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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
    —— 5S-(-)-[4-(2-dimethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 554429-94-6 C27H27NO4
    5S-(-)-[4-(2-dimethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
    —— (1S,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-6-methylcyclohex-2-enyl acetate 1232680-33-9 C45H40O8
    (1S,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-6-methylcyclohex-2-enyl acetate
    —— 6-Chloro-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrochromen-4-one 1403356-69-3 C17H15ClO3
    6-Chloro-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrochromen-4-one
    —— 4'-O-methoxymethylapigenin 1104802-50-7 C17H14O6
    4'-O-methoxymethylapigenin
    —— 5,7-Dimethoxy-8-(methoxymethyl)-2-(4-methoxyphenyl)-6-methylchromen-4-one 101395-16-8 C21H22O6
    5,7-Dimethoxy-8-(methoxymethyl)-2-(4-methoxyphenyl)-6-methylchromen-4-one
    —— 6-methyl-2,2-diphenyl-2H-chromene 1397746-29-0 C22H18O
    6-methyl-2,2-diphenyl-2H-chromene
    —— (2R,3S,2'R,3'R)-nonamethylmanniflavanone 1359880-32-2 C39H40O13
    (2R,3S,2'R,3'R)-nonamethylmanniflavanone
    —— 6,8-dihydroxy-2-(4-hydroxy-phenyl)-chromen-4-one 92439-29-7 C15H10O5
    6,8-dihydroxy-2-(4-hydroxy-phenyl)-chromen-4-one
    —— 8-Bromo-2-(4-bromo-phenyl)-6-methyl-chromen-4-one 99702-35-9 C16H10Br2O2
    8-Bromo-2-(4-bromo-phenyl)-6-methyl-chromen-4-one
    —— 7-(3,4-Methylendioxy-phenyl)-6,9-dimethoxy-5-oxo-5H-furo<3,2-g><1>benzopyran 16023-94-2 C20H14O7
    7-(3,4-Methylendioxy-phenyl)-6,9-dimethoxy-5-oxo-5H-furo<3,2-g><1>benzopyran
    —— 5-acetoxy-3-methoxy-2-(4-methoxy-phenyl)-7-(tri-<i>O</i>-acetyl-α-L-rhamnopyranosyloxy)-chromen-4-one 114219-01-1 C31H32O14
    5-acetoxy-3-methoxy-2-(4-methoxy-phenyl)-7-(tri-<i>O</i>-acetyl-α-L-rhamnopyranosyloxy)-chromen-4-one
    —— drahebephin A 1396706-79-8 C19H15NO7
    drahebephin A
    —— pentacene[5,6,7-cdef:12,13,14-c'd'e'f']dichromene-2,10-dione 1619937-70-0 C30H12O4
    pentacene[5,6,7-cdef:12,13,14-c'd'e'f']dichromene-2,10-dione
    —— 5S-(-)-[4-(2-diisopropylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 554431-50-4 C31H35NO5
    5S-(-)-[4-(2-diisopropylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
    —— 6-chloro-3-(4-chlorobenzylidene)flavanone 206256-69-1 C22H14Cl2O2
    6-chloro-3-(4-chlorobenzylidene)flavanone
    —— 2-[4-(2-Methoxyethyl)amino]phenyl-5-(N-pivaloyl)amino-4H-benzopyran-4-one 130599-77-8 C23H26N2O4
    2-[4-(2-Methoxyethyl)amino]phenyl-5-(N-pivaloyl)amino-4H-benzopyran-4-one
    —— 6'-acetoxy-2-(benzo<b>furan-5-yl)-2'-hydroxypropiophenone 2'-O-(2,3-O-diacetyl-6-O-methoxymethyl-β-D-glucopyranoside) 189576-63-4 C31H34O13
    6'-acetoxy-2-(benzo<b>furan-5-yl)-2'-hydroxypropiophenone 2'-O-(2,3-O-diacetyl-6-O-methoxymethyl-β-D-glucopyranoside)
    —— 5,7-dihydroxy-3',4'-dibenzyloxy-3,5'-dimethoxyflavone 83814-01-1 C31H26O8
    5,7-dihydroxy-3',4'-dibenzyloxy-3,5'-dimethoxyflavone
    —— (R) ethyl 2-(4-bromophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate 1254213-03-0 C20H17BrO6
    (R) ethyl 2-(4-bromophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate
    —— 4-(4-Benzylphenyl)-4-(4-methoxyphenyl)-3-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),5,8,10,12,15,17,19-nonaene 1194840-36-2 C41H32O2
    4-(4-Benzylphenyl)-4-(4-methoxyphenyl)-3-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),5,8,10,12,15,17,19-nonaene
    —— 5-β-D-glucopyranosyloxy-7-hydroxy-2-(4-hydroxy-phenyl)-chromenylium, chloride 19045-96-6 C21H21O9*Cl
    5-β-D-glucopyranosyloxy-7-hydroxy-2-(4-hydroxy-phenyl)-chromenylium, chloride
    —— [(2R,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-methoxyphenyl)prop-2-enoate 217661-66-0 C42H47O22
    [(2R,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-methoxyphenyl)prop-2-enoate
    —— 7-benzyloxy-3',4',5-trimethoxy-6-n-propyloxy flavone 203191-40-6 C28H28O7
    7-benzyloxy-3',4',5-trimethoxy-6-n-propyloxy flavone
    —— 2-(4-biphenyl)-2-(4-methylphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene 1194840-35-1 C40H30O
    2-(4-biphenyl)-2-(4-methylphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene
    —— 7-hydroxy-3',4'-dimethoxy-6-n-pentyloxy flavone 203190-97-0 C22H24O6
    7-hydroxy-3',4'-dimethoxy-6-n-pentyloxy flavone
    —— 2-(4-methoxyphenyl)-3-(prop-2-yn-1-yloxy)-4H-chromen-4-one 1618095-99-0 C19H14O4
    2-(4-methoxyphenyl)-3-(prop-2-yn-1-yloxy)-4H-chromen-4-one
    —— Acetic acid 4-[(E)-3-(4-acetoxy-phenyl)-acryloyl]-2-[4-(5,7-dihydroxy-4-oxo-chroman-2-yl)-phenoxy]-3,5-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-phenyl ester 77782-94-6 C48H44O21
    Acetic acid 4-[(E)-3-(4-acetoxy-phenyl)-acryloyl]-2-[4-(5,7-dihydroxy-4-oxo-chroman-2-yl)-phenoxy]-3,5-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-phenyl ester
    —— 5-Methoxymethoxy-2-phenyl-chromen-4-one 144407-03-4 C17H14O4
    5-Methoxymethoxy-2-phenyl-chromen-4-one
    —— 2-(2-chlorophenyl)-7-hydroxy-2,3-dihydro-4H-chromen-4-one 36745-28-5 C15H11ClO3
    2-(2-chlorophenyl)-7-hydroxy-2,3-dihydro-4H-chromen-4-one
    —— 7-(benzyloxy)-2-(3,4-dibenzyloxyphenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl 3-(benzyloxy)-4-(dibenzylamino)benzoate 1355333-60-6 C64H51NO9
    7-(benzyloxy)-2-(3,4-dibenzyloxyphenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl 3-(benzyloxy)-4-(dibenzylamino)benzoate
    —— 2-(1-(4-amino-3-(benzofuran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one 1408085-32-4 C30H19F2N5O3
    2-(1-(4-amino-3-(benzofuran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one
    —— epiafzelechin-(4β->8)-epicatechin-(4β->8)-epicatechin 1245386-45-1 C45H38O17
    epiafzelechin-(4β->8)-epicatechin-(4β->8)-epicatechin
    —— 6-benzoyl-3-hydroxy-2-(4-methoxy-phenyl)-chroman-4-one 725737-42-8 C23H18O5
    6-benzoyl-3-hydroxy-2-(4-methoxy-phenyl)-chroman-4-one
    —— 4′-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside 1542609-06-2 C39H50O27
    4′-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside
    —— 6,8-Dibrom-5-methoxy-flavon 16290-03-2 C16H10Br2O3
    6,8-Dibrom-5-methoxy-flavon
    —— 3,8-Dibromo-6-methyl-2-phenyl-2,3-dihydrochromen-4-one 102260-66-2 C16H12Br2O2
    3,8-Dibromo-6-methyl-2-phenyl-2,3-dihydrochromen-4-one
    —— 6-ethoxy-5,7-dihydroxy-3',4'-dimethoxy flavone 203190-93-6 C19H18O7
    6-ethoxy-5,7-dihydroxy-3',4'-dimethoxy flavone
    —— 3-Ethyl-7-oxy-flavanon 95280-05-0 C17H16O3
    3-Ethyl-7-oxy-flavanon
    —— 6-bromo-2-(3-bromo-4-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one 112377-13-6 C20H12Br2O3
    6-bromo-2-(3-bromo-4-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one
    —— [(2R,3R,4S)-4-(2,4-dimethoxyphenyl)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate 125090-71-3 C29H32O9
    [(2R,3R,4S)-4-(2,4-dimethoxyphenyl)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate
    —— 7-(3,4-dimethoxy-phenyl)-3-methyl-chromeno[6,5-<i>d</i>]isoxazol-9-one 49586-07-4 C19H15NO5
    7-(3,4-dimethoxy-phenyl)-3-methyl-chromeno[6,5-<i>d</i>]isoxazol-9-one
    —— 7-<2-Hydroxy-ethyl-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 101014-13-5 C19H17NO5
    7-<2-Hydroxy-ethyl-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
    —— 2-(4-methylphenyl)-2-(4-methoxyphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene 1194840-11-3 C35H28O2
    2-(4-methylphenyl)-2-(4-methoxyphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene
    —— 1312029-00-7 C23H13ClFN3O2
    —— 4-(6-fluoro-4-oxochroman-2-yl)benzaldehyde 1315610-36-6 C16H11FO3
    4-(6-fluoro-4-oxochroman-2-yl)benzaldehyde
    —— 7-(4-dimethylamino-phenyl)-4,9-dimethoxy-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one 73877-34-6 C21H21NO5
    7-(4-dimethylamino-phenyl)-4,9-dimethoxy-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one
    —— 6-n-butyloxy-5,7-dihydroxy-3',4'-dimethoxy flavone 203190-95-8 C21H22O7
    6-n-butyloxy-5,7-dihydroxy-3',4'-dimethoxy flavone
    —— isomelanervin-7,2'',6''-triacetate 60715-63-1 C37H34O10
    isomelanervin-7,2'',6''-triacetate
    —— epicatechin-(2β->7,4β->8)-epicatechin-(4β->8)-epicatechin-peracetate 55626-30-7 C73H64O32
    epicatechin-(2β->7,4β->8)-epicatechin-(4β->8)-epicatechin-peracetate
    —— 2-Ethyl-3-[(E)-1-hydroxy-3-phenyl-prop-2-en-(Z)-ylidene]-chroman-4-one 864433-82-9 C20H18O3
    2-Ethyl-3-[(E)-1-hydroxy-3-phenyl-prop-2-en-(Z)-ylidene]-chroman-4-one