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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
—— 7,8-dibenzyloxy-3',4',5'-trimethoxyflavone 79492-67-4 C32H28O7
7,8-dibenzyloxy-3',4',5'-trimethoxyflavone
—— (-)-(7''S,8''S)-4'',5,7-trihydroxy-3',5'-dimethoxy-4',8''-oxyflavonolignan-7'',9''-diol 1292294-31-5 C26H24O10
(-)-(7''S,8''S)-4'',5,7-trihydroxy-3',5'-dimethoxy-4',8''-oxyflavonolignan-7'',9''-diol
—— 2-(4-methoxyphenyl)-4-(trifluoromethyl)benzo[b]oxepine 1448458-45-4 C18H13F3O2
2-(4-methoxyphenyl)-4-(trifluoromethyl)benzo[b]oxepine
—— 6-Chloromethyl-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 79180-33-9 C20H21ClO6
6-Chloromethyl-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— (E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(3,4-dichlorophenyl)acrylate 1257529-65-9 C30H24Cl2O12
(E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(3,4-dichlorophenyl)acrylate
—— 2-(3-Bromo-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one 1242983-34-1 C23H24BrNO5
2-(3-Bromo-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one
—— 108887-58-7 C69H74O37
—— 2-(4-Benzyloxy-phenyl)-3,5-dihydroxy-6,7-dimethoxy-chromen-4-one 124910-03-8 C24H20O7
2-(4-Benzyloxy-phenyl)-3,5-dihydroxy-6,7-dimethoxy-chromen-4-one
—— 1156494-90-4 C39H31NO9
—— 7,8-diacetoxy-3',4',5'-trimethoxyflavone 79492-69-6 C22H20O9
7,8-diacetoxy-3',4',5'-trimethoxyflavone
—— 6-cyano-2'-isopropoxy-flavone 57009-59-3 C19H15NO3
6-cyano-2'-isopropoxy-flavone
—— 2',4'-Dimethoxy-6,8-dimethyl-flavon-carbonsaeure-(3) 109393-56-8 C20H18O6
2',4'-Dimethoxy-6,8-dimethyl-flavon-carbonsaeure-(3)
—— 2-Methyl-butyric acid 7-acetoxy-5-hydroxy-3,6-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-8-yl ester 142609-04-9 C25H26O10
2-Methyl-butyric acid 7-acetoxy-5-hydroxy-3,6-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-8-yl ester
—— 3',4'-Methylendioxy-flavanon-phenylhydrazon 96266-23-8 C22H18N2O3
3',4'-Methylendioxy-flavanon-phenylhydrazon
—— 6-Benzoyl-3'-hydroxy-8-methyl-flavon 95811-69-1 C23H16O4
6-Benzoyl-3'-hydroxy-8-methyl-flavon
—— 3,7-Dimethoxy-5,6;3',4'-bismethylendioxy-flavon 100153-49-9 C19H14O8
3,7-Dimethoxy-5,6;3',4'-bismethylendioxy-flavon
—— 2-(3,4-Dimethoxy-phenyl)-5,7-dihydroxy-3-(3-oxo-3-phenyl-propyl)-chromen-4-one 182220-36-6 C26H22O7
2-(3,4-Dimethoxy-phenyl)-5,7-dihydroxy-3-(3-oxo-3-phenyl-propyl)-chromen-4-one
—— 2-(4-(10-fluorodecyloxy)phenyl)-2,3-dihydro-5,7-dihydroxychromen-4-one 879223-94-6 C25H31FO5
2-(4-(10-fluorodecyloxy)phenyl)-2,3-dihydro-5,7-dihydroxychromen-4-one
—— 8-bromo-3-hydroxy-6-methyl-2-phenyl-chromen-4-one 92796-49-1 C16H11BrO3
8-bromo-3-hydroxy-6-methyl-2-phenyl-chromen-4-one
—— 3-Ethyl-8-allyl-flavon 6608-26-0 C20H18O2
3-Ethyl-8-allyl-flavon
—— Gallocatechin-(4α->8)-catechin peracetate 68964-87-4 C52H48O24
Gallocatechin-(4α->8)-catechin peracetate
—— 2-(7-ethoxy-4-oxo-2-(4-(trifluoromethyl)phenyl)-4H-chromen-5-yl)naphthalene-1,4-dione 1415426-50-4 C28H17F3O5
2-(7-ethoxy-4-oxo-2-(4-(trifluoromethyl)phenyl)-4H-chromen-5-yl)naphthalene-1,4-dione
—— 6,7-(2-Isopropyl-2,3-dihydro-4,5-furano)-4'-methoxy-flavon 97432-34-3 C21H20O4
6,7-(2-Isopropyl-2,3-dihydro-4,5-furano)-4'-methoxy-flavon
—— 3-Acetoxy-5,6,7,4'-tetramethoxy-flavon 94875-87-3 C21H20O8
3-Acetoxy-5,6,7,4'-tetramethoxy-flavon
—— 14,14-Bis(4-methoxyphenyl)-1',1',2',2'-tetramethyl-21,21-bis(2-methylphenyl)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'-cyclopentane] 1398417-20-3 C57H52O4S
14,14-Bis(4-methoxyphenyl)-1',1',2',2'-tetramethyl-21,21-bis(2-methylphenyl)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'-cyclopentane]
—— Bis-<3-Methoxy-7-flavonyloxy>methan 24532-01-2 C33H24O8
Bis-<3-Methoxy-7-flavonyloxy>methan
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-(morpholin-4-ylmethyl)pyridine-2-carboxamide 1219446-32-8 C26H22ClN3O4
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-(morpholin-4-ylmethyl)pyridine-2-carboxamide
—— Toluene-4-sulfonic acid 2-(4-benzyloxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester 124909-99-5 C31H26O9S
Toluene-4-sulfonic acid 2-(4-benzyloxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— [2-(4-methoxyphenyl)-4-oxo-5,7-di(propan-2-yloxy)chromen-8-yl]boronic acid 135159-01-2 C22H25BO7
[2-(4-methoxyphenyl)-4-oxo-5,7-di(propan-2-yloxy)chromen-8-yl]boronic acid
—— N-[2-(3-morpholin-4-ylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219444-94-6 C23H19N3O4S
N-[2-(3-morpholin-4-ylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 5,7,3',4'-tetra-O-methylepicatechin-4β,8-(5,7,3',4'-tetra-O-methylepicatechin) 37064-32-7 C38H42O12
5,7,3',4'-tetra-O-methylepicatechin-4β,8-(5,7,3',4'-tetra-O-methylepicatechin)
—— (R)-2-(4-fluorophenyl)-7-hydroxychroman-4-one 1438761-42-2 C15H11FO3
(R)-2-(4-fluorophenyl)-7-hydroxychroman-4-one
—— 240487-92-7 C37H38O12
—— 3-<4-Chlor-benzyliden>-6-nitro-flavanon 22084-23-7 C22H14ClNO4
3-<4-Chlor-benzyliden>-6-nitro-flavanon
—— 6-Benzoyl-8-methyl-3',4'-methylendioxy-flavon 95490-01-0 C24H16O5
6-Benzoyl-8-methyl-3',4'-methylendioxy-flavon
—— 5-benzoyloxy-7-benzyloxyflavone 1265223-28-6 C29H20O5
5-benzoyloxy-7-benzyloxyflavone
—— isohemiphloin 3682-02-8 C21H22O10
isohemiphloin
—— 6-Benzoyl-3'-hydroxy-8-methyl-flavonol 95811-77-1 C23H16O5
6-Benzoyl-3'-hydroxy-8-methyl-flavonol
—— 2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-tetradecyl-chromen-4-one 134082-30-7 C45H54O7
2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-tetradecyl-chromen-4-one
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5,6,7-trimethoxy-chromen-4-one 134082-18-1 C38H40O7
2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5,6,7-trimethoxy-chromen-4-one
—— 2-Methyl-8-hydroxyflavanon 94501-20-9 C16H14O3
2-Methyl-8-hydroxyflavanon
—— 8-Acetamino-6-chlor-flavon 21312-96-9 C17H12ClNO3
8-Acetamino-6-chlor-flavon
—— 3,6,8-Trimethoxy-flavon 95020-28-3 C18H16O5
3,6,8-Trimethoxy-flavon
—— 8-Brom-7-benzoyloxy-3-benzoyl-flavon 97392-41-1 C29H17BrO5
8-Brom-7-benzoyloxy-3-benzoyl-flavon
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5',22-pentamethylspiro[15-oxa-20-thia-22-azahexacyclo[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] 1398416-18-6 C45H45NO3S
14,14-Bis(4-methoxyphenyl)-1',1',5',5',22-pentamethylspiro[15-oxa-20-thia-22-azahexacyclo[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]
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl 4-methylpentanoate 1201808-01-6 C42H38O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl 4-methylpentanoate
—— 6-acetyl-5,7-dihydroxy-3,3',4'-trimethoxyflavone 110193-78-7 C21H20O9
6-acetyl-5,7-dihydroxy-3,3',4'-trimethoxyflavone
—— (8S)-8-[2-(methoxymethyl)phenyl]-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-27-8 C23H27N3O3
(8S)-8-[2-(methoxymethyl)phenyl]-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 5,7,3',4'-Tetramethoxy-3-brom-flavanon 94303-56-7 C19H19BrO6
5,7,3',4'-Tetramethoxy-3-brom-flavanon
—— 3,6,8-Tribrom-5-hydroxy-flavon 10445-81-5 C15H7Br3O3
3,6,8-Tribrom-5-hydroxy-flavon