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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
—— (2R,3R)-5,7-bis(hydroxyl)-2-[3',4',5'-tris(hydroxy)phenyl]chroman-3-yl 3-fluorobenzoate 1256160-10-7 C22H17FO8
(2R,3R)-5,7-bis(hydroxyl)-2-[3',4',5'-tris(hydroxy)phenyl]chroman-3-yl 3-fluorobenzoate
—— (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(S)-5-hydroxy-6-methoxy-2-(4-methoxy-phenyl)-4-oxo-chroman-7-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 121927-83-1 C24H26O12
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(S)-5-hydroxy-6-methoxy-2-(4-methoxy-phenyl)-4-oxo-chroman-7-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— ethyl 4-oxo-2-phenyl-5,6,7,8-tetrafluoro-4H-chromene-3-carboxylate 4517-87-7 C18H10F4O4
ethyl 4-oxo-2-phenyl-5,6,7,8-tetrafluoro-4H-chromene-3-carboxylate
—— baeckein D 1346521-74-1 C38H32O19
baeckein D
—— (+/-)-2,3-trans-3,4-cis-4-methoxy-3,5,7,3',4'-pentaacetoxyflavan 132400-78-3 C26H26O12
(+/-)-2,3-trans-3,4-cis-4-methoxy-3,5,7,3',4'-pentaacetoxyflavan
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-3-(pyrrolidin-1-ylmethyl)benzamide 1219446-34-0 C27H23ClN2O3
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-3-(pyrrolidin-1-ylmethyl)benzamide
—— 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one 96700-96-8 C28H34O5
6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— (2R,3S,4S)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chroman 78284-50-1 C27H30O7
(2R,3S,4S)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chroman
—— (2R,3R,4S)-2-(3,4-Dimethoxy-phenyl)-3,5,7-trimethoxy-4-(2,4,6-trimethoxy-phenyl)-chroman 86989-14-2 C29H34O9
(2R,3R,4S)-2-(3,4-Dimethoxy-phenyl)-3,5,7-trimethoxy-4-(2,4,6-trimethoxy-phenyl)-chroman
—— 5,7-diacetoxy-2-(3,4-dimethoxy-phenyl)-3,8-dimethoxy-chromen-4-one 110193-82-3 C23H22O10
5,7-diacetoxy-2-(3,4-dimethoxy-phenyl)-3,8-dimethoxy-chromen-4-one
—— 1242983-28-3 C24H27NO5
—— (2R,3S,4R)-(+)-3,3'4,4'5,7-hexahydroxyflavan dihydrate 98856-47-4 C15H14O7*2H2O
(2R,3S,4R)-(+)-3,3'4,4'5,7-hexahydroxyflavan dihydrate
—— 3'-Hydroxy-3,5,6,7,4'-pentamethoxy-flavon 94683-88-2 C20H20O8
3'-Hydroxy-3,5,6,7,4'-pentamethoxy-flavon
—— 2-<i>p</i>-tolyl-chroman-4-one oxime 63681-59-4 C16H15NO2
2-<i>p</i>-tolyl-chroman-4-one oxime
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{2'',3''-di-O-[3'''-(4-hydroxyphenylpropanoyl)]}glucosyl-4H-chromen-4-one 1246840-69-6 C39H36O16
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{2'',3''-di-O-[3'''-(4-hydroxyphenylpropanoyl)]}glucosyl-4H-chromen-4-one
—— 3-Benzyliden-6-nitro-4'-chlor-flavanon 95026-83-8 C22H14ClNO4
3-Benzyliden-6-nitro-4'-chlor-flavanon
—— N-[2-(2-methoxyphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-50-7 C21H15N3O4
N-[2-(2-methoxyphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 6-(piperazin-1-yl)-2-[3-(trifluoromethyl)phenyl]-4H-chromen-4-one 1459286-44-2 C20H17F3N2O2
6-(piperazin-1-yl)-2-[3-(trifluoromethyl)phenyl]-4H-chromen-4-one
—— N-[4-oxo-2-[4-(trifluoromethyl)phenyl]chromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-13-2 C20H11F3N2O3S
N-[4-oxo-2-[4-(trifluoromethyl)phenyl]chromen-8-yl]-1,3-thiazole-4-carboxamide
—— 5,8''-biflavone 1247006-94-5 C30H18O4
5,8''-biflavone
—— 2-[4-(trifluoromethoxy)phenyl]-2H-chromene 1362479-07-9 C16H11F3O2
2-[4-(trifluoromethoxy)phenyl]-2H-chromene
—— 5-Amino-2-(3-methoxy)phenyl-4H-benzopyran-4-one 129974-38-5 C16H13NO3
5-Amino-2-(3-methoxy)phenyl-4H-benzopyran-4-one
—— 4-carboxy-3-chloro-flav-3-ene 99943-69-8 C16H11ClO3
4-carboxy-3-chloro-flav-3-ene
—— 4'-(4-chlorophenyl)-4-(methylthio)-2'-phenyl-2'H-spiro[chromene-2,5'-[1,2,3]thiadiazole] 1556862-67-9 C23H17ClN2OS2
4'-(4-chlorophenyl)-4-(methylthio)-2'-phenyl-2'H-spiro[chromene-2,5'-[1,2,3]thiadiazole]
—— 3-amino-4'-cyanoflavone 92831-10-2 C16H10N2O2
3-amino-4'-cyanoflavone
—— 7-Hydroxy-3'.4'5'-trimethoxyflavylium 135748-51-5 C18H17O5
7-Hydroxy-3'.4'5'-trimethoxyflavylium
—— 5,6,7-triacetoxy-8-chloroflavone 1373922-00-9 C21H15ClO8
5,6,7-triacetoxy-8-chloroflavone
—— 1332295-70-1 C16H13N3O2S
—— 5a-(4-methoxyphenyl)-2,3,4,5a-tetrahydro-1H-cyclopenta[4,5]pyrano[2,3-b]chromene 1620151-63-4 C22H20O3
5a-(4-methoxyphenyl)-2,3,4,5a-tetrahydro-1H-cyclopenta[4,5]pyrano[2,3-b]chromene
—— 1346959-71-4 C41H38MgO6
—— Carpochromenediacetat 57498-97-2 C24H20O7
Carpochromenediacetat
—— 1242087-71-3 C21H18O10
—— 1421324-74-4 C15H9Br2NO2
—— 2,3-cis-3,4-trans-4,5,7,3',4'-Pentamethoxy-flavan-3-ol 25095-06-1 C20H24O7
2,3-cis-3,4-trans-4,5,7,3',4'-Pentamethoxy-flavan-3-ol
—— 6-Methoxy-5,7,4'-triethoxy-flavon 1173-98-4 C22H24O6
6-Methoxy-5,7,4'-triethoxy-flavon
—— 3,5,7,4'-Tetramethoxy-3'-ethoxy-flavon 94968-48-6 C21H22O7
3,5,7,4'-Tetramethoxy-3'-ethoxy-flavon
—— 5,6-Benzoflavan-4-on-phenylhydrazon 2859-97-4 C25H20N2O
5,6-Benzoflavan-4-on-phenylhydrazon
—— rhamnocitrin 3-O-β-D-alloside 69292-78-0 C22H22O11
rhamnocitrin 3-O-β-D-alloside
—— hidrosmin 80604-69-9 C32H40O17
hidrosmin
—— 3-Benzenesulfonyl-6-methyl-3-phenyl-chroman-4-one 140870-47-9 C22H18O4S
3-Benzenesulfonyl-6-methyl-3-phenyl-chroman-4-one
—— 6-Methoxy-3',4'-methylendioxy-flavanon 3556-98-7 C17H14O5
6-Methoxy-3',4'-methylendioxy-flavanon
—— 2-{3-(benzyloxy)-2-[4-(benzyloxy)-3-chlorophenyl]-6-(dimethylamino)4-oxo4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione 372103-01-0 C34H31ClN2O6S
2-{3-(benzyloxy)-2-[4-(benzyloxy)-3-chlorophenyl]-6-(dimethylamino)4-oxo4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione
—— 2-[3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-6-(methylamino)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372102-93-7 C33H30N2O6S
2-[3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-6-(methylamino)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 7-(benzyloxy)-6-(4-bromobutoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1263322-67-3 C26H23BrO5
7-(benzyloxy)-6-(4-bromobutoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 3,3',5,8-tetramethoxy-4',7-bis(tosyloxy)flavone 117155-52-9 C33H30O12S2
3,3',5,8-tetramethoxy-4',7-bis(tosyloxy)flavone
—— epioritin-(4β->3)-epioritin-4α-ol octa-acetate 273400-02-5 C46H42O19
epioritin-(4β->3)-epioritin-4α-ol octa-acetate
—— (2R,3R)-3-Phenethylamino-2-phenyl-chroman-4-one; hydrochloride 130268-04-1 C23H21NO2*ClH
(2R,3R)-3-Phenethylamino-2-phenyl-chroman-4-one; hydrochloride
—— 8-Bromo-7-butoxy-2-(2-chloro-phenyl)-3-hydroxy-6-nitro-chromen-4-one 135878-90-9 C19H15BrClNO6
8-Bromo-7-butoxy-2-(2-chloro-phenyl)-3-hydroxy-6-nitro-chromen-4-one
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-decyl-5-hydroxy-7,8-dimethoxy-chromen-4-one 134082-28-3 C41H46O7
2-(3,4-Bis-benzyloxy-phenyl)-3-decyl-5-hydroxy-7,8-dimethoxy-chromen-4-one
—— 2-(4-Hydroxy-phenyl)-3-phenyl-chroman-4-one 130378-80-2 C21H16O3
2-(4-Hydroxy-phenyl)-3-phenyl-chroman-4-one