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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-Hydroxy-7-methoxy-6-(3-morpholin-4-ylpropoxy)-2-phenylchromen-4-one 1263322-94-6 C23H25NO6
5-Hydroxy-7-methoxy-6-(3-morpholin-4-ylpropoxy)-2-phenylchromen-4-one
—— 5-Hydroxy-7-methoxy-6-(4-morpholin-4-ylbutoxy)-2-phenylchromen-4-one 1263322-99-1 C24H27NO6
5-Hydroxy-7-methoxy-6-(4-morpholin-4-ylbutoxy)-2-phenylchromen-4-one
—— 6-methoxy-9-phenyl-3,4-dihydro-2H-pyrano[2,3-i][1,5]benzodioxepin-11-one 1571989-59-7 C19H16O5
6-methoxy-9-phenyl-3,4-dihydro-2H-pyrano[2,3-i][1,5]benzodioxepin-11-one
—— 6-[4-(Diethylamino)butoxy]-5-hydroxy-7-methoxy-2-phenylchromen-4-one 1263322-96-8 C24H29NO5
6-[4-(Diethylamino)butoxy]-5-hydroxy-7-methoxy-2-phenylchromen-4-one
—— 2-(4-Tert-butylphenyl)-6-chlorochromen-4-one 332102-79-1 C19H17ClO2
2-(4-Tert-butylphenyl)-6-chlorochromen-4-one
—— 2-(4-Chlorophenyl)-3-hydroxy-2,3-dimethoxy-2,3-dihydro-4H-chromen-4-one 70460-53-6 C17H15ClO5
2-(4-Chlorophenyl)-3-hydroxy-2,3-dimethoxy-2,3-dihydro-4H-chromen-4-one
—— 4-chloro-6-fluoro-3-formyl-flav-3-ene 98769-88-1 C16H10ClFO2
4-chloro-6-fluoro-3-formyl-flav-3-ene
—— 5-Hydroxy-6-(4-morpholin-4-ylbutoxy)-2-phenyl-7-phenylmethoxychromen-4-one 1263322-81-1 C30H31NO6
5-Hydroxy-6-(4-morpholin-4-ylbutoxy)-2-phenyl-7-phenylmethoxychromen-4-one
—— (2S)-2-(4-methoxyphenyl)-6-methyl-2,3-dihydrochromen-4-one 27770-80-5 C17H16O3
(2S)-2-(4-methoxyphenyl)-6-methyl-2,3-dihydrochromen-4-one
—— 6-methoxy-2-phenyl-4H-chromen-3-one 105849-81-8 C16H14O3
6-methoxy-2-phenyl-4H-chromen-3-one
—— (S)-6-methoxy-3-nitro-2-phenyl-2H-chromene 1384100-29-1 C16H13NO4
(S)-6-methoxy-3-nitro-2-phenyl-2H-chromene
—— 6-[4-(Diethylamino)butoxy]-5-hydroxy-2-phenyl-7-phenylmethoxychromen-4-one 1263322-78-6 C30H33NO5
6-[4-(Diethylamino)butoxy]-5-hydroxy-2-phenyl-7-phenylmethoxychromen-4-one
—— 5-Hydroxy-6-[4-(4-methylpiperazin-1-yl)butoxy]-2-phenyl-7-phenylmethoxychromen-4-one 1263322-82-2 C31H34N2O5
5-Hydroxy-6-[4-(4-methylpiperazin-1-yl)butoxy]-2-phenyl-7-phenylmethoxychromen-4-one
—— 5-Hydroxy-2-phenyl-7-phenylmethoxy-6-(4-piperidin-1-ylbutoxy)chromen-4-one 1263322-80-0 C31H33NO5
5-Hydroxy-2-phenyl-7-phenylmethoxy-6-(4-piperidin-1-ylbutoxy)chromen-4-one
—— 5,7-Dihydroxy-2-phenyl-6-(4-piperidin-1-ylbutoxy)chromen-4-one 1263322-88-8 C24H27NO5
5,7-Dihydroxy-2-phenyl-6-(4-piperidin-1-ylbutoxy)chromen-4-one
—— 5-Hydroxy-2-phenyl-7-phenylmethoxy-6-(4-pyrrolidin-1-ylbutoxy)chromen-4-one 1263322-79-7 C30H31NO5
5-Hydroxy-2-phenyl-7-phenylmethoxy-6-(4-pyrrolidin-1-ylbutoxy)chromen-4-one
—— 5,7-Dihydroxy-2-phenyl-6-(4-pyrrolidin-1-ylbutoxy)chromen-4-one 1263322-87-7 C23H25NO5
5,7-Dihydroxy-2-phenyl-6-(4-pyrrolidin-1-ylbutoxy)chromen-4-one
—— 5,7-Dihydroxy-6-(4-morpholin-4-ylbutoxy)-2-phenylchromen-4-one 1263322-89-9 C23H25NO6
5,7-Dihydroxy-6-(4-morpholin-4-ylbutoxy)-2-phenylchromen-4-one
—— (2S)-7-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one 1219977-64-6 C16H13FO3
(2S)-7-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— 5-Hydroxy-6-methoxy-7-[4-(4-methylpiperazin-1-yl)butoxy]-2-phenylchromen-4-one 1263323-20-1 C25H30N2O5
5-Hydroxy-6-methoxy-7-[4-(4-methylpiperazin-1-yl)butoxy]-2-phenylchromen-4-one
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-7-methoxychromen-4-one 170708-93-7 C19H16O5
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-7-methoxychromen-4-one
—— (S)-3,4-dihydro-2-(4-methylphenyl)-2H-1-benzopyran 1009633-78-6 C16H16O
(S)-3,4-dihydro-2-(4-methylphenyl)-2H-1-benzopyran
—— (R)-3,4-dihydro-2-(4-methylphenyl)-2H-1-benzopyran 1132755-78-2 C16H16O
(R)-3,4-dihydro-2-(4-methylphenyl)-2H-1-benzopyran
—— (6S,7aS,11aS)-6-allyl-6-phenyl-7a,8,9,10,11,11a-hexahydro-6H-chromeno[3,4-b]-quinoxaline 1233689-29-6 C24H24N2O
(6S,7aS,11aS)-6-allyl-6-phenyl-7a,8,9,10,11,11a-hexahydro-6H-chromeno[3,4-b]-quinoxaline
—— 3,9-dimethyl-7-phenyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100222-00-1 C19H16O3
3,9-dimethyl-7-phenyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— (8S)-2-(2-hydroxy-2-phenylethyl)-N,N,3-trimethyl-8-(2-methylphenyl)-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxamide 1172118-61-4 C29H31N3O3
(8S)-2-(2-hydroxy-2-phenylethyl)-N,N,3-trimethyl-8-(2-methylphenyl)-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxamide
—— 7-(4-methoxyphenyl)-3,9-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100222-01-2 C20H18O4
7-(4-methoxyphenyl)-3,9-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— 7-(4-chlorophenyl)-3,9-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100222-02-3 C19H15ClO3
7-(4-chlorophenyl)-3,9-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— (E)-6-(4-methoxybenzylidene)-7-(4-methoxyphenyl)-3,9-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100222-34-1 C28H24O5
(E)-6-(4-methoxybenzylidene)-7-(4-methoxyphenyl)-3,9-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— 4-hydroxy-3-nitroflavan 86628-43-5 C15H13NO4
4-hydroxy-3-nitroflavan
—— 4'-Methylfurano<2'',3'':7,8>flavanone 105705-28-0 C18H14O3
4'-Methylfurano<2'',3'':7,8>flavanone
—— 7-hydroxy-8-phenylfuro[2,3-h]benzopyran-6-one 4439-65-0 C17H10O4
7-hydroxy-8-phenylfuro[2,3-h]benzopyran-6-one
—— 6,8-dibromo-2-phenyl-chroman-4-one 42079-80-1 C15H10Br2O2
6,8-dibromo-2-phenyl-chroman-4-one
—— 3-chloro-3,4-dihydro-2,4-diphenyl-2H-1-benzopyran-2-ol 133379-92-7 C21H17ClO2
3-chloro-3,4-dihydro-2,4-diphenyl-2H-1-benzopyran-2-ol
—— 3,5-dihydroxyflavanone 136258-13-4 C15H12O4
3,5-dihydroxyflavanone
—— (2R)-5-Hydroxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 827313-95-1 C15H12O3
(2R)-5-Hydroxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
—— 4-chloro-3-formyl-5-hydroxy-flav-3-ene 98769-87-0 C16H11ClO3
4-chloro-3-formyl-5-hydroxy-flav-3-ene
—— Cyanidin 3,3',5-triglucoside 88110-66-1 C33H41O21+
Cyanidin 3,3',5-triglucoside
—— Cyanidin 3-O-[b-D-Xylopyranosyl-(1->2)-[b-D-glucopyranosyl-(1->6)]-b-D-galactopyranoside] 142561-98-6 C32H39O20+
Cyanidin 3-O-[b-D-Xylopyranosyl-(1->2)-[b-D-glucopyranosyl-(1->6)]-b-D-galactopyranoside]
—— (2R,3R)-2',5,7-trihydroxydihydroflavonol 31477-95-9 C15H12O6
(2R,3R)-2',5,7-trihydroxydihydroflavonol
—— (2R,3S)-trans-3-acetoxy-4'-methoxyflavan 201049-26-5 C18H18O4
(2R,3S)-trans-3-acetoxy-4'-methoxyflavan
—— Monardein 73545-87-6 C42H41O23+
Monardein
—— (2R<sup>*</sup>,3S<sup>*</sup>,4S<sup>*</sup>)-5,7,4'-trimethoxyflavan-3,4-diol —— C18H20O6
(2R<sup>*</sup>,3S<sup>*</sup>,4S<sup>*</sup>)-5,7,4'-trimethoxyflavan-3,4-diol
—— 5,7-dihydroxy-2-(4-((1-methyl-1H-imidazol-5-yl)ethynyl)phenyl)-4H-chromen-4-one 1084329-08-7 C21H14N2O4
5,7-dihydroxy-2-(4-((1-methyl-1H-imidazol-5-yl)ethynyl)phenyl)-4H-chromen-4-one
—— Salipurposid 28757-27-9 C21H20O10
Salipurposid
—— (2R,3R)-(+)-4',5,7-trimethoxydihydroflavonol 76792-94-4 C18H18O6
(2R,3R)-(+)-4',5,7-trimethoxydihydroflavonol
—— 5,7-dihydroxy-2-[4-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one 20486-34-4 C21H20O10
5,7-dihydroxy-2-[4-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
—— (2S)-di-O-methylquiritigenin 95753-46-1 C17H16O4
(2S)-di-O-methylquiritigenin
—— 7-acetoxy-2-(4-acetoxy-phenyl)-chromen-4-one 109688-07-5 C19H14O6
7-acetoxy-2-(4-acetoxy-phenyl)-chromen-4-one
—— apigenin 4'-O-β-D-glucopyranoside 20486-34-4 C21H20O10
apigenin 4'-O-β-D-glucopyranoside