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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
    —— 5-(((2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-7-hydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-(3,4,5-trihydroxyphenyl)chromenylium 1106675-30-2 C27H29O18
    5-(((2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-7-hydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-(3,4,5-trihydroxyphenyl)chromenylium
    —— 5,7-di-(2,3-dihydroxypropoxy)-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 178366-91-1 C22H24O10
    5,7-di-(2,3-dihydroxypropoxy)-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
    —— (2R,3S,4S)-3-acetoxy-4-methoxy-5,7-3',4',5'-pentabenzyloxyflavan 1429125-62-1 C53H48O9
    (2R,3S,4S)-3-acetoxy-4-methoxy-5,7-3',4',5'-pentabenzyloxyflavan
    —— 1161422-30-5 C41H38MgO6
    —— 7-methyl-2-(naphthalen-1-yl)-6-[(E)-3-(naphthalen-1-yl)acryloyl]-5-phenylchroman-4-one 1365935-04-1 C39H28O3
    7-methyl-2-(naphthalen-1-yl)-6-[(E)-3-(naphthalen-1-yl)acryloyl]-5-phenylchroman-4-one
    —— 7-Benzyloxy-8-(4,5-dihydro-5,5-dimethyl-4-oxo-3-furanyl)-5-methoxyflavon 91360-60-0 C29H24O6
    7-Benzyloxy-8-(4,5-dihydro-5,5-dimethyl-4-oxo-3-furanyl)-5-methoxyflavon
    —— 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-8-propyl-4H-1-benzopyran-4-one 178367-35-6 C19H18O6
    5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-8-propyl-4H-1-benzopyran-4-one
    —— evolvoside D 1426342-15-5 C34H42O20
    evolvoside D
    —— 2-(3,4-Bis-benzyloxy-phenyl)-5,6,7-trimethoxy-3-methyl-chromen-4-one 134082-16-9 C33H30O7
    2-(3,4-Bis-benzyloxy-phenyl)-5,6,7-trimethoxy-3-methyl-chromen-4-one
    —— 1-[2,6-Dihydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 67322-31-0 C23H28O11
    1-[2,6-Dihydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
    —— (2R,3S,4S)-3-acetoxy-4,5,7,3',4'-pentabenzyloxyflavan 478796-23-5 C52H46O8
    (2R,3S,4S)-3-acetoxy-4,5,7,3',4'-pentabenzyloxyflavan
    —— (3aR,4S,9bS)-4-(4-hydroxy-phenyl)-2-methylene-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol 787622-36-0 C19H18O3
    (3aR,4S,9bS)-4-(4-hydroxy-phenyl)-2-methylene-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
    —— 5-Methyl-7-tosyloxy-flavon 68531-90-8 C23H18O5S
    5-Methyl-7-tosyloxy-flavon
    —— 7-Benzyloxy-8-(4,5-dihydro-5,5-dimethyl-4-oxo-3-furanyl)-5-hydroxyflavon 91360-59-7 C28H22O6
    7-Benzyloxy-8-(4,5-dihydro-5,5-dimethyl-4-oxo-3-furanyl)-5-hydroxyflavon
    —— 5-methoxy-8-(4-methoxy-phenyl)-2,2-dimethyl-6-(3-methyl-but-2-enyl)-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one 70872-30-9 C27H30O5
    5-methoxy-8-(4-methoxy-phenyl)-2,2-dimethyl-6-(3-methyl-but-2-enyl)-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one
    —— 7-(3-propylamino-2-hydroxypropoxy)-3-benzylflavone hydrochloride 84858-41-3 C28H29NO4*ClH
    7-(3-propylamino-2-hydroxypropoxy)-3-benzylflavone hydrochloride
    —— 6H,6-(2-dimethylaminoethoxy-carbonyl)-8,9,10-trimethoxy-dibenzo[b,d]pyran 785002-21-3 C21H25NO6
    6H,6-(2-dimethylaminoethoxy-carbonyl)-8,9,10-trimethoxy-dibenzo[b,d]pyran
    —— 3-(3,4-Dimethoxy-phenyl)-1-(7-hydroxy-2-phenyl-chroman-6-yl)-propan-1-one 112777-09-0 C26H26O5
    3-(3,4-Dimethoxy-phenyl)-1-(7-hydroxy-2-phenyl-chroman-6-yl)-propan-1-one
    —— octa-O-methylprocyanidin B-5 105561-65-7 C38H42O12
    octa-O-methylprocyanidin B-5
    —— 2,4,6-triisopropyl-N-((2S,3R,4R)-2-(3-methoxyphenyl)-6-methyl-3-nitrochroman-4-yl) benzenesulfonamide 1373405-06-1 C32H40N2O6S
    2,4,6-triisopropyl-N-((2S,3R,4R)-2-(3-methoxyphenyl)-6-methyl-3-nitrochroman-4-yl) benzenesulfonamide
    —— 3,4,5-Trihydroxy-benzoic acid (2R,3R,8R)-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,7a,10a-trihydroxy-10-oxo-2-(3,4,5-trihydroxy-phenyl)-3,4,7a,8,10,10a-hexahydro-2H-furo[3',4':4,5]furo[2,3-h]chromen-3-yl ester 126716-00-5 C31H28O17
    3,4,5-Trihydroxy-benzoic acid (2R,3R,8R)-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,7a,10a-trihydroxy-10-oxo-2-(3,4,5-trihydroxy-phenyl)-3,4,7a,8,10,10a-hexahydro-2H-furo[3',4':4,5]furo[2,3-h]chromen-3-yl ester
    —— (2R,3R,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-ethoxychroman-3-yl acetate 1375486-50-2 C47H44O8
    (2R,3R,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-ethoxychroman-3-yl acetate
    —— pelargonidin 3-O-[2-O-(β-D-glucosyl)-6-O-(caffeoyl)-β-D-glucoside]-5-O-β-D-glucoside 140614-88-6 C42H47O23
    pelargonidin 3-O-[2-O-(β-D-glucosyl)-6-O-(caffeoyl)-β-D-glucoside]-5-O-β-D-glucoside
    —— 8-benzyloxy-2-(3,4-dimethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 742091-30-1 C27H26O8
    8-benzyloxy-2-(3,4-dimethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
    —— 7-O-pivaloxymethyl quercetin 1258551-26-6 C21H20O9
    7-O-pivaloxymethyl quercetin
    —— 3-(2-Butyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-one 70189-49-0 C27H30O11
    3-(2-Butyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-one
    —— 70189-50-3 C86H66O24
    —— 5-[2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenyl-3H-benzo[f]chromene 1161422-21-4 C35H28O3
    5-[2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenyl-3H-benzo[f]chromene
    —— (R)-7-methoxy-2-(4-methoxyphenyl)-3-nitro-2H-chromene 1162662-54-5 C17H15NO5
    (R)-7-methoxy-2-(4-methoxyphenyl)-3-nitro-2H-chromene
    —— 6-bromo-3',4',5,7-tetra-O-methyl-(-)-epicatechin 88037-98-3 C19H21BrO6
    6-bromo-3',4',5,7-tetra-O-methyl-(-)-epicatechin
    —— (-)-5,7-O-dipropionyl-3',4'-O-dipropionyl-3'',4'',5''-O-tripropionylepicatechin-3-O-gallate 1309248-10-9 C43H46O17
    (-)-5,7-O-dipropionyl-3',4'-O-dipropionyl-3'',4'',5''-O-tripropionylepicatechin-3-O-gallate
    —— 8-bromo-6-chloro-2-(4-trifluoromethylphenyl)-chroman-4-one 927884-81-9 C16H9BrClF3O2
    8-bromo-6-chloro-2-(4-trifluoromethylphenyl)-chroman-4-one
    —— 2-(6-diethylaminobenzo[b]furan-2-yl)-3-methoxychromone 1355346-24-5 C22H21NO4
    2-(6-diethylaminobenzo[b]furan-2-yl)-3-methoxychromone
    —— 5-allyloxy-2-(3-allyloxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178366-97-7 C25H26O8
    5-allyloxy-2-(3-allyloxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
    —— 2-o-Anisyl-6,7-dimethyl-3-nitro-Δ<sup>3</sup>-chromen 57543-99-4 C18H17NO4
    2-o-Anisyl-6,7-dimethyl-3-nitro-Δ<sup>3</sup>-chromen
    —— 3-Formyl-5-methoxy-2-phenyl-Δ<sup>3</sup>-chromen 57543-53-0 C17H14O3
    3-Formyl-5-methoxy-2-phenyl-Δ<sup>3</sup>-chromen
    —— 5-hydroxy-2'-chloro-4'-nitroflavone 1388722-85-7 C15H8ClNO5
    5-hydroxy-2'-chloro-4'-nitroflavone
    —— 63645-48-7 C18H17NO3
    —— Diacetylderivat von 6-Aminoflavon 4631-18-9 C19H15NO4
    Diacetylderivat von 6-Aminoflavon
    —— 1362478-97-4 C17H15NO2
    —— 2-(2,3-dimethoxy-phenyl)-3-hydroxy-6,7,8-trimethoxy-chromen-4-one 109979-40-0 C20H20O8
    2-(2,3-dimethoxy-phenyl)-3-hydroxy-6,7,8-trimethoxy-chromen-4-one
    —— 3-[1-(4-Isopropyl-phenyl)-meth-(E)-ylidene]-2-phenyl-chroman-4-one 109754-24-7 C25H22O2
    3-[1-(4-Isopropyl-phenyl)-meth-(E)-ylidene]-2-phenyl-chroman-4-one
    —— 2-(2,3-dihydroxy-phenyl)-3,6,7,8-tetrahydroxy-chromen-4-one 108237-82-7 C15H10O8
    2-(2,3-dihydroxy-phenyl)-3,6,7,8-tetrahydroxy-chromen-4-one
    —— [2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl]acetic acid 457932-30-8 C18H14O5
    [2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl]acetic acid
    —— 2,3-dihydro-2,2-bis(4-methoxyphenyl)naphtho<1,2-b>pyran-4-one 218432-78-1 C27H22O4
    2,3-dihydro-2,2-bis(4-methoxyphenyl)naphtho<1,2-b>pyran-4-one
    —— (2R,3R,4S)-3-acetoxy-4-ethoxyethoxy-5,7-3',4',5'-pentabenzyloxyflavan 1401236-90-5 C56H54O10
    (2R,3R,4S)-3-acetoxy-4-ethoxyethoxy-5,7-3',4',5'-pentabenzyloxyflavan
    —— 7-acetoxy-6-hydroxyflavone 132895-72-8 C17H12O5
    7-acetoxy-6-hydroxyflavone
    —— 2,3,8,9-tetramethoxy-6,6-diphenyl-6H-benzo[c]chromene 1569315-67-8 C29H26O5
    2,3,8,9-tetramethoxy-6,6-diphenyl-6H-benzo[c]chromene
    —— 6-allyl-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178366-99-9 C25H26O8
    6-allyl-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
    —— 1462876-38-5 C32H20Cl2O7