(3,4-dihydroxyphenyl)-3-((4-fluorobenzyl)oxy)-5,7-dihydroxy-4H-chromen-4-one 1610737-78-4 C22H15FO7
    2-(3,4-dihydroxyphenyl)-3-((4-fluorobenzyl)oxy)-5,7-dihydroxy-4H-chromen-4-one
    —— quercetin pentatrimethylsilyl 4067-66-7 C30H50O7Si5
    quercetin pentatrimethylsilyl
    —— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-galactosyl-4H-chromen-4-one 1262615-37-1 C48H40O12
    5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-galactosyl-4H-chromen-4-one
    —— 2,5,7-Trihydroxy-2-(4-hydroxyphenyl)chromene-3,4-dione 1009646-30-3 C15H10O7
    2,5,7-Trihydroxy-2-(4-hydroxyphenyl)chromene-3,4-dione
    —— 3,7-bis-benzyloxy-2-(4-benzyloxy-3-(2,3-epoxy-propoxy)phenyl)-5-hydroxy-chromen-4-one 1383562-24-0 C39H32O8
    3,7-bis-benzyloxy-2-(4-benzyloxy-3-(2,3-epoxy-propoxy)phenyl)-5-hydroxy-chromen-4-one
    —— 3,3',4',7-tetramethoxy-5-hydroxyflavothione 1203579-92-3 C19H18O6S
    3,3',4',7-tetramethoxy-5-hydroxyflavothione