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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
—— (2R,3R)-2-[3,4,5-trihydroxy-2-[1-hydroxy-3-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenazin-2-yl]phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C36H28N2O12
(2R,3R)-2-[3,4,5-trihydroxy-2-[1-hydroxy-3-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenazin-2-yl]phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— 5,7-di-O-(2-nitrobenzenesulfonyl)epigallocatechin 1203550-43-9 C27H20N2O15S2
5,7-di-O-(2-nitrobenzenesulfonyl)epigallocatechin
—— (-)-(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl acetate 183209-70-3 C17H16O8
(-)-(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl acetate
—— <4,6:4,8>-3,4-cis-3,4-cis-bi-(-)-fisetinidol-<4,6>-3,4-trans-(-)-fisetinidol-(+)-catechin methyl ether acetate 103445-78-9 C81H84O25
<4,6:4,8>-3,4-cis-3,4-cis-bi-(-)-fisetinidol-<4,6>-3,4-trans-(-)-fisetinidol-(+)-catechin methyl ether acetate
—— <4,6:4,8>-3,4-cis-3,4-cis-bi-(-)-fisetinidol-<4,6>-3,4-cis-(-)-fisetinidol-(+)-catechin methyl ether acetate 103445-78-9 C81H84O25
<4,6:4,8>-3,4-cis-3,4-cis-bi-(-)-fisetinidol-<4,6>-3,4-cis-(-)-fisetinidol-(+)-catechin methyl ether acetate
—— 3-hydroxy-2,3-dimethoxy-2-<i>p</i>-tolyl-chroman-4-one 42856-81-5 C18H18O5
3-hydroxy-2,3-dimethoxy-2-<i>p</i>-tolyl-chroman-4-one
—— (E)-3-(carbethoxymethylene)-2-methoxy-4'-methylflavanone 80907-17-1 C21H20O5
(E)-3-(carbethoxymethylene)-2-methoxy-4'-methylflavanone
—— 3-(carboxymethyl)-4'-methylflavone 80907-23-9 C18H14O4
3-(carboxymethyl)-4'-methylflavone
—— 7,7''-dihydroxy-2',2'''-biflavanone 1311284-56-6 C30H22O6
7,7''-dihydroxy-2',2'''-biflavanone
—— 7,7''-dibenzyloxy-2',2'''-biflavanone 1311284-55-5 C44H34O6
7,7''-dibenzyloxy-2',2'''-biflavanone
—— 2-Anthracen-9-yl-3-[(3,5-difluorophenyl)methoxy]chromen-4-one 1099682-31-1 C30H18F2O3
2-Anthracen-9-yl-3-[(3,5-difluorophenyl)methoxy]chromen-4-one
—— 4H-1-Benzopyran-8-acetic acid, 2-(4-chlorophenyl)-4-oxo- 101002-46-4 C17H11ClO4
4H-1-Benzopyran-8-acetic acid, 2-(4-chlorophenyl)-4-oxo-
—— 2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5,6,7-trimethoxy-chromen-4-one 52378-73-1 C32H28O8
2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5,6,7-trimethoxy-chromen-4-one
—— 5,7-dihydroxy-2-(4-(pyridin-4-ylethynyl)phenyl)-4H-chromen-4-one 1084329-06-5 C22H13NO4
5,7-dihydroxy-2-(4-(pyridin-4-ylethynyl)phenyl)-4H-chromen-4-one
—— 7,3'-dihydroxy-8-methoxyflavone 1245554-09-9 C16H12O5
7,3'-dihydroxy-8-methoxyflavone
—— 7,8-dimethoxy-4'-hydroxyflavone 1245554-08-8 C17H14O5
7,8-dimethoxy-4'-hydroxyflavone
—— 2-(3,4-bis-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one 51145-78-9 C32H28O7
2-(3,4-bis-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one
—— Acetic acid 2-acetoxy-5-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)-phenyl ester 97389-88-3 C22H20O9
Acetic acid 2-acetoxy-5-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)-phenyl ester
—— 2-(4-methoxyphenyl)-7,8-dimethoxy-4H-benzopyran-4-one 35095-52-4 C18H16O5
2-(4-methoxyphenyl)-7,8-dimethoxy-4H-benzopyran-4-one
—— 6-chloro-3-nitro-2-phenyl-2H-chromene 1162662-49-8 C15H10ClNO3
6-chloro-3-nitro-2-phenyl-2H-chromene
—— (S)-6-chloro-3-nitro-2-phenyl-2H-chromene 1384100-30-4 C15H10ClNO3
(S)-6-chloro-3-nitro-2-phenyl-2H-chromene
—— (2S,3S)-6-chloro-2-phenyl-3,4-dihydro-2H-chromen-3-amine 112514-05-3 C15H14ClNO
(2S,3S)-6-chloro-2-phenyl-3,4-dihydro-2H-chromen-3-amine
—— 6-[4-(2-nitroimidazol-1-ylmethyl)-1,2,3-triazol-1-yl]-3',4'-dihydroxyflavonol 1332713-47-9 C21H14N6O7
6-[4-(2-nitroimidazol-1-ylmethyl)-1,2,3-triazol-1-yl]-3',4'-dihydroxyflavonol
—— 4',8-dinitroflavone 158555-12-5 C15H8N2O6
4',8-dinitroflavone
—— 2-(3,5-bis(trifluoromethyl)phenyl)-4H-chromen-4-one 1373355-23-7 C17H8F6O2
2-(3,5-bis(trifluoromethyl)phenyl)-4H-chromen-4-one
—— theaflavin 3-O-(3-O-methyl)gallate-3'-gallate 951775-29-4 C44H34O20
theaflavin 3-O-(3-O-methyl)gallate-3'-gallate
—— (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)-phenyl]chroman-3-yl 3'',4''-dibenzyloxy-5''-methoxybenzoate 901125-31-3 C72H62O11
(-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)-phenyl]chroman-3-yl 3'',4''-dibenzyloxy-5''-methoxybenzoate
—— 3-(3-methyl-4-pyrrolidinophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran 834895-46-4 C30H27NO
3-(3-methyl-4-pyrrolidinophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran
—— 2-(4-methoxyphenyl)-5,7-bis(phenylmethoxy)-2H-chromene 1133728-92-3 C30H26O4
2-(4-methoxyphenyl)-5,7-bis(phenylmethoxy)-2H-chromene
—— 4H-1-Benzopyran-8-acetic acid, 2-(4-methoxyphenyl)-4-oxo- 87627-10-9 C18H14O5
4H-1-Benzopyran-8-acetic acid, 2-(4-methoxyphenyl)-4-oxo-
—— 4H-1-Benzopyran-8-acetic acid, 2-(4-methylphenyl)-4-oxo- 87627-04-1 C18H14O4
4H-1-Benzopyran-8-acetic acid, 2-(4-methylphenyl)-4-oxo-
—— 8-(Bromomethyl)-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 87165-56-8 C17H13BrO3
8-(Bromomethyl)-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 5-hydroxy-2-(4-hydroxphenyl)chroman-4-one 64687-96-3 C15H12O4
5-hydroxy-2-(4-hydroxphenyl)chroman-4-one
—— 5-hydroxy-7-(2-hydroxyethoxy)-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromene-4-one 827320-51-4 C29H34O11
5-hydroxy-7-(2-hydroxyethoxy)-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromene-4-one
—— 8-Prenylkaempferol-4'-methylether-3-rhamnoside (Baohuoside-I) 113558-15-9 C27H30O10
8-Prenylkaempferol-4'-methylether-3-rhamnoside (Baohuoside-I)
—— 8-bromo-(-)-epicatechin 88038-01-1 C15H13BrO6
8-bromo-(-)-epicatechin
—— N-tetradecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1217342-44-3 C31H41NO5
N-tetradecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— 8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin 777063-26-0 C100H85BrO12
8-bromo-3,5,7,3',4'-penta-O-benzyl-catechin-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin
—— (2R,3S)-2,3-trans-3-acetoxy-6-<(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan 69127-08-8 C41H44O13
(2R,3S)-2,3-trans-3-acetoxy-6-<(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan
—— 3-hydroxy-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one 960365-66-6 C19H18O7
3-hydroxy-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— theaflavate C 1013313-02-4 C64H46O28
theaflavate C
—— bistheaflavate A 1013313-04-6 C86H64O39
bistheaflavate A
—— 2-(4-bromophenyl)-3-hydroxy-7-methoxy-4H-chromen-4-one 1186012-87-2 C16H11BrO4
2-(4-bromophenyl)-3-hydroxy-7-methoxy-4H-chromen-4-one
—— epigallocatechin 3-O-gallate-(4β->6)-epicatechin 3-O-gallate 126715-92-2 C44H34O21
epigallocatechin 3-O-gallate-(4β->6)-epicatechin 3-O-gallate
—— (-)-ECG-7TBS 853687-37-3 C64H116O10Si7
(-)-ECG-7TBS
—— (-)-5,7-O-diacetyl-3',4'-O-diacetyl-3'',4'',5''-triacetylepicatechin-3-O-gallate 20728-98-7 C36H32O17
(-)-5,7-O-diacetyl-3',4'-O-diacetyl-3'',4'',5''-triacetylepicatechin-3-O-gallate
—— (-)-epigallocatechin (4β-8)-(-)-epigallocatechin 3-O-gallate 126715-82-0 C37H30O17
(-)-epigallocatechin (4β-8)-(-)-epigallocatechin 3-O-gallate
—— ent-epicatechin-(4α->8)-epicatechin 88314-64-1 C30H26O12
ent-epicatechin-(4α->8)-epicatechin
—— aesculitannin G 114586-50-4 C60H46O24
aesculitannin G
—— (-)-epicatechin-(2β→O→7,4β→8)-(-)-catechin 111466-29-6 C30H24O12
(-)-epicatechin-(2β→O→7,4β→8)-(-)-catechin