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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
—— 4',5,8-trimethoxy-3,7-bis(tosyloxy)flavone 117155-42-7 C32H28O11S2
4',5,8-trimethoxy-3,7-bis(tosyloxy)flavone
—— Acetic acid (2R,3R)-7-acetoxy-2-(4-acetoxy-phenyl)-6-((E)-3,7-dimethyl-octa-2,6-dienyl)-5-methoxy-4-oxo-chroman-3-yl ester 96917-38-3 C32H36O9
Acetic acid (2R,3R)-7-acetoxy-2-(4-acetoxy-phenyl)-6-((E)-3,7-dimethyl-octa-2,6-dienyl)-5-methoxy-4-oxo-chroman-3-yl ester
—— N-[3-(2-amino-4-methyl-5,6-dihydro-1,3-thiazin-4-yl)-4-fluorophenyl]-3,4-dihydro-2H-chromene-2-carboxamide 1075225-88-5 C21H22FN3O2S
N-[3-(2-amino-4-methyl-5,6-dihydro-1,3-thiazin-4-yl)-4-fluorophenyl]-3,4-dihydro-2H-chromene-2-carboxamide
—— (6aR,6S,10aS)-6-(4-hydroxy-phenyl)-9-methylene-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-2-ol 787622-83-7 C20H20O3
(6aR,6S,10aS)-6-(4-hydroxy-phenyl)-9-methylene-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-2-ol
—— Acetic acid 3-acetoxy-5,6,7-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-8-yl ester 39972-57-1 C23H22O10
Acetic acid 3-acetoxy-5,6,7-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-8-yl ester
—— Acetic acid 2-(4-acetoxy-phenyl)-4-oxo-3-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-7-((2R,3S,4R,5S)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester 132536-67-5 C42H44O22
Acetic acid 2-(4-acetoxy-phenyl)-4-oxo-3-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-7-((2R,3S,4R,5S)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester
—— 5-carboxypyranocyanidin 3-O-β-D-glucopyranoside chloride 312297-96-4 C24H21O13*Cl
5-carboxypyranocyanidin 3-O-β-D-glucopyranoside chloride
—— 8,4'-Dimethoxy-6-isopropyloxy-flavon 94683-43-9 C20H20O5
8,4'-Dimethoxy-6-isopropyloxy-flavon
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-diphenylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane] 1398417-18-9 C56H50O4S
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-diphenylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]
—— 1-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrazole-4-carboxamide 1219445-69-8 C21H14F3N3O3
1-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrazole-4-carboxamide
—— 3',4'-dimethoxyflavonol-3-β-D-glucopyranoside 1096657-37-2 C23H24O10
3',4'-dimethoxyflavonol-3-β-D-glucopyranoside
—— methyl 6-hydroxy-2-(4-(2-hydroxyethoxy)phenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate 1197029-47-2 C29H24O6
methyl 6-hydroxy-2-(4-(2-hydroxyethoxy)phenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 2-(3,4-Bis-benzyloxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one 124909-83-7 C32H28O8
2-(3,4-Bis-benzyloxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one
—— (8S)-N,N,2,3-tetramethyl-8-(naphthalen-2-yl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 918105-18-7 C25H25N3O2
(8S)-N,N,2,3-tetramethyl-8-(naphthalen-2-yl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 6,7-<2-Isopropyl-2,3-dihydro-4,5-furano>-4'-methoxy-flavonol 95938-74-2 C21H20O5
6,7-<2-Isopropyl-2,3-dihydro-4,5-furano>-4'-methoxy-flavonol
—— [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 108887-50-9 C43H48O24
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— (2RS,4R)-6-(3,5-dichlorophenyl)-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amine 1415107-83-3 C24H18Cl2F2N2O2
(2RS,4R)-6-(3,5-dichlorophenyl)-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amine
—— 3-Acetamino-4',7-dimethoxy-flavon 95127-47-2 C19H17NO5
3-Acetamino-4',7-dimethoxy-flavon
—— 14,14-Bis(4-methoxyphenyl)-1',1'-dimethyl-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane] 1398417-04-3 C48H50O4S
14,14-Bis(4-methoxyphenyl)-1',1'-dimethyl-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane]
—— 79180-31-7 C21H21NO6
—— 88038-11-3 C56H54Br4O18
—— 3-bromo-2-(1,1-difluoromethyl)-5-(2,4-difluorophenoxy)-6-(4-methane sulfonylphenyl)pyran-4-one 361381-52-4 C19H11BrF4O5S
3-bromo-2-(1,1-difluoromethyl)-5-(2,4-difluorophenoxy)-6-(4-methane sulfonylphenyl)pyran-4-one
—— 2-(4'-Fluorophenyl)-3-methyl-5,7-bisacetoxy-4H-1-benzopyran-4-one 132313-30-5 C20H15FO6
2-(4'-Fluorophenyl)-3-methyl-5,7-bisacetoxy-4H-1-benzopyran-4-one
—— endo-7,14-cis-6,7-diphenyl-14-hydroxy-13,13a-dihydro-7H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin 95082-67-0 C30H22O3
endo-7,14-cis-6,7-diphenyl-14-hydroxy-13,13a-dihydro-7H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin
—— [(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl](pyrrolidin-1-yl)methanone 917957-23-4 C24H27N3O2
[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl](pyrrolidin-1-yl)methanone
—— 2-(2-chlorophenyl)-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide 1219445-70-1 C20H13ClN2O3S
2-(2-chlorophenyl)-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide
—— Peonidin-3-O-alpha-arabinopyranoside 792124-58-4 C21H21O10+
Peonidin-3-O-alpha-arabinopyranoside
—— 7-[(3-Methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl ester 339538-87-3 C29H22N2O5
7-[(3-Methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl ester
—— 6-benzoyl-8-chloro-2-phenyl-chromen-4-one 102442-76-2 C22H13ClO3
6-benzoyl-8-chloro-2-phenyl-chromen-4-one
—— 8-Benzoyloxy-3-methyl-flavon 95811-72-6 C23H16O4
8-Benzoyloxy-3-methyl-flavon
—— 2-bromo-3,3-bis(4-fluorophenyl)-8-(methoxycarbonyl)-3H-naphtho[2,1-b]pyran 1191071-21-2 C27H17BrF2O3
2-bromo-3,3-bis(4-fluorophenyl)-8-(methoxycarbonyl)-3H-naphtho[2,1-b]pyran
—— 14',14'-Bis(4-methoxyphenyl)-21',21'-bis(2-methylpropyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene] 1398416-79-9 C51H54O4S
14',14'-Bis(4-methoxyphenyl)-21',21'-bis(2-methylpropyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene]
—— 6-Benzoyl-8-methyl-3'-nitro-flavonolacetat 95820-82-9 C25H17NO7
6-Benzoyl-8-methyl-3'-nitro-flavonolacetat
—— Pro-cyanidin-decaacetat 106631-07-6 C50H46O23
Pro-cyanidin-decaacetat
—— 7-hydroxy-2-(3',4'-difluorophenyl)-3-(3'',4''-difluorobenzoyl)chromone 673475-97-3 C22H10F4O4
7-hydroxy-2-(3',4'-difluorophenyl)-3-(3'',4''-difluorobenzoyl)chromone
—— 8-Acetylamino-6-chlor-4'-methoxyflavon 21312-97-0 C18H14ClNO4
8-Acetylamino-6-chlor-4'-methoxyflavon
—— N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(3-nitrobenzohydrazide) 1352172-09-8 C41H28N6O7
N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(3-nitrobenzohydrazide)
—— 2-(4-benzyloxy-3-methoxy-phenyl)-3,5,7-trihydroxy-8-methoxy-chromen-4-one 1179-28-8 C24H20O8
2-(4-benzyloxy-3-methoxy-phenyl)-3,5,7-trihydroxy-8-methoxy-chromen-4-one
—— [2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-hexyl-dimethylazanium;bromide 1234679-35-6 Br*C28H39N2O3
[2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-hexyl-dimethylazanium;bromide
—— 3-acetoxy-8-benzyl-6-chloro-2-(4-methoxyphenyl)chromone 910626-05-0 C25H19ClO5
3-acetoxy-8-benzyl-6-chloro-2-(4-methoxyphenyl)chromone
—— 2-[4-(2-Hydroxy-ethoxy)-phenyl]-4-oxo-4H-chromene-6-carboxylic acid 66848-89-3 C18H14O6
2-[4-(2-Hydroxy-ethoxy)-phenyl]-4-oxo-4H-chromene-6-carboxylic acid
—— N-[2-(2,5-difluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-90-5 C20H11F2N3O3
N-[2-(2,5-difluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 5-Hydrazino-2-phenyl-4H-benzopyran-4-one 129974-32-9 C15H12N2O2
5-Hydrazino-2-phenyl-4H-benzopyran-4-one
—— 4α-phenylthio-4'-methoxyflavan 55539-28-1 C22H20O2S
4α-phenylthio-4'-methoxyflavan
—— 79180-28-2 C22H24O8
—— 3,5,7,3',4',5'-Hexamethoxy-flav-2-en 19103-48-1 C21H24O7
3,5,7,3',4',5'-Hexamethoxy-flav-2-en
—— 3-Acetoxy-6-methoxy-8-nitro-flavon 88590-64-1 C18H13NO7
3-Acetoxy-6-methoxy-8-nitro-flavon
—— 8-Benzoyloxy-6-methyl-flavon 95811-73-7 C23H16O4
8-Benzoyloxy-6-methyl-flavon
—— 6-amino-2-benzo[1,3]dioxol-5-yl-7-methoxy-chroman-4-one 110394-28-0 C17H15NO5
6-amino-2-benzo[1,3]dioxol-5-yl-7-methoxy-chroman-4-one
—— 1-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrrolidine-2-carboxamide 1219446-13-5 C22H19F3N2O3
1-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrrolidine-2-carboxamide