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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
—— 3-(4-methoxyphenyl)-3-phenyl-10,12-dibromo-6-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1383382-99-7 C36H25Br2F3O2
3-(4-methoxyphenyl)-3-phenyl-10,12-dibromo-6-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— N-{6-[3-(4-cyanobutyl)phenyl]-1-methoxy-6H-benzo[c]chromen-8-yl}methanesulfonamide 373622-48-1 C26H26N2O4S
N-{6-[3-(4-cyanobutyl)phenyl]-1-methoxy-6H-benzo[c]chromen-8-yl}methanesulfonamide
—— 7-methoxy-8-pyrrolidinomethyl-3-(p.tolyl)flavone 59208-64-9 C28H27NO3
7-methoxy-8-pyrrolidinomethyl-3-(p.tolyl)flavone
—— 5-amino-2-[4-(6-bromohexylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one 152168-81-5 C21H20BrF3N2O2
5-amino-2-[4-(6-bromohexylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one
—— 4',5,7-Trimethoxy-4-(4-methoxyphenylaethenyl)flavon 63524-15-2 C27H28O5
4',5,7-Trimethoxy-4-(4-methoxyphenylaethenyl)flavon
—— trimethoxyflavanone 144049-84-3 C28H32O6
trimethoxyflavanone
—— 100068-29-9 C94H98O30
—— 2-(2,4-dimethoxyphenyl)-5-hydroxy-6-(1-hydroxy-3-methylbutyl)-7-methoxy-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one 1443276-25-2 C28H34O7
2-(2,4-dimethoxyphenyl)-5-hydroxy-6-(1-hydroxy-3-methylbutyl)-7-methoxy-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
—— 3-Bromo-2-(4-bromo-phenyl)-6-chloro-chromen-4-one 99702-17-7 C15H7Br2ClO2
3-Bromo-2-(4-bromo-phenyl)-6-chloro-chromen-4-one
—— 3,5,7-trihydroxy-2-(3-hydroxy-phenyl)-chromenylium; chloride 577-89-9 C15H11O5*Cl
3,5,7-trihydroxy-2-(3-hydroxy-phenyl)-chromenylium; chloride
—— 6-Allyl-3.5.7.3'.4'-pentahydroxy-flavon 20046-09-7 C18H14O7
6-Allyl-3.5.7.3'.4'-pentahydroxy-flavon
—— 3-(4-bromophenyl)sulfonyl-2-(4-methoxyphenyl)-6-methylchromen-4-one 87127-97-7 C23H17BrO5S
3-(4-bromophenyl)sulfonyl-2-(4-methoxyphenyl)-6-methylchromen-4-one
—— 3-bromodiosmetin 7,3'-dibenzyl ether 890661-62-8 C30H23BrO6
3-bromodiosmetin 7,3'-dibenzyl ether
—— Acetic acid (2R,3S,4R,2'S,3'R)-3,5,7,3',5'-pentaacetoxy-2,2'-bis-(3,4-diacetoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-7'-yl ester 88079-92-9 C50H46O22
Acetic acid (2R,3S,4R,2'S,3'R)-3,5,7,3',5'-pentaacetoxy-2,2'-bis-(3,4-diacetoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-7'-yl ester
—— 8-(1',2'-dimethylallyl)-7-hydroxy-3-methylflavone 77628-30-9 C21H20O3
8-(1',2'-dimethylallyl)-7-hydroxy-3-methylflavone
—— 8-chloro-2-phenyl-pyrano[3,2-c]quinolin-4-one 109589-95-9 C18H10ClNO2
8-chloro-2-phenyl-pyrano[3,2-c]quinolin-4-one
—— N-acetoxy-4'-methoxy-6-methylflavone oxime 115663-24-6 C19H17NO4
N-acetoxy-4'-methoxy-6-methylflavone oxime
—— 7-benzyloxy-6-hexyl-2-phenyl-chromen-4-one 857823-82-6 C28H28O3
7-benzyloxy-6-hexyl-2-phenyl-chromen-4-one
—— 6-Chloro-3-hydroxy-2,3-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 131136-64-6 C18H17ClO6
6-Chloro-3-hydroxy-2,3-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— (2R,3S)-2-(3-benzyloxyphenyl)-5,7-dibenzyloxy-chroman-3-ol 1607010-88-7 C36H32O5
(2R,3S)-2-(3-benzyloxyphenyl)-5,7-dibenzyloxy-chroman-3-ol
—— (1R,2S,3S,4S,6S)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate 1232680-44-2 C47H44O11
(1R,2S,3S,4S,6S)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate
—— 2-[3,5-bis(trifluoromethyl)-phenyl]-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one 358739-75-0 C25H23F6NO5
2-[3,5-bis(trifluoromethyl)-phenyl]-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one
—— 859505-60-5 C18H14BrFO5
—— N-{2-[4-hydroxy-3-(isopropylamino)phenyl]-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl}acetamide 372102-06-2 C21H22N2O5
N-{2-[4-hydroxy-3-(isopropylamino)phenyl]-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl}acetamide
—— (1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea 373630-81-0 C23H21FN2O2S
(1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea
—— (3S,4R)-4-[2-(2-chloro-3-pyridinyl)-5,7-dimethoxy-4-oxo-4H-benzopyran-8-yl]-1-methyl-3-piperidinyl 2-chloro-3-pyridinecarboxylate 358739-64-7 C28H25Cl2N3O6
(3S,4R)-4-[2-(2-chloro-3-pyridinyl)-5,7-dimethoxy-4-oxo-4H-benzopyran-8-yl]-1-methyl-3-piperidinyl 2-chloro-3-pyridinecarboxylate
—— (2R,5''R)-5,7,4'-trihydroxy-6-(2-oxopyrrolidin-5-yl)flavanone 1023993-43-2 C19H17NO6
(2R,5''R)-5,7,4'-trihydroxy-6-(2-oxopyrrolidin-5-yl)flavanone
—— 1198596-28-9 C40H58O4Si2
—— 6-cyano-2-(4-cyanophenyl)-4H-1-benzopyran-4-one 849367-87-9 C17H8N2O2
6-cyano-2-(4-cyanophenyl)-4H-1-benzopyran-4-one
—— rac-2-(naphthalen-2-yl)-2H-chromene-3-carboxylic acid 1204754-80-2 C20H14O3
rac-2-(naphthalen-2-yl)-2H-chromene-3-carboxylic acid
—— 1073619-38-1 C19H19N5O
—— 8-allyl-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)chroman-4-one 1134396-40-9 C22H24O6
8-allyl-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)chroman-4-one
—— 3-Methyl-7-methoxy-8-aminomethyl-flavon 101734-26-3 C18H17NO3
3-Methyl-7-methoxy-8-aminomethyl-flavon
—— 2-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-heptylamino-4H-1-benzopyran-4-one 152169-06-7 C22H23F3N2O2
2-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-heptylamino-4H-1-benzopyran-4-one
—— E-3-benzylidene-4',4''-dimethoxy-6-methylflavanone 119139-51-4 C25H22O4
E-3-benzylidene-4',4''-dimethoxy-6-methylflavanone
—— 6,7-dimethoxy-2-(4-methoxyphenyl)-2H-chromene 41786-40-7 C18H18O4
6,7-dimethoxy-2-(4-methoxyphenyl)-2H-chromene
—— 4-oxo-2-phenyl-4<i>H</i>-chromene-7-carbaldehyde 50400-70-9 C16H10O3
4-oxo-2-phenyl-4<i>H</i>-chromene-7-carbaldehyde
—— 2'-Chloro-7-(2-hydroxy-3-isopropylaminopropoxy) flavone hydrochloride 84858-25-3 C21H22ClNO4*ClH
2'-Chloro-7-(2-hydroxy-3-isopropylaminopropoxy) flavone hydrochloride
—— 3-(3-nitrobenzylidene)flavanone 150073-52-2 C22H15NO4
3-(3-nitrobenzylidene)flavanone
—— (2S,3R,4R,2'R,3'R)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,7,3',5',7'-pentaol 88269-45-8 C30H26O11
(2S,3R,4R,2'R,3'R)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,7,3',5',7'-pentaol
—— 6-(C-β-D-xylopyranosyl)-8-(C-β-D-glucopyranosyl)-4',5,7-trihydroxyflavone decaacetate 64065-70-9 C46H48O24
6-(C-β-D-xylopyranosyl)-8-(C-β-D-glucopyranosyl)-4',5,7-trihydroxyflavone decaacetate
—— 8-[2-(2,4-dinitro-phenylhydrazono)-ethyl]-7-hydroxy-3-methoxy-2-phenyl-chromen-4-one 116105-47-6 C24H18N4O8
8-[2-(2,4-dinitro-phenylhydrazono)-ethyl]-7-hydroxy-3-methoxy-2-phenyl-chromen-4-one
—— 5-hydroxy-2-(4'-methoxyphenyl)-4-oxo-4H-chromene-7-carboxylic acid 410078-32-9 C17H12O6
5-hydroxy-2-(4'-methoxyphenyl)-4-oxo-4H-chromene-7-carboxylic acid
—— (+)-balsacone G 1572949-16-6 C24H22O6
(+)-balsacone G
—— 2-[2-(3-chloro-4-hydroxyphenyl)-6-(methylamino)-3-hydroxy-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372103-22-5 C19H17ClN2O6S
2-[2-(3-chloro-4-hydroxyphenyl)-6-(methylamino)-3-hydroxy-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— (2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol 78284-53-4 C27H30O8
(2R,3S,4S)-2,3-trans-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol
—— 2'-Hydroxydemethoxy-matteucinol Dimethyl Ether 77744-57-1 C19H20O5
2'-Hydroxydemethoxy-matteucinol Dimethyl Ether
—— 2-(p-bromophenyl)-3-benzoyloxy-6-phenyl-pyran-4(H)-one 116519-52-9 C24H15BrO4
2-(p-bromophenyl)-3-benzoyloxy-6-phenyl-pyran-4(H)-one
—— 2-(2,6-dichloro-4-pyridinyl)-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one 358739-77-2 C22H22Cl2N2O5
2-(2,6-dichloro-4-pyridinyl)-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one
—— 941269-63-2 C32H26ClNO5