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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-hydroxy-5-acetoxy-7-methoxyflavone 1265223-41-3 C18H14O6
3-hydroxy-5-acetoxy-7-methoxyflavone
—— 3-(methoxymethyl)oxy-4'-(bromomethyl)flavone 263153-73-7 C18H15BrO4
3-(methoxymethyl)oxy-4'-(bromomethyl)flavone
—— Catechin 3-glucuronide 94495-57-5 C21H22O12
Catechin 3-glucuronide
—— 6-hydroxy-5-formylflavone 87232-92-6 C16H10O4
6-hydroxy-5-formylflavone
—— 11-Phenyl-12-oxa-benzo[e]acephenanthrylen-9-one 69864-32-0 C25H14O2
11-Phenyl-12-oxa-benzo[e]acephenanthrylen-9-one
—— 3,3'-dihydroxy-2,2'-(2,5,2',5'-tetramethoxy-biphenyl-4,4'-diyl)-bis-chromen-4-one 63359-11-5 C34H26O10
3,3'-dihydroxy-2,2'-(2,5,2',5'-tetramethoxy-biphenyl-4,4'-diyl)-bis-chromen-4-one
—— 5-Acetoxy-3,3',4',7-tetrakis(benzyloxy)-8-methoxyflavon 62507-00-0 C46H38O9
5-Acetoxy-3,3',4',7-tetrakis(benzyloxy)-8-methoxyflavon
—— (4-Oxo-2-p-tolyl-4H-chromen-8-yl)-acetic acid 2-diethylamino-ethyl ester; hydrochloride 87627-06-3 C24H27NO4*ClH
(4-Oxo-2-p-tolyl-4H-chromen-8-yl)-acetic acid 2-diethylamino-ethyl ester; hydrochloride
—— 3,6-Dimethoxy-7-benzyloxyflavone 87232-87-9 C24H20O5
3,6-Dimethoxy-7-benzyloxyflavone
—— 2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminopropyl-3-methoxy)amino]-4H-1-benzopyran-4-one hydrochloride 1187087-58-6 C20H18N2O6
2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminopropyl-3-methoxy)amino]-4H-1-benzopyran-4-one hydrochloride
—— 2-(2-hydroxyphenyl)-3-phenyl-2H-1-benzopyran 130406-87-0 C21H16O2
2-(2-hydroxyphenyl)-3-phenyl-2H-1-benzopyran
—— 7,8-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one 1377187-73-9 C36H28O5
7,8-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one
—— 3-(carbethoxycyanomethyl)-4'-methylflavone 80907-32-0 C21H17NO4
3-(carbethoxycyanomethyl)-4'-methylflavone
—— 2-<2-(benzyloxy)phenyl>-3-phenyl-2H-1-benzopyran 130406-88-1 C28H22O2
2-<2-(benzyloxy)phenyl>-3-phenyl-2H-1-benzopyran
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide 373631-15-3 C26H25NO5
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide
—— 1198053-60-9 C17H11ClO4
—— 1203579-94-5 C25H30O4S
—— (2R,3S)-6-chloro-3-nitro-2-phenyl-3,4-dihydro-2H-chromene 106824-22-0 C15H12ClNO3
(2R,3S)-6-chloro-3-nitro-2-phenyl-3,4-dihydro-2H-chromene
—— 6,8-dibromo-3-hydroxy-2-(3-methoxy-4-(methoxymethoxy)phenyl)-4H-chromen-4-one 1609456-20-3 C18H14Br2O6
6,8-dibromo-3-hydroxy-2-(3-methoxy-4-(methoxymethoxy)phenyl)-4H-chromen-4-one
—— N-[2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-6-methyl-4-oxochromen-8-yl]acetamide 941269-56-3 C32H27NO6
N-[2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-6-methyl-4-oxochromen-8-yl]acetamide
—— 8-acetylamino-6-methoxy-2-phenyl-chromen-4-one 109806-21-5 C18H15NO4
8-acetylamino-6-methoxy-2-phenyl-chromen-4-one
—— 2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminoethyl-2-cyclopropylmethyl)amino]-4H-1-benzopyran-4-one 1187087-57-5 C21H18N2O5
2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminoethyl-2-cyclopropylmethyl)amino]-4H-1-benzopyran-4-one
—— (-)-balsacone F 1572949-07-5 C25H24O6
(-)-balsacone F
—— 1333313-19-1 C18H17ClO5
—— 5,7,5',7'-tetramethoxy-2,2'-(5,6,5',6'-tetramethoxy-biphenyl-3,3'-diyl)-bis-chromen-4-one 52222-82-9 C38H34O12
5,7,5',7'-tetramethoxy-2,2'-(5,6,5',6'-tetramethoxy-biphenyl-3,3'-diyl)-bis-chromen-4-one
—— 3',5'-bis(4-methylbenzyloxy)-7-[3-(2-chloro-benzylamino)-2-hydroxypropoxy]flavone 1374792-23-0 C41H38ClNO6
3',5'-bis(4-methylbenzyloxy)-7-[3-(2-chloro-benzylamino)-2-hydroxypropoxy]flavone
—— 6,4'-Dihydroxy-7,3'-dimethoxyflavone 82298-11-1 C17H14O6
6,4'-Dihydroxy-7,3'-dimethoxyflavone
—— 3',5,7-Trimethyl-6-benzyl-quercetagetin 59171-32-3 C25H22O8
3',5,7-Trimethyl-6-benzyl-quercetagetin
—— (2R,3S,4S)-2-(2-Benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-chroman-3,4-diol 56761-20-7 C25H26O7
(2R,3S,4S)-2-(2-Benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-chroman-3,4-diol
—— Dimethylsophoronol 62499-02-9 C23H24O7
Dimethylsophoronol
—— 4-[(2,4-Dinitro-phenyl)-hydrazono]-2-phenyl-chroman-3-ol 18500-74-8 C21H16N4O6
4-[(2,4-Dinitro-phenyl)-hydrazono]-2-phenyl-chroman-3-ol
—— 5,8-dihydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 859050-46-7 C20H20O9
5,8-dihydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— bonanniol A 96917-35-0 C25H28O6
bonanniol A
—— [2,3-bis(2,2-dimethylpropanoyloxy)-5-[(2R,3R)-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-2-yl]phenyl] 2,2-dimethylpropanoate 1449477-36-4 C44H50O10
[2,3-bis(2,2-dimethylpropanoyloxy)-5-[(2R,3R)-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-2-yl]phenyl] 2,2-dimethylpropanoate
—— Flavanon 36745-34-3 C17H16O5
Flavanon
—— 6-methoxykaemferol-3-O-β-D-glucosyl (1'''->2'')-β-D-glucopyranosyl-(6''''-(E)-caffeoyl)-7-O-β-D-glucopyranoside 1005416-14-7 C43H48O25
6-methoxykaemferol-3-O-β-D-glucosyl (1'''->2'')-β-D-glucopyranosyl-(6''''-(E)-caffeoyl)-7-O-β-D-glucopyranoside
—— 6-methyl-2,4-diphenyl-2,3-dihydrofuro[3,2-c]pyridine 1401693-73-9 C20H17NO
6-methyl-2,4-diphenyl-2,3-dihydrofuro[3,2-c]pyridine
—— 1,1',1'',1''',1'''',1'''''-(12,32,52,72,92,112-hexahydroxy-1,3,5,7,9,11(1,3)-hexabenzenacyclododecaphane-15,35,55,75,95,115-hexayl)hexakis(butan-1-one) 1268626-67-0 C15H10O7*C85H140N2O69
1,1',1'',1''',1'''',1'''''-(12,32,52,72,92,112-hexahydroxy-1,3,5,7,9,11(1,3)-hexabenzenacyclododecaphane-15,35,55,75,95,115-hexayl)hexakis(butan-1-one)
—— 8-Methoxy-2-naphthalen-2-yl-3-nitro-2H-chromene 106230-54-0 C20H15NO4
8-Methoxy-2-naphthalen-2-yl-3-nitro-2H-chromene
—— (E)-N-tert-butyl-3-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide 1412410-89-9 C24H25NO5
(E)-N-tert-butyl-3-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide
—— permethyl-6-C-β-D-glucopyranosylapigenin 38953-87-6 C28H34O10
permethyl-6-C-β-D-glucopyranosylapigenin
—— 7-Morpholinomethylflavon 50400-66-3 C20H19NO3
7-Morpholinomethylflavon
—— 4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(3-(methylsulfonyl)phenyl)-2H-chromen-6-ol hydrochloride 1443992-73-1 C31H35NO5S*ClH
4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(3-(methylsulfonyl)phenyl)-2H-chromen-6-ol hydrochloride
—— 5,7,5',7'-tetraacetoxy-2,2'-bis-(4-acetoxy-phenyl)-[6,6']bichromenyl-4,4'-dione 57403-17-5 C42H30O16
5,7,5',7'-tetraacetoxy-2,2'-bis-(4-acetoxy-phenyl)-[6,6']bichromenyl-4,4'-dione
—— (13S,14R,17S)-3-Methoxy-13-methyl-7-phenyl-7,11,12,13,14,15,16,17-octahydro-6-oxa-cyclopenta[a]phenanthren-17-ol 58932-10-8 C24H26O3
(13S,14R,17S)-3-Methoxy-13-methyl-7-phenyl-7,11,12,13,14,15,16,17-octahydro-6-oxa-cyclopenta[a]phenanthren-17-ol
—— 3-{4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl]phenoxy}propionic acid 1056053-47-4 C38H50O7Si2
3-{4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl]phenoxy}propionic acid
—— 6-<(5-cyanopentyl)oxy>flavone 140439-53-8 C21H19NO3
6-<(5-cyanopentyl)oxy>flavone
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)trifluoroacetamide 373631-17-5 C24H20F3NO5
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)trifluoroacetamide
—— 6,8-dibromo-2-(4-fluorophenyl)-4H-chromen-4-one 1198475-10-3 C15H7Br2FO2
6,8-dibromo-2-(4-fluorophenyl)-4H-chromen-4-one
—— 6,8-dibromo-3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one 1417634-86-6 C16H10Br2O5
6,8-dibromo-3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one