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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
—— 5,7-bis-O-benzyloxycarbonyl-(+)-catechin 83834-69-9 C31H26O10
5,7-bis-O-benzyloxycarbonyl-(+)-catechin
—— 3,3-Dichloro-2-phenyl-chroman-4-ol 75595-31-2 C15H12Cl2O2
3,3-Dichloro-2-phenyl-chroman-4-ol
—— 2-(3,4-dilinoleoyloxyphenyl)-4-oxo-4H-chromene-5-hydroxy-3,7-dilinoleate 1515926-67-6 C87H130O11
2-(3,4-dilinoleoyloxyphenyl)-4-oxo-4H-chromene-5-hydroxy-3,7-dilinoleate
—— Neohespendosyl-6-dihydroxy-4,6-auron 28289-09-0 C27H30O13
Neohespendosyl-6-dihydroxy-4,6-auron
—— 5-(3,7-bis(benzyloxy)-5-hydroxy-4-oxo-4H-chromen-2-yl)-2-(benzyloxy)phenyl 3,4,5-tris(benzyloxy)benzoate 1355333-71-9 C64H50O11
5-(3,7-bis(benzyloxy)-5-hydroxy-4-oxo-4H-chromen-2-yl)-2-(benzyloxy)phenyl 3,4,5-tris(benzyloxy)benzoate
—— 2-(3,4-dioleoyloxyphenyl)-4-oxo-4H-chromene-3,5-dihydroxy-7-oleate 1515926-60-9 C69H106O10
2-(3,4-dioleoyloxyphenyl)-4-oxo-4H-chromene-3,5-dihydroxy-7-oleate
—— 3-acetoxy-2-(3,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one 63737-17-7 C20H18O7
3-acetoxy-2-(3,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one
—— 3'-O-octanoyl-(+)-D-catechin 904705-93-7 C23H28O7
3'-O-octanoyl-(+)-D-catechin
—— 6-Acetamido-3',4'-methylendioxy-3-methylflavon 36773-33-8 C19H15NO5
6-Acetamido-3',4'-methylendioxy-3-methylflavon
—— (2R,3S)-6-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 118964-25-3 C31H28O11
(2R,3S)-6-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2R,3S)-5,7-diacetoxy-2-(3',4'-dimethoxyphenyl)chroman-3-yl acetate 443926-53-2 C23H24O9
(2R,3S)-5,7-diacetoxy-2-(3',4'-dimethoxyphenyl)chroman-3-yl acetate
—— 5H-isochromeno[4,3-b]chromen-7-one 30802-61-0 C16H10O3
5H-isochromeno[4,3-b]chromen-7-one
—— 7-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonic acid 108237-85-0 C15H10O9S2
7-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonic acid
—— 2-Phenyl-9-methyl-4,5-dioxo-4H,5H-pyrano(3,2-)benzopyran 32883-16-2 C19H12O4
2-Phenyl-9-methyl-4,5-dioxo-4H,5H-pyrano(3,2-)benzopyran
—— (2R,3S)-2,3-trans-3-acetoxy-8-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-6'-yl>-3',4',5,7-tetramethoxyflavan 294881-46-2 C42H46O14
(2R,3S)-2,3-trans-3-acetoxy-8-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-6'-yl>-3',4',5,7-tetramethoxyflavan
—— (2R,3R)-2-(3,4-bis((trimethylsilyl)oxy)phenyl)-3,5,7-tris((trimethylsilyl)oxy)chroman-4-one 1206693-01-7 C30H52O7Si5
(2R,3R)-2-(3,4-bis((trimethylsilyl)oxy)phenyl)-3,5,7-tris((trimethylsilyl)oxy)chroman-4-one
—— 2-(5-((2R,3S)-3,5,7-trihydroxychroman-2-yl)benzo[d][1,3]dioxol-2-yl)acetic acid 1312298-09-1 C18H16O8
2-(5-((2R,3S)-3,5,7-trihydroxychroman-2-yl)benzo[d][1,3]dioxol-2-yl)acetic acid
—— 5-Hydroxy-7-methoxy-2-(3-nitrophenyl)-2,3-dihydrochromen-4-one 1042741-44-5 C16H13NO6
5-Hydroxy-7-methoxy-2-(3-nitrophenyl)-2,3-dihydrochromen-4-one
—— 2-(3,4-dihydroxyphenyl)-8-methoxychromenylium perchlorate 944713-56-8 C16H13O4*ClO4
2-(3,4-dihydroxyphenyl)-8-methoxychromenylium perchlorate
—— aesculitannin D 114612-78-1 C45H34O18
aesculitannin D
—— (2S,3R,4S,5R)-2-((2-(4-(benzyloxy)-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1096657-03-2 C34H32O12
(2S,3R,4S,5R)-2-((2-(4-(benzyloxy)-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— (3Z)-3-[(4-nitrophenyl)methylidene]-2-phenylchromen-4-one 112098-42-7 C22H15NO4
(3Z)-3-[(4-nitrophenyl)methylidene]-2-phenylchromen-4-one
—— 7-O-β-D-acetylgalactosylflavone 1209000-33-8 C29H28O12
7-O-β-D-acetylgalactosylflavone
—— 2,3-trans-3,4-cis-4-p-methoxyphenoxyflavan-3-ol 89840-14-2 C22H20O4
2,3-trans-3,4-cis-4-p-methoxyphenoxyflavan-3-ol
—— 36048-13-2 C39H42O13
—— 36048-11-0 C37H39NO12
—— 8-Brom-heptamethyl-dehydro-dicatechin A 36048-22-3 C37H37BrO12
8-Brom-heptamethyl-dehydro-dicatechin A
—— 5'-(7'sulfanylhexan-9'-ol)catechin 1364301-31-4 C21H26O7S
5'-(7'sulfanylhexan-9'-ol)catechin
—— 109671-74-1 C42H46O14
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl 7-(2-(4-(2-tert-butoxy-2-oxoethyl)phenylamino)-2-oxoethylamino)-7-oxoheptanoate 1469894-72-1 C57H56N2O12
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl 7-(2-(4-(2-tert-butoxy-2-oxoethyl)phenylamino)-2-oxoethylamino)-7-oxoheptanoate
—— 2-[3,4-bis-(toluene-4-sulfonyloxy)-phenyl]-5-hydroxy-3,7-bis-(toluene-4-sulfonyloxy)-chromen-4-one 20046-06-4 C43H34O15S4
2-[3,4-bis-(toluene-4-sulfonyloxy)-phenyl]-5-hydroxy-3,7-bis-(toluene-4-sulfonyloxy)-chromen-4-one
—— 2,2,7-Triphenylchromene 933066-98-9 C27H20O
2,2,7-Triphenylchromene
—— 2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-6-((tetrahydro-2H-pyran-2-yl)oxy)-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one 1352307-51-7 C37H43NO7
2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-6-((tetrahydro-2H-pyran-2-yl)oxy)-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one
—— diethyl 2-methyl-2-(4-oxo-2-phenyl-4H-1-benzopyran-8-yl)propanedioate 87626-78-6 C23H22O6
diethyl 2-methyl-2-(4-oxo-2-phenyl-4H-1-benzopyran-8-yl)propanedioate
—— catechin-(4α->8)-epicatechin-(4β->S)-benzylthioether 115648-76-5 C37H32O12S
catechin-(4α->8)-epicatechin-(4β->S)-benzylthioether
—— 2-[3,4-bis-(3-chloro-2,2-dimethylpropanoyloxy)-phenyl]-3,7-di-(3-chloro-2,2-dimethylpropan-oyloxy)-5-hydroxychromen-4-one 1446192-85-3 C35H38Cl4O11
2-[3,4-bis-(3-chloro-2,2-dimethylpropanoyloxy)-phenyl]-3,7-di-(3-chloro-2,2-dimethylpropan-oyloxy)-5-hydroxychromen-4-one
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one 742062-20-0 C42H36O16
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one
—— 4'-O-(CO-Met-OH)-quercetin 1138406-23-1 C21H19NO10S
4'-O-(CO-Met-OH)-quercetin
—— 1466397-30-7 C38H37NO10
—— 3-[4-[4-[[5-(3,7-Dihydroxy-5-methoxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]methyl]triazol-1-yl]butyl]-2-(4-hydroxy-3-methoxyphenyl)quinazolin-4-one 1427579-81-4 C38H33N5O10
3-[4-[4-[[5-(3,7-Dihydroxy-5-methoxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]methyl]triazol-1-yl]butyl]-2-(4-hydroxy-3-methoxyphenyl)quinazolin-4-one
—— 2-(4-hydroxy-phenyl)-chroman-4-one oxime 71906-94-0 C15H13NO3
2-(4-hydroxy-phenyl)-chroman-4-one oxime
—— 7-(4-iodobutoxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one 1233627-95-6 C19H17IO7
7-(4-iodobutoxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one
—— 4-(4-hydroxylphenyl)-4H-benzopyran[4,3-d][1,2,3]selenadiazole 1266399-46-5 C15H10N2O2Se
4-(4-hydroxylphenyl)-4H-benzopyran[4,3-d][1,2,3]selenadiazole
—— 4',5-Dihydroxy-7-methoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-3)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid 83170-26-7 C50H58O27
4',5-Dihydroxy-7-methoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-3)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid
—— 2-(3,4-dimethoxy-phenyl)-8-[(Ξ)-1-(2-hydroxy-4,6-dimethoxy-benzoyl)-2-(4-methoxy-phenyl)-vinyl]-5,7-dimethoxy-chromen-4-one 21919-59-5 C37H34O11
2-(3,4-dimethoxy-phenyl)-8-[(Ξ)-1-(2-hydroxy-4,6-dimethoxy-benzoyl)-2-(4-methoxy-phenyl)-vinyl]-5,7-dimethoxy-chromen-4-one
—— benzoic acid 5-(4-fluorobenzyloxy)-4-oxo-2-pyridine-2-yl-4H-chromene-3-yl ester 500370-47-8 C28H18FNO5
benzoic acid 5-(4-fluorobenzyloxy)-4-oxo-2-pyridine-2-yl-4H-chromene-3-yl ester
—— 6-phenyl-12H-6,12-methano-dibenzo[d,g][1,3]dioxocin 31487-88-4 C21H16O2
6-phenyl-12H-6,12-methano-dibenzo[d,g][1,3]dioxocin
—— 4"-benzyloxy-3-benzylideneflavanone 112014-58-1 C29H22O3
4"-benzyloxy-3-benzylideneflavanone
—— 10-(2,4-Dimethoxyphenyl)-11,21-dimethoxy-5,5-bis(4-methoxyphenyl)-21-methyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene 1278524-08-5 C45H40O7
10-(2,4-Dimethoxyphenyl)-11,21-dimethoxy-5,5-bis(4-methoxyphenyl)-21-methyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene
—— 4-[4-[5-(4-Methoxyphenyl)-1',1',5',5'-tetramethyl-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-5-yl]phenyl]morpholine 1263318-54-2 C48H51NO3S2
4-[4-[5-(4-Methoxyphenyl)-1',1',5',5'-tetramethyl-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-5-yl]phenyl]morpholine