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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
—— N-[(2R,3R)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-yl]-3,4,5-trihydroxybenzamide 873073-53-1 C46H75NO9Si4
N-[(2R,3R)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-yl]-3,4,5-trihydroxybenzamide
—— N-[(2R,3S)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-yl]-3,4,5-trihydroxybenzamide 873073-55-3 C46H75NO9Si4
N-[(2R,3S)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-yl]-3,4,5-trihydroxybenzamide
—— 8-methyl-2-phenylchroman-7-yl trifluoromethanesulfonate 1231891-34-1 C17H15F3O4S
8-methyl-2-phenylchroman-7-yl trifluoromethanesulfonate
—— (2R)-2-amino-3-[[2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]sulfanyl]propanoic acid 800386-06-5 C48H43NO20S
(2R)-2-amino-3-[[2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]sulfanyl]propanoic acid
—— ethyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-40-0 C50H49NO3
ethyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 3,3-di(4-methoxyphenyl)-6-methoxy-7-morpholino-11-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1021540-55-5 C42H38F3NO5
3,3-di(4-methoxyphenyl)-6-methoxy-7-morpholino-11-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 2-(tert-butyl-dimethyl-silanyloxy)-9-[4'-(2'-chloro-ethoxy)-phenyl]-11,14-spiro[4,5]-5,6,7,8-tetrahydro-9H-benzo[c]chromene 874281-35-3 C29H37ClO3S2Si
2-(tert-butyl-dimethyl-silanyloxy)-9-[4'-(2'-chloro-ethoxy)-phenyl]-11,14-spiro[4,5]-5,6,7,8-tetrahydro-9H-benzo[c]chromene
—— 4-{2-[2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yloxy]-ethoxy}-benzoic acid 851133-90-9 C28H26O10
4-{2-[2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yloxy]-ethoxy}-benzoic acid
—— 5,7,2',3'-tetrahydroxyflavone 847032-31-9 C15H10O6
5,7,2',3'-tetrahydroxyflavone
—— 2-(3,4-dihydroxyphenyl)-3-hydroxy-6-propyl-4H-chromen-4-one 1313738-79-2 C18H16O5
2-(3,4-dihydroxyphenyl)-3-hydroxy-6-propyl-4H-chromen-4-one
—— 2-(3,4-Dihydroxyphenyl)-3-hydroxy-8-methyl-4H-chromen-4-one 1313738-78-1 C16H12O5
2-(3,4-Dihydroxyphenyl)-3-hydroxy-8-methyl-4H-chromen-4-one
—— 7,8-Diamino-2-(4-(dimethylamino)phenyl)-4H-chromen-4-one trihydrochloride 1258638-65-1 C17H20Cl3N3O2
7,8-Diamino-2-(4-(dimethylamino)phenyl)-4H-chromen-4-one trihydrochloride
—— 4',5,6,7,8-pentamethoxy-4-flavanol 1382191-86-7 C20H24O7
4',5,6,7,8-pentamethoxy-4-flavanol
—— 2,4-Bis(4-bromophenyl)-7-methoxy-4-methylchromen-8-ol 1384833-43-5 C23H18Br2O3
2,4-Bis(4-bromophenyl)-7-methoxy-4-methylchromen-8-ol
—— 3-methyl-7-hydroxy-2-(4'-N,N-dimethylaminophenyl)-4H-benzopyran-4-one 1233712-95-2 C18H17NO3
3-methyl-7-hydroxy-2-(4'-N,N-dimethylaminophenyl)-4H-benzopyran-4-one
—— 2-(2-Hydroxyphenyl)-3-methylchromen-4-one 1233713-03-5 C16H12O3
2-(2-Hydroxyphenyl)-3-methylchromen-4-one
—— 2-(3,4-dimethoxyphenyl)-5-methoxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1393953-80-4 C22H24O9
2-(3,4-dimethoxyphenyl)-5-methoxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one
—— 6-fluoro-3-hydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 1394018-30-4 C18H15FO6
6-fluoro-3-hydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 2-(benzo[1,3]dioxol-5-yl)-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-12-1 C18H14N2O4*ClH
2-(benzo[1,3]dioxol-5-yl)-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 6-amino-2-(benzo[d][1,3]dioxol-5-yl)-4H-chromen-4-one 36768-28-2 C16H11NO4
6-amino-2-(benzo[d][1,3]dioxol-5-yl)-4H-chromen-4-one
—— (2-(Benzyloxy)-5-(3,7-bis(benzyloxy)-5-hydroxy-4-oxo-4H-chromen-2-yl) phenoxy)methyl butyrate 1114367-10-0 C41H36O9
(2-(Benzyloxy)-5-(3,7-bis(benzyloxy)-5-hydroxy-4-oxo-4H-chromen-2-yl) phenoxy)methyl butyrate
—— 3-hydroxy-6,7,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 743457-91-2 C19H18O7
3-hydroxy-6,7,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 2-(3,4-dimethoxyphenyl)-3-hydroxy-6-(12-hydroxydodecyl)-4H-chromen-4-one 1192850-22-8 C29H38O6
2-(3,4-dimethoxyphenyl)-3-hydroxy-6-(12-hydroxydodecyl)-4H-chromen-4-one
—— Luteolin monohydrate 6113-16-2 C15H12O7
Luteolin monohydrate
—— methyl 2-(3,4-dichlorophenyl)-4-hydroxy-2-methylchroman-3-carboxylate 1204754-66-4 C18H16Cl2O4
methyl 2-(3,4-dichlorophenyl)-4-hydroxy-2-methylchroman-3-carboxylate
—— triisopropyl-((R)-2-phenyl-chroman-7-yloxy)-silane 1309652-53-6 C24H34O2Si
triisopropyl-((R)-2-phenyl-chroman-7-yloxy)-silane
—— (2R)-Flavan-7-ol 370070-66-9 C15H14O2
(2R)-Flavan-7-ol
—— 2-(3,4-Dimethoxyphenyl)-6-ethyl-3-hydroxychromen-4-one 1365271-38-0 C19H18O5
2-(3,4-Dimethoxyphenyl)-6-ethyl-3-hydroxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-(12-hydroxydodecyl)-7-methoxy-4H-chromen-4-one 1192850-47-7 C28H36O8
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-(12-hydroxydodecyl)-7-methoxy-4H-chromen-4-one
—— 2,2-diphenyl-5-morpholino-6-carboethoxy-2H-naphtho[1,2-b]pyran 402564-13-0 C32H29NO4
2,2-diphenyl-5-morpholino-6-carboethoxy-2H-naphtho[1,2-b]pyran
—— 6-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one 3556-99-8 C16H14O5
6-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one
—— apigenin 6,8-di-C-glucoside 19335-29-6 C27H30O15
apigenin 6,8-di-C-glucoside
—— 2-{2-[(4-methoxybenzyl)oxy]phenyl}-3-(2-phenylethyl)-4H-chromen-4-one 883281-97-8 C31H26O4
2-{2-[(4-methoxybenzyl)oxy]phenyl}-3-(2-phenylethyl)-4H-chromen-4-one
—— (2S)-2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one 124596-89-0 C25H28O6
(2S)-2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-6-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-, (S)- 143381-59-3 C18H16O8
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-6-methoxy-2-(7-methoxy-1,3-benzodioxol-5-yl)-, (S)-
—— 3-amino-2-(3-methoxyphenyl)-4H-1-benzopyran-4-one 92855-99-7 C16H13NO3
3-amino-2-(3-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-[2-(3-chloro-4-fluorophenyl)-3-methoxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372102-64-2 C20H17ClFNO5S
2-[2-(3-chloro-4-fluorophenyl)-3-methoxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 3,5-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one 25572-50-3 C16H12O5
3,5-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one
—— 2-(2,3-dimethoxy-phenyl)-7,8-dimethoxy-chromen-4-one 103440-04-6 C19H18O6
2-(2,3-dimethoxy-phenyl)-7,8-dimethoxy-chromen-4-one
—— 2-(2,3-dihydroxy-phenyl)-7,8-dihydroxy-chromen-4-one 108238-55-7 C15H10O6
2-(2,3-dihydroxy-phenyl)-7,8-dihydroxy-chromen-4-one
—— 7,8-diacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one 112685-44-6 C23H18O10
7,8-diacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one
—— Isotheaflavin 31701-93-6 C29H24O12
Isotheaflavin
—— apigenin-7-O-β-D-glucoside-4'-O-α-L-rhamnoside 1145669-55-1 C27H30O14
apigenin-7-O-β-D-glucoside-4'-O-α-L-rhamnoside
—— (2S)-7-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydrochromen-4-one —— C27H32O15
(2S)-7-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-2,3-dihydrochromen-4-one
—— Sodium;6-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]hexanoate 1142252-90-1 C32H28NO4*Na
Sodium;6-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]hexanoate
—— Sodium;7-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]heptanoate 1142252-91-2 C33H30NO4*Na
Sodium;7-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]heptanoate
—— sodium;(2S)-2-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]-3-methylbutanoate 1142252-98-9 C31H26NO4*Na
sodium;(2S)-2-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]-3-methylbutanoate
—— Sodium;4-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]butanoate 1142252-85-4 C30H24NO4*Na
Sodium;4-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]butanoate
—— Sodium;8-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]octanoate 1142252-93-4 C34H32NO4*Na
Sodium;8-[(3,3-diphenylbenzo[f]chromene-8-carbonyl)amino]octanoate
—— 2-[4-(dimethylamino)phenyl]-6-[2-(2-(18F)fluoranylethoxy)ethoxy]chromen-4-one 1147337-65-2 C21H22FNO4
2-[4-(dimethylamino)phenyl]-6-[2-(2-(18F)fluoranylethoxy)ethoxy]chromen-4-one