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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
—— 6-[2-Amino-6-(3,4-dimethoxy-phenyl)-pyrimidin-4-yl]-8-methyl-2-phenyl-chroman-7-ol 116625-93-5 C28H27N3O4
6-[2-Amino-6-(3,4-dimethoxy-phenyl)-pyrimidin-4-yl]-8-methyl-2-phenyl-chroman-7-ol
—— 4-(14-butyl-14,24,25-trimethoxy-19-phenyl-20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22,24,26-dodecaen-19-yl)-N,N-dimethylaniline 1008782-46-4 C47H45NO4
4-(14-butyl-14,24,25-trimethoxy-19-phenyl-20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22,24,26-dodecaen-19-yl)-N,N-dimethylaniline
—— 7-Benzyl-tamarixin 37123-55-0 C29H28O12
7-Benzyl-tamarixin
—— 1-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)pyrrolidine 1073241-58-3 C29H25NO
1-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)pyrrolidine
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-(icosanoyloxy)benzoate 1050444-35-3 C42H56O12
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-(icosanoyloxy)benzoate
—— 3-(p-Brom-benzyliden)-6-nitro-flavanon 27171-72-8 C22H14BrNO4
3-(p-Brom-benzyliden)-6-nitro-flavanon
—— 2,2-diphenyl-2,3-dihydro-benzo[h][1,4]dioxino[2,3-f]quinoline 121971-89-9 C27H19NO2
2,2-diphenyl-2,3-dihydro-benzo[h][1,4]dioxino[2,3-f]quinoline
—— (2R,3R)-2-(3-(butyryloxy)-4,5-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate 1050444-19-3 C26H24O12
(2R,3R)-2-(3-(butyryloxy)-4,5-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate
—— 7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-5-hydroxy-chromen-4-one 3162-24-1 C20H16O8
7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-5-hydroxy-chromen-4-one
—— 6-Methyl-3-nitro-2-phenyl-chromen-4-one 77821-92-2 C16H11NO4
6-Methyl-3-nitro-2-phenyl-chromen-4-one
—— 7-Methoxymethoxy-2-[4-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-6-(3-methyl-but-2-enyl)-chroman-4-one 405261-82-7 C29H36O6
7-Methoxymethoxy-2-[4-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-6-(3-methyl-but-2-enyl)-chroman-4-one
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-4-(phenylthio)chromane-3,5,7-triol 345913-76-0 C21H18O6S
(2R,3R)-2-(3,4-dihydroxyphenyl)-4-(phenylthio)chromane-3,5,7-triol
—— (2R,5R,6R,10R,11R)-7-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyl-10-(3,4,5-trihydroxyphenyl)-3,4,5,6,11,12-hexahydro-2H,10H-2,6-methanooxocino[2,3-f]chromen-11-yl 3,4,5-trihydroxybenzoate 1173275-69-8 C32H34O12
(2R,5R,6R,10R,11R)-7-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyl-10-(3,4,5-trihydroxyphenyl)-3,4,5,6,11,12-hexahydro-2H,10H-2,6-methanooxocino[2,3-f]chromen-11-yl 3,4,5-trihydroxybenzoate
—— 5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-[3,4-di-O-acetyl-2-O-benzyl-α-L-rhamnopyranosyloxy]-4H-chromen-4-one 849938-27-8 C53H48O12
5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-[3,4-di-O-acetyl-2-O-benzyl-α-L-rhamnopyranosyloxy]-4H-chromen-4-one
—— 6,7-methylenedioxy-4',5,8-trimethoxyflavanone 90823-58-8 C19H18O7
6,7-methylenedioxy-4',5,8-trimethoxyflavanone
—— 6,7-Dimethyl-4'-methoxy-3a-jodflavanon 26057-14-7 C18H17IO3
6,7-Dimethyl-4'-methoxy-3a-jodflavanon
—— 7-Benzyloxy-4'-hydroxy-3,3',5-tribenzoyloxyflavon 37077-68-2 C43H28O10
7-Benzyloxy-4'-hydroxy-3,3',5-tribenzoyloxyflavon
—— 4'-Methansulfonyloxy-flavon 849-66-1 C16H12O5S
4'-Methansulfonyloxy-flavon
—— EGCG octa-O-TBDMS 1261480-13-0 C70H130O11Si8
EGCG octa-O-TBDMS
—— 6,8-Diiodo-2-(α-naphthyl)chromanon 38493-20-8 C19H12I2O2
6,8-Diiodo-2-(α-naphthyl)chromanon
—— 5,7-Dimethoxy-6,3',4'-triacetoxy-flavon 25782-26-7 C23H20O10
5,7-Dimethoxy-6,3',4'-triacetoxy-flavon
—— 3-Bromo-2-(3-bromo-4-methoxy-phenyl)-6-methyl-3-nitro-chroman-4-one 77821-91-1 C17H13Br2NO5
3-Bromo-2-(3-bromo-4-methoxy-phenyl)-6-methyl-3-nitro-chroman-4-one
—— 2-[(4-benzyloxy)-phenyl]-3-hydroxy-6-amino-4H-1-benzopyran-4-one hydrochloride 1187016-68-7 C22H17NO4*ClH
2-[(4-benzyloxy)-phenyl]-3-hydroxy-6-amino-4H-1-benzopyran-4-one hydrochloride
—— 7-acetylamino-3-N,N-dimethylaminomethylidene-flavanone 98769-96-1 C20H20N2O3
7-acetylamino-3-N,N-dimethylaminomethylidene-flavanone
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 4-(dodecanoyloxy)-3,5-dihydroxybenzoate 1050444-30-8 C34H40O12
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 4-(dodecanoyloxy)-3,5-dihydroxybenzoate
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-(octanoyloxy)benzoate 1050444-26-2 C30H32O12
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,5-dihydroxy-4-(octanoyloxy)benzoate
—— (+)-fisetinidol-(4β,8)-(+)-catechin O-methyl ether 123484-73-1 C31H28O11
(+)-fisetinidol-(4β,8)-(+)-catechin O-methyl ether
—— 3,3',4'-Trihydroxyflavone 3-glucuronide 1345720-40-2 C21H18O11
3,3',4'-Trihydroxyflavone 3-glucuronide
—— 7-acetoxy-8-(1',2'-dimethylallyl)flavone 77609-98-4 C22H20O4
7-acetoxy-8-(1',2'-dimethylallyl)flavone
—— 8-(3-Acetoxy-3-methyl-2-oxo-1-butyl)-7-benzyloxy-5-methoxyflavon 91360-63-3 C30H28O7
8-(3-Acetoxy-3-methyl-2-oxo-1-butyl)-7-benzyloxy-5-methoxyflavon
—— 1219977-66-8 C16H13FO2
—— (E)-4-methoxy-N-(2-phenylchroman-4-ylidene)aniline 1323940-76-6 C22H19NO2
(E)-4-methoxy-N-(2-phenylchroman-4-ylidene)aniline
—— 3-(2-Methyl-benzothiazol-6-yl)-benzo[f]chromen-1-one 29978-94-7 C21H13NO2S
3-(2-Methyl-benzothiazol-6-yl)-benzo[f]chromen-1-one
—— 4',4'''-Biflavonylether 23050-22-8 C30H18O5
4',4'''-Biflavonylether
—— dehydrotheaninensin A 625371-09-7 C44H34O23
dehydrotheaninensin A
—— 4'-Hydroxy-7-methoxydihydroflavonol 27782-72-5 C16H14O5
4'-Hydroxy-7-methoxydihydroflavonol
—— N-[2-(4-Chloro-phenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-acetamide 285138-17-2 C17H12ClNO4
N-[2-(4-Chloro-phenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-acetamide
—— 8-[(E)-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethenyl]-3,3-diphenylbenzo[f]chromene 1346947-07-6 C41H38O6
8-[(E)-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethenyl]-3,3-diphenylbenzo[f]chromene
—— (2R,3R)-2-(3,4-dihydroxy-5-(octanoyloxy)phenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate 1050444-24-0 C30H32O12
(2R,3R)-2-(3,4-dihydroxy-5-(octanoyloxy)phenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate
—— (E)-6-methyl-2-phenyl-3-(pyrrolidin-1-ylmethylene)chroman-4-one 1268459-96-6 C21H21NO2
(E)-6-methyl-2-phenyl-3-(pyrrolidin-1-ylmethylene)chroman-4-one
—— 7-acetylamino-2-(3,4-dimethoxy-phenyl)-3-methoxy-chromen-4-one 27500-24-9 C20H19NO6
7-acetylamino-2-(3,4-dimethoxy-phenyl)-3-methoxy-chromen-4-one
—— 2,2-Di-(m-deuterophenyl)-chroman 29210-55-7 C21H18O
2,2-Di-(m-deuterophenyl)-chroman
—— 7-O-Benzylquercetin-4'-O-β-D-glucopyranosid 40554-87-8 C28H26O12
7-O-Benzylquercetin-4'-O-β-D-glucopyranosid
—— (2R)-6-bromo-2-(4-fluorophenyl)-2H-chromene-3-carbaldehyde 1608094-85-4 C16H10BrFO2
(2R)-6-bromo-2-(4-fluorophenyl)-2H-chromene-3-carbaldehyde
—— (2R,3R)-2-(4-(dodecanoyloxy)-3,5-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate 863725-79-5 C34H40O12
(2R,3R)-2-(4-(dodecanoyloxy)-3,5-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate
—— 6-methyl-2-(naphthalen-1-yl)chroman-4-one 340154-26-9 C20H16O2
6-methyl-2-(naphthalen-1-yl)chroman-4-one
—— Amorphigenin-β-D-glucopyranosid 23708-98-7 C29H32O12
Amorphigenin-β-D-glucopyranosid
—— 2,3-Dihydro-3,3-bis-(4-methoxyphenyl)-1H-naphtho-<2.1-b>pyran 28656-23-7 C27H24O3
2,3-Dihydro-3,3-bis-(4-methoxyphenyl)-1H-naphtho-<2.1-b>pyran
—— (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-yl cyclohexanecarboxylate 1608504-29-5 C52H94O8Si5
(2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-yl cyclohexanecarboxylate
—— 4-Oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid methyl-phenyl-amide 27512-23-8 C25H19NO3
4-Oxo-2,6-diphenyl-4H-pyran-3-carboxylic acid methyl-phenyl-amide