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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
—— 7-Cetyloxy-3,2',5'-trihydroxy-flavon 96581-69-0 C31H42O6
7-Cetyloxy-3,2',5'-trihydroxy-flavon
—— 5,7,4'-Triaethoxy-3,8,3'-trimethoxy-flavon 14965-13-0 C24H28O8
5,7,4'-Triaethoxy-3,8,3'-trimethoxy-flavon
—— 4'-Methoxy-3,7''-biflavonyloxymethan 55091-79-7 C32H22O7
4'-Methoxy-3,7''-biflavonyloxymethan
—— (4S,4aR,12bS)-10-(4-Methoxy-phenyl)-4,12b-dimethyl-8-oxo-2,3,4,4a,5,6,8,12b-octahydro-1H-11-oxa-benzo[a]anthracene-4-carboxylic acid methyl ester 43125-74-2 C28H30O5
(4S,4aR,12bS)-10-(4-Methoxy-phenyl)-4,12b-dimethyl-8-oxo-2,3,4,4a,5,6,8,12b-octahydro-1H-11-oxa-benzo[a]anthracene-4-carboxylic acid methyl ester
—— 2-(4'-Methylphenyl)-6-bromomethylchromone 60402-74-6 C17H13BrO2
2-(4'-Methylphenyl)-6-bromomethylchromone
—— 7-(3-bromopropoxy)-2-(p-tolyl)-4H-chromen-4-one 191936-15-9 C19H17BrO3
7-(3-bromopropoxy)-2-(p-tolyl)-4H-chromen-4-one
—— Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,7-dimethoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester 154047-99-1 C34H30O11S
Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,7-dimethoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester
—— 2.3-trans-6.7.4'-Trimethoxyflavan-3-ol 41786-59-8 C18H20O5
2.3-trans-6.7.4'-Trimethoxyflavan-3-ol
—— 1-((2S,3R)-2-Phenyl-chroman-3-yl)-ethanol 21763-10-0 C17H18O2
1-((2S,3R)-2-Phenyl-chroman-3-yl)-ethanol
—— (2R,3S)-5,7,4'-tri-O-benzyl-3-O-acetylcatechin 1390643-72-7 C38H34O7
(2R,3S)-5,7,4'-tri-O-benzyl-3-O-acetylcatechin
—— Flavon-3-aldoxim 51746-46-4 C16H11NO3
Flavon-3-aldoxim
—— 3-Brom-4'.5.7-trimethoxyflavan-4-ol 54946-02-0 C18H19BrO5
3-Brom-4'.5.7-trimethoxyflavan-4-ol
—— Methyltephrodinat 42343-83-9 C24H24O8
Methyltephrodinat
—— 3,5-diacetoxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 50403-02-6 C24H22O7
3,5-diacetoxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one
—— 2,6-Dimethoxy-4-[7-oxo-3,5-bis-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-7H-chromen-2-yl]-phenol anion 83554-48-7 C29H33O17
2,6-Dimethoxy-4-[7-oxo-3,5-bis-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-7H-chromen-2-yl]-phenol anion
—— {2-[4-(3-dimethylamino-propoxy)-phenyl]-furo[3,2-b]pyridin-7-yl}-(4-methyl-1H-indol-5-yl)-amine 1360906-86-0 C27H28N4O2
{2-[4-(3-dimethylamino-propoxy)-phenyl]-furo[3,2-b]pyridin-7-yl}-(4-methyl-1H-indol-5-yl)-amine
—— 1118608-25-5 C86H88O7Si4
—— 60296-82-4 C29H17NO6
—— 5-O-Demethyltachrosin 42344-91-2 C22H18O6
5-O-Demethyltachrosin
—— 2-biphenyl-4-yl-6-bromo-chroman-4-one 41255-28-1 C21H15BrO2
2-biphenyl-4-yl-6-bromo-chroman-4-one
—— 2,3-trans-3-methylthiomethyloxy-5,7,3',4'-tetramethoxyflavan 51154-07-5 C21H26O6S
2,3-trans-3-methylthiomethyloxy-5,7,3',4'-tetramethoxyflavan
—— 2-hydroxy-3',5'-dinitroflavanone 953129-47-0 C15H10N2O7
2-hydroxy-3',5'-dinitroflavanone
—— 7-acetoxy-2-[2-(1-acetoxy-1-methyl-ethyl)-7-(3-methyl-but-2-enyl)-2,3-dihydro-benzofuran-5-yl]-8-(3-methyl-but-2-enyl)-chroman-4-one 50675-35-9 C34H40O7
7-acetoxy-2-[2-(1-acetoxy-1-methyl-ethyl)-7-(3-methyl-but-2-enyl)-2,3-dihydro-benzofuran-5-yl]-8-(3-methyl-but-2-enyl)-chroman-4-one
—— 4'-Benzyloxy-7-hydroxy-5,8-dimethoxyflavon 57096-04-5 C24H20O6
4'-Benzyloxy-7-hydroxy-5,8-dimethoxyflavon
—— 55539-52-1 C21H18O4S
—— Isoxazolo(7,8-d)flavon 42345-46-0 C16H9NO3
Isoxazolo(7,8-d)flavon
—— Tephrodindiol 42345-23-3 C23H22O7
Tephrodindiol
—— 4-Deuterioflavan-4β-ol 55539-19-0 C15H14O2
4-Deuterioflavan-4β-ol
—— 3'-hydroxy-5,7,8,4',5'-pentamethoxyflavone 76011-64-8 C20H20O8
3'-hydroxy-5,7,8,4',5'-pentamethoxyflavone
—— 2-(3,4-dihydroxyphenyl)-6,7-dimethyl-4H-chromen-4-one 1244956-46-4 C17H14O4
2-(3,4-dihydroxyphenyl)-6,7-dimethyl-4H-chromen-4-one
—— 4,6-dihydroxy-2,3,3-trimethyl-7-phenyl-2,3-dihydro-furo[3,2-<i>g</i>]chromen-5-one 50403-03-7 C20H18O5
4,6-dihydroxy-2,3,3-trimethyl-7-phenyl-2,3-dihydro-furo[3,2-<i>g</i>]chromen-5-one
—— 8-Benzyloxy-5,7-dimethoxy-2-phenyl-chroman-4-one 54299-61-5 C24H22O5
8-Benzyloxy-5,7-dimethoxy-2-phenyl-chroman-4-one
—— 3,7-Di-O-Methyl-8-prenylgalangin 40603-78-9 C22H22O5
3,7-Di-O-Methyl-8-prenylgalangin
—— 2-(p-nitrophenyl)-2a,3,4,5-tetrahydro-2H-naphtho[1,8-bc]furan-2a-ol 1252014-10-0 C17H15NO4
2-(p-nitrophenyl)-2a,3,4,5-tetrahydro-2H-naphtho[1,8-bc]furan-2a-ol
—— Acetic acid 7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-6,8-dimethoxy-4-oxo-4H-chromen-5-yl ester 15402-00-3 C24H22O11
Acetic acid 7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-6,8-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— 55539-56-5 C21H18O4S
—— 3-hydroxy-6-methoxy-2-phenyl-chroman-4-one 42972-56-5 C16H14O4
3-hydroxy-6-methoxy-2-phenyl-chroman-4-one
—— 7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one 61284-15-9 C27H32O15
7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
—— 4'-Methoxy-3,4'''-biflavonyloxymethan 66075-34-1 C32H22O7
4'-Methoxy-3,4'''-biflavonyloxymethan
—— 3-Ethoxy-5,7,3',4'-tetramethoxyflav-3-en 51211-45-1 C21H24O6
3-Ethoxy-5,7,3',4'-tetramethoxyflav-3-en
—— 3-amino-4'-trifluoroacetamidoflavone 1236769-82-6 C17H11F3N2O3
3-amino-4'-trifluoroacetamidoflavone
—— 3-Chloro-benzoic acid (2R,3R,4S)-3-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-chroman-4-yl ester 53388-58-2 C24H21ClO6
3-Chloro-benzoic acid (2R,3R,4S)-3-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-chroman-4-yl ester
—— (2S,8S)-5-Hydroxy-6-methyl-2,8-diphenyl-2,3,8,9-tetrahydro-pyrano[2,3-f]chromene-4,10-dione 55743-17-4 C25H20O5
(2S,8S)-5-Hydroxy-6-methyl-2,8-diphenyl-2,3,8,9-tetrahydro-pyrano[2,3-f]chromene-4,10-dione
—— 7-O-carbo-tert-butoxymethyl-quercetin tetraacetate 1334110-93-8 C29H28O13
7-O-carbo-tert-butoxymethyl-quercetin tetraacetate
—— 5-Acetoxycryptostrobin-7-methylether 55743-19-6 C19H18O5
5-Acetoxycryptostrobin-7-methylether
—— 4-(6-Hydroxy-2,4-dimethoxy-3-methyl-phenyl)-6-methyl-2-phenyl-chromen-7-one 39828-14-3 C25H22O5
4-(6-Hydroxy-2,4-dimethoxy-3-methyl-phenyl)-6-methyl-2-phenyl-chromen-7-one
—— Hesperetin-7-triacetyl-β-L-quinovopyranosid 61284-09-1 C32H34O15
Hesperetin-7-triacetyl-β-L-quinovopyranosid
—— 7(1H)-(2-chloroethyloxyimino)-4,5-dimethoxy-1a,7a-dihydro-1a-phenylcyclopropa[b]chromen 139770-86-8 C20H20ClNO4
7(1H)-(2-chloroethyloxyimino)-4,5-dimethoxy-1a,7a-dihydro-1a-phenylcyclopropa[b]chromen
—— 7-benzo[1,3]dioxol-5-yl-4,9-dimethoxy-furo[3,2-<i>g</i>]chromen-5-one 49572-88-5 C20H14O7
7-benzo[1,3]dioxol-5-yl-4,9-dimethoxy-furo[3,2-<i>g</i>]chromen-5-one
—— Acetic acid 7-acetoxy-3-methoxy-8-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester 40603-77-8 C25H24O7
Acetic acid 7-acetoxy-3-methoxy-8-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester