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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
—— 86989-15-3 C21H24O8
—— (+/-)-2,3-trans-3,4-trans-4-hydroxy-3,5,7,3',4'-pentaacetoxyflavan 65052-92-8 C25H24O12
(+/-)-2,3-trans-3,4-trans-4-hydroxy-3,5,7,3',4'-pentaacetoxyflavan
—— 2-(2-nitrophenyl)chroman-6-ol 488849-92-9 C15H13NO4
2-(2-nitrophenyl)chroman-6-ol
—— (8S)-8-(2-ethylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-20-1 C23H27N3O2
(8S)-8-(2-ethylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 3-(3,4-Methylendioxyphenyl)-7-nitro-3,4-dihydroisocumarin 39585-30-3 C16H11NO6
3-(3,4-Methylendioxyphenyl)-7-nitro-3,4-dihydroisocumarin
—— 8-{N-methyl-2-[4-(2-methoxyphenyl)-1-piperazinyl]-ethylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran monohydrochloride 152735-28-9 C31H33N3O4*ClH
8-{N-methyl-2-[4-(2-methoxyphenyl)-1-piperazinyl]-ethylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran monohydrochloride
—— 21,21-Diethyl-14,14-bis(4-methoxyphenyl)-1',1'-dimethylspiro[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] 1398417-00-9 C46H46O4S
21,21-Diethyl-14,14-bis(4-methoxyphenyl)-1',1'-dimethylspiro[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]
—— 2-(3,4-Bis-benzyloxy-phenyl)-5,7,8-trimethoxy-3-tetradecyl-chromen-4-one 134082-14-7 C46H56O7
2-(3,4-Bis-benzyloxy-phenyl)-5,7,8-trimethoxy-3-tetradecyl-chromen-4-one
—— 2-[3,4-bis(phenylmethoxy)phenyl]-5-hydroxy-6,7-dimethoxy-3-octylchromen-4-one 134082-35-2 C39H42O7
2-[3,4-bis(phenylmethoxy)phenyl]-5-hydroxy-6,7-dimethoxy-3-octylchromen-4-one
—— N-(2-(2-(methylsulfonyl)phenyl)-4-oxo-4H-chromen-8-yl)thiazole-4-carboxamide 1219444-67-3 C22H16N2O5S
N-(2-(2-(methylsulfonyl)phenyl)-4-oxo-4H-chromen-8-yl)thiazole-4-carboxamide
—— 2-(3-trifluoromethylphenyl)chromen-4-one 1228835-09-3 C16H9F3O2
2-(3-trifluoromethylphenyl)chromen-4-one
—— 5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)-2H-chromene 1453207-39-0 C19H20O5
5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)-2H-chromene
—— 7-Brom-4'-methoxy-flavonolacetat 101875-56-3 C18H13BrO5
7-Brom-4'-methoxy-flavonolacetat
—— 6,8,4'-Triethoxy-flavon 94968-28-2 C21H22O5
6,8,4'-Triethoxy-flavon
—— 7-methoxy-5-methyl-2-(4-methylphenyl)-4H-1-benzopyran-4-one 137109-41-2 C18H16O3
7-methoxy-5-methyl-2-(4-methylphenyl)-4H-1-benzopyran-4-one
—— 3-(4-methylsulfinylphenyl)-3-phenyl-3H-naphtho[2,1-b]pyran 1068438-79-8 C26H20O2S
3-(4-methylsulfinylphenyl)-3-phenyl-3H-naphtho[2,1-b]pyran
—— (2S,4R)-2,4-bis(2-naphthyl)-3,4-dihydro-2H-1-benzopyran-4-ol 1277188-74-5 C29H22O2
(2S,4R)-2,4-bis(2-naphthyl)-3,4-dihydro-2H-1-benzopyran-4-ol
—— 2-(2,3-difluorophenyl)chroman-6-ol 488849-64-5 C15H12F2O2
2-(2,3-difluorophenyl)chroman-6-ol
—— HYPOLAETIN 8-O-beta-D-GLUCURONIDE 56324-52-8 C21H18O13
HYPOLAETIN 8-O-beta-D-GLUCURONIDE
—— (3-methyl-4-oxo-2-phenylchromen-7-yl) 2-(4-chlorophenyl)-3-methylbutanoate 131691-15-1 C27H23ClO4
(3-methyl-4-oxo-2-phenylchromen-7-yl) 2-(4-chlorophenyl)-3-methylbutanoate
—— 1,4-di-(8-bromo-3-p-methoxyphenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene 874365-08-9 C46H32Br2O4
1,4-di-(8-bromo-3-p-methoxyphenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene
—— (-)-epigallocatechin-(2β->O->7',4β->8')-epicatechin 3'-O-gallate 1075709-61-3 C37H28O17
(-)-epigallocatechin-(2β->O->7',4β->8')-epicatechin 3'-O-gallate
—— 5,7-Dibenzyloxy-6-hydroxyflavon-6-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsaeure-methylester) 74293-58-6 C42H38O14
5,7-Dibenzyloxy-6-hydroxyflavon-6-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsaeure-methylester)
—— 3'-nitro-3,6,7,8,4'-pentamethoxy-flavone 1266729-30-9 C20H19NO9
3'-nitro-3,6,7,8,4'-pentamethoxy-flavone
—— (2<i>R</i>)-3<i>t</i>-methanesulfonyloxy-7-methoxy-2<i>r</i>-(3,4,5-trimethoxy-phenyl)-chroman 102169-06-2 C20H24O8S
(2<i>R</i>)-3<i>t</i>-methanesulfonyloxy-7-methoxy-2<i>r</i>-(3,4,5-trimethoxy-phenyl)-chroman
—— 14,14-Bis(4-methoxyphenyl)spiro[15,20-dioxa-22-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-9,1'-cyclooctane] 1398416-12-0 C42H38O4S
14,14-Bis(4-methoxyphenyl)spiro[15,20-dioxa-22-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-9,1'-cyclooctane]
—— 21,21-Ditert-butyl-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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] 1398417-08-7 C52H58O4S
21,21-Ditert-butyl-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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]
—— 3'-Methoxy-4-oximinon-flavan 92963-47-8 C16H15NO3
3'-Methoxy-4-oximinon-flavan
—— (8S)-8-(4-fluoro-2-methylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-22-3 C22H24FN3O2
(8S)-8-(4-fluoro-2-methylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 3-(2,4,5-trimethoxyphenyl)-1H-benzo[f]chromen-1-one 1367707-35-4 C22H18O5
3-(2,4,5-trimethoxyphenyl)-1H-benzo[f]chromen-1-one
—— 8-bromo-4',5,7-trimethoxyflavanone 119529-70-3 C18H17BrO5
8-bromo-4',5,7-trimethoxyflavanone
—— [Co(MPCS)<sub>2</sub>(NO3)<sub>2</sub>] 1415229-33-2 C34H34CoN8O10
[Co(MPCS)<sub>2</sub>(NO3)<sub>2</sub>]
—— 2-(3-benzyloxy-phenyl)-3-hydroxy-7-methoxy-chromen-4-one 742077-35-6 C23H18O5
2-(3-benzyloxy-phenyl)-3-hydroxy-7-methoxy-chromen-4-one
—— 6-(4-chlorophenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene 1415605-92-3 C16H13ClO3
6-(4-chlorophenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— 2-[(2R,3R,4S)-2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-4-yl]-benzene-1,3,5-triol 14613-66-2 C25H26O9
2-[(2R,3R,4S)-2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-4-yl]-benzene-1,3,5-triol
—— 1312298-14-8 C60H52O8
—— N-[2-(2-fluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-76-7 C20H12FN3O3
N-[2-(2-fluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— (8S)-N,2,3-trimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-24-5 C21H23N3O2
(8S)-N,2,3-trimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 3,4,4',7-Tetraacetoxyflavan 149820-50-8 C23H22O9
3,4,4',7-Tetraacetoxyflavan
—— c-3-acetamido-2,3-dihydro-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one 116703-70-9 C18H17NO3
c-3-acetamido-2,3-dihydro-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one
—— trans-4,8-dibromo-6-methylflavan 104819-64-9 C16H14Br2O
trans-4,8-dibromo-6-methylflavan
—— 3',4'-di-O-methyl-(-)-fisetinidol 137299-03-7 C17H18O5
3',4'-di-O-methyl-(-)-fisetinidol
—— 9-(2-Benzyloxycarbonyl-3,4,5,6-tetrachloro-phenyl)-2,4,5,7-tetraiodo-6-oxo-6H-xanthen-3-olatediphenyl-iodonium; 112374-56-8 C12H10I*C27H9Cl4I4O5
9-(2-Benzyloxycarbonyl-3,4,5,6-tetrachloro-phenyl)-2,4,5,7-tetraiodo-6-oxo-6H-xanthen-3-olatediphenyl-iodonium;
—— 2'-Hydroxy-3'-methoxy-6-methyl-flavanon 95280-54-9 C17H16O4
2'-Hydroxy-3'-methoxy-6-methyl-flavanon
—— 6-Hydroxy-7-methoxyflavanon-2,4-dinitrophenylhydrazon 95025-20-0 C22H18N4O7
6-Hydroxy-7-methoxyflavanon-2,4-dinitrophenylhydrazon
—— 6-Benzoyl-3'-chlor-4'-methoxy-8-methyl-flavonolacetat 95953-37-0 C26H19ClO6
6-Benzoyl-3'-chlor-4'-methoxy-8-methyl-flavonolacetat
—— 7-Iod-4'-methoxyflavonolacetat 101605-07-6 C18H13IO5
7-Iod-4'-methoxyflavonolacetat
—— 5-Ethoxycarbonylmethoxy-4'-methoxy-flavon 100086-26-8 C20H18O6
5-Ethoxycarbonylmethoxy-4'-methoxy-flavon
—— 3.5.7-Trihydroxy-2-<3.4-dihydroxy-phenyl>-6-(5.7-dihydroxy-3-<3.4-dihydroxy-phenyl>chromanyl-(2))-chroman 107895-55-6 C30H26O11
3.5.7-Trihydroxy-2-<3.4-dihydroxy-phenyl>-6-(5.7-dihydroxy-3-<3.4-dihydroxy-phenyl>chromanyl-(2))-chroman
—— Quercitrin-triacetat 1064-94-4 C27H26O14
Quercitrin-triacetat