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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
—— 3,5-dimethoxy-2-phenyl-7-(toluene-4-sulfonyloxy)-chromen-4-one 155801-48-2 C24H20O7S
3,5-dimethoxy-2-phenyl-7-(toluene-4-sulfonyloxy)-chromen-4-one
—— Bi-(6-flavonyl)-sulfon 67334-53-6 C30H18O6S
Bi-(6-flavonyl)-sulfon
—— 2-phenyl-7-(prop-2-yn-1-yloxy)-4H-chromen-4-one 67091-11-6 C18H12O3
2-phenyl-7-(prop-2-yn-1-yloxy)-4H-chromen-4-one
—— ethyl 3-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)propanoate 1312298-16-0 C20H22O8
ethyl 3-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)propanoate
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5',11-pentamethyl-10-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane] 1263318-11-1 C45H46O3S
5,5-Bis(4-methoxyphenyl)-1',1',5',5',11-pentamethyl-10-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane]
—— 7-ethoxy-3,5-dimethoxy-2-phenyl-chromen-4-one 155801-47-1 C19H18O5
7-ethoxy-3,5-dimethoxy-2-phenyl-chromen-4-one
—— (6S,6aS,7aS,13R,13aS,14aS)-6,13-Bis-(3,4-dimethoxy-phenyl)-3,10-dimethoxy-6a,13,13a,14a-tetrahydro-6H,7aH-5,7,12,14-tetraoxa-dibenzo[a,h]anthracene 88195-33-9 C36H36O10
(6S,6aS,7aS,13R,13aS,14aS)-6,13-Bis-(3,4-dimethoxy-phenyl)-3,10-dimethoxy-6a,13,13a,14a-tetrahydro-6H,7aH-5,7,12,14-tetraoxa-dibenzo[a,h]anthracene
—— 3,5,6-Trihydroxy-7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 154048-35-8 C19H18O9
3,5,6-Trihydroxy-7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 4'-chloro-5,7,8-trimethoxyflav-3-ene 1334121-17-3 C18H17ClO4
4'-chloro-5,7,8-trimethoxyflav-3-ene
—— 3',4'-methylenedioxy-5,7,8-trimethoxyflavanone 78225-02-2 C19H18O7
3',4'-methylenedioxy-5,7,8-trimethoxyflavanone
—— 6-Benzoyl-3'-chlor-4'-methoxy-8-methyl-flavanon 95491-98-8 C24H19ClO4
6-Benzoyl-3'-chlor-4'-methoxy-8-methyl-flavanon
—— 4-(2-hydroxy-4-methyl-phenyl)-6-(4-methoxy-phenyl)-cyclohex-4-ene-1,2,3-tricarboxylic acid-1,2-anhydride-3-lactone 134778-69-1 C23H18O6
4-(2-hydroxy-4-methyl-phenyl)-6-(4-methoxy-phenyl)-cyclohex-4-ene-1,2,3-tricarboxylic acid-1,2-anhydride-3-lactone
—— 3-Acetoxy-3'.4'-methylendioxy-6-methyl-flavon 94307-81-0 C19H14O6
3-Acetoxy-3'.4'-methylendioxy-6-methyl-flavon
—— Acetic acid 2-(3,4-bis-benzyloxy-phenyl)-3,7-dimethoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester 154048-01-8 C40H34O11S
Acetic acid 2-(3,4-bis-benzyloxy-phenyl)-3,7-dimethoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester
—— (Z)-2-[2-(4-Chloro-phenyl)-3-nitro-chroman-4-yl]-3-methylamino-but-2-enoic acid methyl ester 133765-31-8 C21H21ClN2O5
(Z)-2-[2-(4-Chloro-phenyl)-3-nitro-chroman-4-yl]-3-methylamino-but-2-enoic acid methyl ester
—— cis-(2S,3S)-4'-(phenylmethoxy)flavan-3-ol 1196870-51-5 C22H20O3
cis-(2S,3S)-4'-(phenylmethoxy)flavan-3-ol
—— (1-methoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea 373630-46-7 C23H22N2O2S
(1-methoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea
—— (+)-trans-(2R,3S)-phenylflavan-3-yl-3,4,5-tris(benzyloxy)benzoate 1607010-93-4 C43H36O6
(+)-trans-(2R,3S)-phenylflavan-3-yl-3,4,5-tris(benzyloxy)benzoate
—— kaempferol 3-O-β-rutinoside-7-O-β-glucuronide undeca-acetate 134981-94-5 C55H60O32
kaempferol 3-O-β-rutinoside-7-O-β-glucuronide undeca-acetate
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-21-(trifluoromethyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19(24),20,22-nonaene-18,1'-cyclooctane] 1259400-48-0 C45H41F3O5
8-Methoxy-13,13-bis(4-methoxyphenyl)-21-(trifluoromethyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19(24),20,22-nonaene-18,1'-cyclooctane]
—— (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-(2-methoxyethoxymethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene 1393673-72-7 C47H46O8
(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-(2-methoxyethoxymethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5,6,8-trimethoxy-chromen-4-one 176662-16-1 C39H34O9
7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5,6,8-trimethoxy-chromen-4-one
—— 13,13-Bis(4-methoxyphenyl)-1',1',5',5',8-pentamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2(10),3(7),8,11(16),14,19,21,23-nonaene-18,3'-cyclohexane] 1259401-04-1 C46H46O4
13,13-Bis(4-methoxyphenyl)-1',1',5',5',8-pentamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2(10),3(7),8,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5',6-pentamethylspiro[12-oxa-6-azahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane] 1259400-47-9 C47H49NO4
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5',6-pentamethylspiro[12-oxa-6-azahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]
—— 2'-Hydroxy-3,4'-dimethoxy-6-nitroflavon 57136-53-5 C17H13NO7
2'-Hydroxy-3,4'-dimethoxy-6-nitroflavon
—— 2-(4-Trifluoromethyl-phenyl)-3,4-dihydro-2H-benzo[b]oxepin-5-one 128815-03-2 C17H13F3O2
2-(4-Trifluoromethyl-phenyl)-3,4-dihydro-2H-benzo[b]oxepin-5-one
—— 7-Methoxy-8(4'-methoxyphenyl)-2,2-dimethyl-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one 56063-95-7 C22H20O5
7-Methoxy-8(4'-methoxyphenyl)-2,2-dimethyl-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one
—— 5,5'-diacetoxy-7,7'-dimethoxy-2'-(4-methoxy-phenyl)-2,8'-(4-methoxy-<i>m</i>-phenylene)-bis-chromen-4-one 63043-62-9 C38H30O12
5,5'-diacetoxy-7,7'-dimethoxy-2'-(4-methoxy-phenyl)-2,8'-(4-methoxy-<i>m</i>-phenylene)-bis-chromen-4-one
—— 3,5,7-trimethoxy-6-(diphenylmethyl)flavone 98498-32-9 C31H26O5
3,5,7-trimethoxy-6-(diphenylmethyl)flavone
—— 109717-90-0 C23H26O13
—— 5,7,8,4'-tetramethoxyflav-3-ene 1334121-18-4 C19H20O5
5,7,8,4'-tetramethoxyflav-3-ene
—— 9-(4-chlorobenzoyl)-2-(4-chlorophenyl)pyrano[2,3-f]chromene-4,8-dione 1372630-61-9 C25H12Cl2O5
9-(4-chlorobenzoyl)-2-(4-chlorophenyl)pyrano[2,3-f]chromene-4,8-dione
—— 3'-Carboxy-flavon 20093-90-7 C16H10O4
3'-Carboxy-flavon
—— 6-Fluor-4'-hydroxy-flavanon 3967-85-9 C15H11FO3
6-Fluor-4'-hydroxy-flavanon
—— 3,5-dihydroxy-2-[3-(4-methoxyphenyl)propanoyl]phenyl β-D-glucopyranoside 4369-35-1 C22H26O10
3,5-dihydroxy-2-[3-(4-methoxyphenyl)propanoyl]phenyl β-D-glucopyranoside
—— 3,5,6,7,4'-Pentamethoxy-3'-benzyloxy-flavon 96075-56-8 C27H26O8
3,5,6,7,4'-Pentamethoxy-3'-benzyloxy-flavon
—— Mearnsetin-pentaacetat 61470-53-9 C26H22O13
Mearnsetin-pentaacetat
—— 2-Phenanthren-9-yl-chromen-4-one 85009-32-1 C23H14O2
2-Phenanthren-9-yl-chromen-4-one
—— 2-(4-Benzyloxy-phenyl)-7-bromo-3-hydroxy-chromen-4-one 132020-71-4 C22H15BrO4
2-(4-Benzyloxy-phenyl)-7-bromo-3-hydroxy-chromen-4-one
—— 3-acetoxy-7-acetylamino-2-(4-dimethylamino-phenyl)-chromen-4-one 102318-54-7 C21H20N2O5
3-acetoxy-7-acetylamino-2-(4-dimethylamino-phenyl)-chromen-4-one
—— 7-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-hydroxy-6-methoxy-chromen-4-one 22935-01-9 C37H30O7
7-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-hydroxy-6-methoxy-chromen-4-one
—— 4H-1-Benzopyran-4-one,2-(2,4-dihydroxy-3,6-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy- 89328-98-3 C19H18O9
4H-1-Benzopyran-4-one,2-(2,4-dihydroxy-3,6-dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-
—— 5,7,4'-tri-O-acetyl-6,8-di-C-(octa-O-acetyl-β-D-glucopyranosyl)apigenin 82616-06-6 C49H52O26
5,7,4'-tri-O-acetyl-6,8-di-C-(octa-O-acetyl-β-D-glucopyranosyl)apigenin
—— 3-(4-fluorophenyl)-3-phenyl-5,7-difluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-66-2 C35H25F3O2
3-(4-fluorophenyl)-3-phenyl-5,7-difluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— (2S,3S)-cis-3',4'-methylenedioxyflavan-3-ol 1196870-40-2 C16H14O4
(2S,3S)-cis-3',4'-methylenedioxyflavan-3-ol
—— 7-((6-bromohexyl)oxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4H-chromen-4-one 1443679-16-0 C34H29BrO6
7-((6-bromohexyl)oxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4H-chromen-4-one
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-methylbenzylamino)-4H-chromen-4-one 1094471-17-6 C38H33NO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-methylbenzylamino)-4H-chromen-4-one
—— 6-[(E)-2-(2-chlorophenyl)diazen-1-yl]-7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 1565623-05-3 C21H13ClN2O4
6-[(E)-2-(2-chlorophenyl)diazen-1-yl]-7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2-quinolinylmethyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-72-2 C48H42N2O8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2-quinolinylmethyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 6,8-diacetoxy-2-phenyl-chromen-4-one 94307-80-9 C19H14O6
6,8-diacetoxy-2-phenyl-chromen-4-one