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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
—— aesculitannin C 114569-29-8 C45H34O18
aesculitannin C
—— epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epigallocatechin 130918-31-9 C45H36O19
epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epigallocatechin
—— kandelin B-1 96182-33-1 C54H44O21
kandelin B-1
—— epiafzelechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin 130942-27-7 C60H48O23
epiafzelechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hexoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 1220450-01-0 C49H50O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hexoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-butoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 71627-61-7 C47H46O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-butoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hexadecoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 71628-05-2 C59H70O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hexadecoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-dodecoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 71628-04-1 C55H62O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-dodecoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-[(3,4,5-trifluorophenyl)methoxy]-3,4-dihydro-2H-chromene 1220450-07-6 C50H41F3O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-[(3,4,5-trifluorophenyl)methoxy]-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(3,5-difluorophenyl)methoxy]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 1220450-06-5 C50H42F2O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(3,5-difluorophenyl)methoxy]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[tert-butyl(dimethyl)silyl]oxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-ol 294203-73-9 C49H52O7Si
(2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[tert-butyl(dimethyl)silyl]oxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-ol
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-octoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 1220450-02-1 C51H54O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-octoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-propoxy-3,4-dihydro-2H-chromene 71627-99-1 C46H44O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-propoxy-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-[(3,4,5-trimethoxyphenyl)methoxy]-3,4-dihydro-2H-chromene 1220450-05-4 C53H50O9
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-[(3,4,5-trimethoxyphenyl)methoxy]-3,4-dihydro-2H-chromene
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-tetradecoxy-3,4-dihydro-2H-chromene 1220450-04-3 C57H66O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3-tetradecoxy-3,4-dihydro-2H-chromene
—— (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[tert-butyl(dimethyl)silyl]oxy-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one 294203-74-0 C49H50O7Si
(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[tert-butyl(dimethyl)silyl]oxy-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-decoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 1220450-03-2 C53H58O6
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-decoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one 294203-79-5 C70H64O11
(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one
—— [(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl]oxy-tert-butyl-dimethylsilane 294203-71-7 C49H52O6Si
[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl]oxy-tert-butyl-dimethylsilane
—— (-)-(2R,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 256236-30-3 C71H60O10
(-)-(2R,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— (2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-ol 294203-78-4 C70H66O11
(2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-ol
—— (2R,3S,4S)-5,7,3',4'-tetra-O-benzyl-4-(2''-ethoxyethoxy)flavan-3-yl (3'',4'',5''-tri-O-benzyl)gallate 828249-32-7 C75H68O12
(2R,3S,4S)-5,7,3',4'-tetra-O-benzyl-4-(2''-ethoxyethoxy)flavan-3-yl (3'',4'',5''-tri-O-benzyl)gallate
—— ent-catechin-(4β→8)-catechin —— C30H26O12
ent-catechin-(4β→8)-catechin
—— (2R,3S)-5,7,3',4'-tetrabenzyloxyflavan-3-yl glutarate 596829-24-2 C48H44O9
(2R,3S)-5,7,3',4'-tetrabenzyloxyflavan-3-yl glutarate
—— Cinnamtannin B1 88038-12-4 C60H48O24
Cinnamtannin B1
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 294203-76-2 C70H66O10
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,3R,4R,5S,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— 2,3-trans-3,4-cis-4,5,7,3',4',5'-hexakis(benzyloxy)flavan-3-ol 1229517-68-3 C57H50O8
2,3-trans-3,4-cis-4,5,7,3',4',5'-hexakis(benzyloxy)flavan-3-ol
—— (-)-epicatechin 8-C-β-D-glucopyranoside 103215-48-1 C21H24O11
(-)-epicatechin 8-C-β-D-glucopyranoside
—— <4,6:4,8>-3,4-trans-3,4-trans-bi-(-)-fisetinidol-<4,6>-3,4-trans-(-)-fisetinidol-(+)-catechin methyl ether acetate 103445-78-9 C81H84O25
<4,6:4,8>-3,4-trans-3,4-trans-bi-(-)-fisetinidol-<4,6>-3,4-trans-(-)-fisetinidol-(+)-catechin methyl ether acetate
—— 1608504-17-1 C22H24O8
—— 4β-carboxymethyl-(-)-epicatechin 126655-10-5 C17H16O8
4β-carboxymethyl-(-)-epicatechin
—— (1R,5R,6R,7S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol 88057-90-3 C75H60O30
(1R,5R,6R,7S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
—— bis(3,5,7,3',4'-penta-O-benzyl-8-catechinyl)methanone 1599460-38-4 C101H86O13
bis(3,5,7,3',4'-penta-O-benzyl-8-catechinyl)methanone
—— (2R,3S)-3,5,7,3',4'-penta-O-benzyl-6-hydroxyflavan 848047-63-2 C50H44O7
(2R,3S)-3,5,7,3',4'-penta-O-benzyl-6-hydroxyflavan
—— catechin-(4α <*> 8)-epicatechin-(4α <*> 8)-epicatechin 128779-43-1 C45H38O18
catechin-(4α <*> 8)-epicatechin-(4α <*> 8)-epicatechin
—— aesculitannin F —— C60H48O24
aesculitannin F
—— catechin-(4α->8)-gallocatechin-(4α->6)-gallocatechin 148802-38-4 C45H38O20
catechin-(4α->8)-gallocatechin-(4α->6)-gallocatechin
—— <4,6:4,8>-3,4-trans-3,4-trans-bi-(-)-fisetinidol-<4,6>-3,4-cis-(-)-fisetinidol-(+)-catechin methyl ether acetate 103445-78-9 C81H84O25
<4,6:4,8>-3,4-trans-3,4-trans-bi-(-)-fisetinidol-<4,6>-3,4-cis-(-)-fisetinidol-(+)-catechin methyl ether acetate
—— (-)-epicatechin-<4β->6>-(-)-epicatechin-<4β->8>-(-)-epicatechin 82801-35-2 C45H38O18
(-)-epicatechin-<4β->6>-(-)-epicatechin-<4β->8>-(-)-epicatechin
—— procyanidin B-2 6-C-β-D-glucopyranoside 103215-59-4 C36H36O17
procyanidin B-2 6-C-β-D-glucopyranoside
—— epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin 88057-90-3 C75H60O30
epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin
—— procyanidin B-2 8-C-β-D-glucopyranoside 103215-58-3 C36H36O17
procyanidin B-2 8-C-β-D-glucopyranoside
—— (2R,3S,8R,9S,10S)-10-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol 105805-45-6 C45H38O16
(2R,3S,8R,9S,10S)-10-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol
—— (-)-epicatechin 6-C-β-D-glucopyranoside 103215-49-2 C21H24O11
(-)-epicatechin 6-C-β-D-glucopyranoside
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-6,8-bis[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol 72248-84-1 C45H38O16
(2R,3S)-2-(3,4-dihydroxyphenyl)-6,8-bis[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)epicatechin 223387-26-6 C45H42O8
3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)epicatechin
—— catechin-(4α->8)-epicatechin decaacetate 21179-23-7 C50H46O22
catechin-(4α->8)-epicatechin decaacetate
—— epicatechin-(4β->8)-catechin decaacetate 21179-20-4 C50H46O22
epicatechin-(4β->8)-catechin decaacetate
—— [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-(+)-catechin-(-)-epicatechin 195145-79-0 C86H74O12
[4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-(+)-catechin-(-)-epicatechin
—— (+/-)-3<i>t</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4-one 14221-83-1 C17H15BrO3
(+/-)-3<i>t</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4-one