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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
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-78-9 C20H12ClN3O3
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 3-methyl-6-chloro-2-(2-allyloxyphenyl)-4H-chromen-4-one 1574350-46-1 C19H15ClO3
3-methyl-6-chloro-2-(2-allyloxyphenyl)-4H-chromen-4-one
—— 1-(N-β-D-galactopyranosyl)-4-[3-O-methylene-(7,5,4’-trimethoxy flavonol)]-[1,2,3]-triazole 1467042-79-0 C27H29N3O11
1-(N-β-D-galactopyranosyl)-4-[3-O-methylene-(7,5,4’-trimethoxy flavonol)]-[1,2,3]-triazole
—— 6-Hydroxy-2',6'-dimethoxy-flavon 24457-35-0 C17H14O5
6-Hydroxy-2',6'-dimethoxy-flavon
—— Acetic acid 2-(1,8-dimethoxy-3-oxo-3H-xanthen-4-yl)-butyl ester 31491-00-6 C21H22O6
Acetic acid 2-(1,8-dimethoxy-3-oxo-3H-xanthen-4-yl)-butyl ester
—— 31653-51-7 C22H20O5
—— 3,6-Dimethoxy-4',5,7-triethoxy-flavon 27782-50-9 C23H26O7
3,6-Dimethoxy-4',5,7-triethoxy-flavon
—— 2-(3-benzyloxy-4,5-dimethoxy-phenyl)-5,7-dihydroxy-3,8-dimethoxy-chromen-4-one 30211-52-0 C26H24O9
2-(3-benzyloxy-4,5-dimethoxy-phenyl)-5,7-dihydroxy-3,8-dimethoxy-chromen-4-one
—— 3-O-β-(6-acetyl-β-D-glucopyranosyl)-4'-O-(β-D-glucopyranosyl)rhamnazin 1421281-87-9 C31H36O18
3-O-β-(6-acetyl-β-D-glucopyranosyl)-4'-O-(β-D-glucopyranosyl)rhamnazin
—— 2-phenyl-4-<i>p</i>-tolyloxy-chroman 31696-64-7 C22H20O2
2-phenyl-4-<i>p</i>-tolyloxy-chroman
—— 3-(4-butoxyphenyl)-3-phenyl-5-chloro-6-methoxy-7-hydroxy-10,12-di(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1380855-32-2 C41H33ClF6O4
3-(4-butoxyphenyl)-3-phenyl-5-chloro-6-methoxy-7-hydroxy-10,12-di(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 6,8-Dibrom-5,7-dimethoxyflavanon 29784-40-5 C17H14Br2O4
6,8-Dibrom-5,7-dimethoxyflavanon
—— 6-Fluoro-8-methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[12-oxa-6-azahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane] 1259401-08-5 C46H46FNO4
6-Fluoro-8-methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[12-oxa-6-azahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]
—— Batatifolin-tetraaethylaether 23494-44-2 C24H28O7
Batatifolin-tetraaethylaether
—— 2'-Phenyl-(7,8)-oxazolo-flavon 24138-73-6 C22H13NO3
2'-Phenyl-(7,8)-oxazolo-flavon
—— 5,7-Dimethoxyflavon-2'-carbonsaeure 27181-60-8 C18H14O6
5,7-Dimethoxyflavon-2'-carbonsaeure
—— Ethyl-3'-nitro-7-flavon-3-ol-oxyacetat 24700-03-6 C19H15NO8
Ethyl-3'-nitro-7-flavon-3-ol-oxyacetat
—— Acetic acid 2-(4-acetoxy-phenyl)-3-((3R,4S,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yloxy)-4-oxo-7-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester 89946-02-1 C42H44O22
Acetic acid 2-(4-acetoxy-phenyl)-3-((3R,4S,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yloxy)-4-oxo-7-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester
—— 5,7-Dimethoxy-6,3',4'-tribenzyloxy-flavon 22709-01-9 C38H32O7
5,7-Dimethoxy-6,3',4'-tribenzyloxy-flavon
—— Talbotaflavonheptaacetat 27181-66-4 C44H34O17
Talbotaflavonheptaacetat
—— 3-(4-chloro-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one 21629-64-1 C18H12ClNO2
3-(4-chloro-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one
—— 6-Ethoxy-5,7,3',4'-tetramethoxy-flavon 22699-28-1 C21H22O7
6-Ethoxy-5,7,3',4'-tetramethoxy-flavon
—— 4-(3,5-diacetoxy-7-(2-methoxy-2-oxoethoxy)-4-oxo-4H-chromen-2-yl)-1,2-phenylene diacetate 1144104-71-1 C26H22O13
4-(3,5-diacetoxy-7-(2-methoxy-2-oxoethoxy)-4-oxo-4H-chromen-2-yl)-1,2-phenylene diacetate
—— (+/-)-5,7-dimethoxymethoxy-8-allyl-4'-chloro-flavanone 1134396-35-2 C22H23ClO6
(+/-)-5,7-dimethoxymethoxy-8-allyl-4'-chloro-flavanone
—— (+/-)-6-methoxymethoxy-8-allyl-4'-chloro-flavanone 1134396-46-5 C20H19ClO4
(+/-)-6-methoxymethoxy-8-allyl-4'-chloro-flavanone
—— Acetic acid (2S,3R,3aR,6S,6aS)-6-acetoxy-2-[5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-5-oxo-hexahydro-furo[3,2-b]furan-3-yl ester 30746-94-2 C33H28O18
Acetic acid (2S,3R,3aR,6S,6aS)-6-acetoxy-2-[5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-5-oxo-hexahydro-furo[3,2-b]furan-3-yl ester
—— 2-phenyl-2,3-dihydro-benzo[<i>h</i>]chromen-4-one oxime 22812-21-1 C19H15NO2
2-phenyl-2,3-dihydro-benzo[<i>h</i>]chromen-4-one oxime
—— 9-[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9-trioxanonan-1-ol 916330-93-3 C30H32O9
9-[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9-trioxanonan-1-ol
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]pyrimidine-2-carboxamide 1219446-36-2 C20H12ClN3O3
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]pyrimidine-2-carboxamide
—— 2-(4-hydroxyphenyl)-6-methoxy-2-methylbenzo<b>furan-3(2H)-one 77412-41-0 C16H14O4
2-(4-hydroxyphenyl)-6-methoxy-2-methylbenzo<b>furan-3(2H)-one
—— 6-(2-fluoroethoxy)-4'-nitroflavone 1147336-99-9 C17H12FNO5
6-(2-fluoroethoxy)-4'-nitroflavone
—— 5,7,4'-tri-O-acetyloxy-flavone-3-O-β-D-(2'',3'',4''-tri-O-acetyl)glucopyranoside 80065-92-5 C33H32O17
5,7,4'-tri-O-acetyloxy-flavone-3-O-β-D-(2'',3'',4''-tri-O-acetyl)glucopyranoside
—— 7,4'-Dibenzyloxy-5-acetoxy-flavon 32375-15-8 C31H24O6
7,4'-Dibenzyloxy-5-acetoxy-flavon
—— Arthraxin-pentamethylether 32525-62-5 C26H26O9
Arthraxin-pentamethylether
—— (2S,3R,4S)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-3-ol 78284-58-9 C26H28O7
(2S,3R,4S)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-3-ol
—— 6-hydroxy-3,5,7,2',4',5'-hexamethoxyflavone 85950-52-3 C21H22O9
6-hydroxy-3,5,7,2',4',5'-hexamethoxyflavone
—— (2R,3S)-5,7-Dimethoxy-2-(4-methoxy-phenyl)-3-methyl-chroman-4-one 36944-43-1 C19H20O5
(2R,3S)-5,7-Dimethoxy-2-(4-methoxy-phenyl)-3-methyl-chroman-4-one
—— 4-amino-2-phenylchroman-6-ol hydrochloride 488849-05-4 C15H15NO2*ClH
4-amino-2-phenylchroman-6-ol hydrochloride
—— 5-hydroxy-6-methoxy-2-(4-methoxy-phenyl)-7-(tetra-O-acetyl-β-D-glucopyranosyloxy)-chromen-4-one 1059467-89-8 C31H32O15
5-hydroxy-6-methoxy-2-(4-methoxy-phenyl)-7-(tetra-O-acetyl-β-D-glucopyranosyloxy)-chromen-4-one
—— 6-(morpholin-4-ylmethyl)-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide 1219446-09-9 C27H22F3N3O4
6-(morpholin-4-ylmethyl)-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide
—— (E)-3-(piperidin-1-ylmethylene)-2-p-tolyl-chroman-4-one 1268459-99-9 C22H23NO2
(E)-3-(piperidin-1-ylmethylene)-2-p-tolyl-chroman-4-one
—— <carbonyl-(14)C>-7,4'-dihydroxyflavone 85045-02-9 C15H10O4
<carbonyl-(14)C>-7,4'-dihydroxyflavone
—— 4H-1-Benzopyran-4-one,3-chloro-2,3-dihydro-2-(2-methoxyphenyl)-3-nitro-, (2R,3S)-rel- 143468-38-6 C16H12ClNO5
4H-1-Benzopyran-4-one,3-chloro-2,3-dihydro-2-(2-methoxyphenyl)-3-nitro-, (2R,3S)-rel-
—— 2,4'-Dimethoxy-3,3-oxymethylenflavanon 34887-89-3 C18H16O5
2,4'-Dimethoxy-3,3-oxymethylenflavanon
—— 9-[3-(acryloyloxy)propoxy]-3,3-bis(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran 943246-62-6 C33H30O6
9-[3-(acryloyloxy)propoxy]-3,3-bis(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran
—— 3-(4-bromophenyl)sulfonyl-2-(2-chlorophenyl)-6-methylchromen-4-one 87127-91-1 C22H14BrClO4S
3-(4-bromophenyl)sulfonyl-2-(2-chlorophenyl)-6-methylchromen-4-one
—— 7-O-mesyl-4'-O-methoxymethylapigenin 1104802-62-1 C18H16O8S
7-O-mesyl-4'-O-methoxymethylapigenin
—— 1350910-94-9 C36H60O5Si2
—— 3-(4-methoxyphenyl)-3-(4-butoxyphenyl)-11-phenyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380542-74-4 C45H40O3
3-(4-methoxyphenyl)-3-(4-butoxyphenyl)-11-phenyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 1156495-10-1 C31H27NO12