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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
—— 2-[3,4-bis(phenylmethoxy)phenyl]-3-decyl-5-hydroxy-6,7-dimethoxychromen-4-one 134082-36-3 C41H46O7
2-[3,4-bis(phenylmethoxy)phenyl]-3-decyl-5-hydroxy-6,7-dimethoxychromen-4-one
—— 6-ethynylflavone 1446428-62-1 C17H10O2
6-ethynylflavone
—— 3-Acetoxy-6-acetyl-5-hydroxy-2,3-trans-flavan 95056-02-3 C19H18O5
3-Acetoxy-6-acetyl-5-hydroxy-2,3-trans-flavan
—— [2-(4-Methoxy-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid 2-diethylamino-ethyl ester; hydrochloride 87627-12-1 C24H27NO5*ClH
[2-(4-Methoxy-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid 2-diethylamino-ethyl ester; hydrochloride
—— 2-(4-methoxyphenyl)-7-(2-tetrahydro-1H-1-pyrrolylethoxy)-4-chromanone 850152-79-3 C22H25NO4
2-(4-methoxyphenyl)-7-(2-tetrahydro-1H-1-pyrrolylethoxy)-4-chromanone
—— (2rH)-3c,4c-Dibenzoyloxy-7,3',4'-trimethoxy-flavan 96582-13-7 C32H28O8
(2rH)-3c,4c-Dibenzoyloxy-7,3',4'-trimethoxy-flavan
—— 7-Benzyloxy-6-hydroxy-3-methoxyflavone 87232-86-8 C23H18O5
7-Benzyloxy-6-hydroxy-3-methoxyflavone
—— (1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide 373631-08-4 C24H25NO5S
(1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide
—— 1,19-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 916330-74-0 C60H62O17
1,19-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane
—— 4α-acetoxy-5,7,3',4'-trimethoxyflavan 88363-06-8 C21H24O7
4α-acetoxy-5,7,3',4'-trimethoxyflavan
—— 6,4'-Diacetoxy-7,3'-dimethoxyflavone 82298-16-6 C21H18O8
6,4'-Diacetoxy-7,3'-dimethoxyflavone
—— (2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(propylcarbamate) 1374854-18-8 C57H58N2O12
(2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(propylcarbamate)
—— 2,5,7-trimethyl-2-phenyl-chroman-4-one 101789-48-4 C18H18O2
2,5,7-trimethyl-2-phenyl-chroman-4-one
—— Acetic acid (2R,3R,4S)-4-acetoxy-2-(2-hydroxy-4,6-dimethoxy-phenyl)-7-methoxy-chroman-3-yl ester 58484-50-7 C22H24O9
Acetic acid (2R,3R,4S)-4-acetoxy-2-(2-hydroxy-4,6-dimethoxy-phenyl)-7-methoxy-chroman-3-yl ester
—— (1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide 373630-89-8 C23H22FNO4S
(1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-(cyclopropylmethyl)aniline 373632-57-6 C32H29F2NO4
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-(cyclopropylmethyl)aniline
—— [(2S,3R)-3-hydroxy-5-methylsulfonyloxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl] methanesulfonate 1131849-80-3 C17H18O11S2
[(2S,3R)-3-hydroxy-5-methylsulfonyloxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl] methanesulfonate
—— 3,3-bis-(4-methoxyphenyl)-6-morpholino-11-fluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran 1360882-71-8 C40H36FNO4
3,3-bis-(4-methoxyphenyl)-6-morpholino-11-fluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran
—— Acetic acid 2-phenyl-2a,7a-dihydro-7-oxa-cyclobuta[a]inden-1-yl ester 65933-79-1 C18H14O3
Acetic acid 2-phenyl-2a,7a-dihydro-7-oxa-cyclobuta[a]inden-1-yl ester
—— 5-acetoxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione 58965-09-6 C37H34O11
5-acetoxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione
—— 3,3'-Dimethyl-4'-benzyl-quercetagetin 59171-20-9 C24H20O8
3,3'-Dimethyl-4'-benzyl-quercetagetin
—— 4'-Chloro-2-phenylchromon-3-carboxanilid 52281-11-5 C22H14ClNO3
4'-Chloro-2-phenylchromon-3-carboxanilid
—— 3,3-bis(4-methoxyphenyl)-10-bromo-5,7-fluoro-13-methyl-13-butyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1311274-83-5 C39H33BrF2O3
3,3-bis(4-methoxyphenyl)-10-bromo-5,7-fluoro-13-methyl-13-butyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 2-(4-Chlorophenyl)-4-oxo-4H-1-benzopyran-8-acetonitrile 101002-45-3 C17H10ClNO2
2-(4-Chlorophenyl)-4-oxo-4H-1-benzopyran-8-acetonitrile
—— 6-chloro-3-nitro-2-phenylchroman 113968-82-4 C15H12ClNO3
6-chloro-3-nitro-2-phenylchroman
—— 2-(2,3-bis-benzyloxy-4-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 56128-65-5 C33H30O8
2-(2,3-bis-benzyloxy-4-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— 3,4'-Diacetoxy-7-benzyloxy-5,6,8-trimethoxy-flavon 57393-72-3 C29H26O10
3,4'-Diacetoxy-7-benzyloxy-5,6,8-trimethoxy-flavon
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzenesulfonamide 373631-25-5 C28H25NO6S
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzenesulfonamide
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-7-(isopentyloxy)-4H-chromen-4-one 1201808-16-3 C33H28O6
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-7-(isopentyloxy)-4H-chromen-4-one
—— 5-methyl-4-oxo-2-phenylchromane-7,8-diyl dibenzoate 670224-92-7 C30H22O6
5-methyl-4-oxo-2-phenylchromane-7,8-diyl dibenzoate
—— 1198053-58-5 C21H15ClO4
—— 2-(4-Benzyloxy-phenyl)-3,5-dihydroxy-7-((2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-chromen-4-one 58947-51-6 C28H26O10
2-(4-Benzyloxy-phenyl)-3,5-dihydroxy-7-((2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-chromen-4-one
—— Acetic acid (2R,3R,8R)-3,5,7a-triacetoxy-8-((S)-1,2-diacetoxy-ethyl)-10-oxo-2-(3,4,5-triacetoxy-phenyl)-3,4,7a,8-tetrahydro-2H-furo[3',4':4,5]furo[2,3-h]chromen-10a-yl ester 126716-01-6 C39H38O22
Acetic acid (2R,3R,8R)-3,5,7a-triacetoxy-8-((S)-1,2-diacetoxy-ethyl)-10-oxo-2-(3,4,5-triacetoxy-phenyl)-3,4,7a,8-tetrahydro-2H-furo[3',4':4,5]furo[2,3-h]chromen-10a-yl ester
—— (1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide 373630-55-8 C24H20ClNO3
(1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide
—— 3-chloro-N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methyl-1-propanesulfonamide 373622-65-2 C25H27ClN2O6S2
3-chloro-N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methyl-1-propanesulfonamide
—— pinostrobin oxime 612836-69-8 C16H15NO4
pinostrobin oxime
—— 3-nitro-2-(2-(trifluoromethyl)phenyl)-2H-chromene 1175542-10-5 C16H10F3NO3
3-nitro-2-(2-(trifluoromethyl)phenyl)-2H-chromene
—— 1427470-12-9 C51H50O4S
—— 6,8-dibromo-2-(2-methoxyphenyl)chromen-4-one 134640-66-7 C16H10Br2O3
6,8-dibromo-2-(2-methoxyphenyl)chromen-4-one
—— 4-(p-Dimethylaminophenyl)-flavan 58530-43-1 C23H23NO
4-(p-Dimethylaminophenyl)-flavan
—— Acetic acid 1-methyl-2-phenyl-7aH-7-oxa-cyclobuta[a]inden-2a-yl ester 65933-83-7 C19H16O3
Acetic acid 1-methyl-2-phenyl-7aH-7-oxa-cyclobuta[a]inden-2a-yl ester
—— 2-o-Chlorphenyl-8-methoxy-3-nitro-Δ<sup>3</sup>-chromen 57544-11-3 C16H12ClNO4
2-o-Chlorphenyl-8-methoxy-3-nitro-Δ<sup>3</sup>-chromen
—— 7,8-Dimethoxy-5-methyl-2-phenyl-chroman-4-one 670224-90-5 C18H18O4
7,8-Dimethoxy-5-methyl-2-phenyl-chroman-4-one
—— (2R)-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3c-(toluene-4-sulfonyloxy)-chroman 120640-48-4 C26H28O8S
(2R)-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3c-(toluene-4-sulfonyloxy)-chroman
—— 6-bromo-2-(4-methoxyphenyl)chroman-4-one 75595-30-1 C16H13BrO3
6-bromo-2-(4-methoxyphenyl)chroman-4-one
—— (1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide 373630-90-1 C26H19F2NO4S
(1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide
—— 5,7-Dihydroxy-6-methoxy-4'-amino-flavon 16297-04-4 C16H13NO5
5,7-Dihydroxy-6-methoxy-4'-amino-flavon
—— 2'-Hydroxy-4'.6'.7'-trimethoxyflavan 17470-77-8 C18H20O5
2'-Hydroxy-4'.6'.7'-trimethoxyflavan
—— (E)-N-tert-butyl-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)acrylamide 1412410-94-6 C24H25NO5
(E)-N-tert-butyl-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)acrylamide
—— 3,3'-Diacetoxy-4',7-dimethoxy-flavon 2552-73-0 C21H18O8
3,3'-Diacetoxy-4',7-dimethoxy-flavon