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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
—— 5-Formyl-6-hydroxy-2',6'-dimethoxy-flavon 24457-40-7 C18H14O6
5-Formyl-6-hydroxy-2',6'-dimethoxy-flavon
—— diphenyl-2,7 tetrahydro-3,4,8,9 benzo<1,2-b:4,5-b'>dipyranne 344240-04-6 C24H22O2
diphenyl-2,7 tetrahydro-3,4,8,9 benzo<1,2-b:4,5-b'>dipyranne
—— 5,7-diacetoxy-3',4'-dimethoxy-3-methylflavone 143303-06-4 C22H20O8
5,7-diacetoxy-3',4'-dimethoxy-3-methylflavone
—— 3-acetoxy-8-bromo-6-chloro-2-(4-methoxyphenyl)chromone 910625-89-7 C18H12BrClO5
3-acetoxy-8-bromo-6-chloro-2-(4-methoxyphenyl)chromone
—— 6-(2-(2-(2-tosyloxyethoxy)ethoxy)ethoxy)-4'-dimethylaminoflavone 1147337-61-8 C30H33NO8S
6-(2-(2-(2-tosyloxyethoxy)ethoxy)ethoxy)-4'-dimethylaminoflavone
—— cis-(2S,3S)-3-acetoxy-4'-(phenylmethoxy)flavan 1196870-71-9 C24H22O4
cis-(2S,3S)-3-acetoxy-4'-(phenylmethoxy)flavan
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5',10-pentamethyl-11-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane] 1263318-29-1 C45H46O3S
5,5-Bis(4-methoxyphenyl)-1',1',5',5',10-pentamethyl-11-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane]
—— (3R)-3-(4-methoxyphenyl)-2,3-dihydrobenzo[f]chromen-1-one 1413433-53-0 C20H16O3
(3R)-3-(4-methoxyphenyl)-2,3-dihydrobenzo[f]chromen-1-one
—— acetylsalvigenin 35784-36-2 C20H18O7
acetylsalvigenin
—— 7-Chloro-3-hydroxy-2-(4-phenylmethoxyphenyl)chromen-4-one 111391-53-8 C22H15ClO4
7-Chloro-3-hydroxy-2-(4-phenylmethoxyphenyl)chromen-4-one
—— Acetic acid 3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-8-methoxy-4-oxo-7-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester 97744-94-0 C37H38O20
Acetic acid 3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-8-methoxy-4-oxo-7-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester
—— 2-(naphthalen-1)-yl-3-phenylselanyl-4H-chromen-4-one 1332698-07-3 C25H16O2Se
2-(naphthalen-1)-yl-3-phenylselanyl-4H-chromen-4-one
—— 2',3,5,6-Tetrahydroxy-flavon 3951-46-0 C15H10O6
2',3,5,6-Tetrahydroxy-flavon
—— [(2R,3R,4S,5R,6S)-6-[5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-3-[(2S,3R,4R,5S,6S)-3,4,5-tribenzoyloxy-6-methyloxan-2-yl]oxychromen-7-yl]oxy-3,4,5-tribenzoyloxyoxan-2-yl]methyl benzoate 1374991-35-1 C80H62O24
[(2R,3R,4S,5R,6S)-6-[5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-3-[(2S,3R,4R,5S,6S)-3,4,5-tribenzoyloxy-6-methyloxan-2-yl]oxychromen-7-yl]oxy-3,4,5-tribenzoyloxyoxan-2-yl]methyl benzoate
—— (+)-fisetinidol-(4α,8)-(+)-catechin O-methyl ether 123484-72-0 C31H28O11
(+)-fisetinidol-(4α,8)-(+)-catechin O-methyl ether
—— 2,3-Dihydro-1,3-bis-(2-methoxyphenyl)-1H-naphtho-<2,1-b>pyran-1-ol 28656-16-8 C27H24O4
2,3-Dihydro-1,3-bis-(2-methoxyphenyl)-1H-naphtho-<2,1-b>pyran-1-ol
—— 7-Benzyloxy-4'-methoxydihydroflavonol 27782-76-9 C23H20O5
7-Benzyloxy-4'-methoxydihydroflavonol
—— Jacein-hexaacetat 105947-96-4 C36H38O19
Jacein-hexaacetat
—— 5,3'-Dimethoxy-3,7,4'-triacetoxyflavon 40614-62-8 C23H20O10
5,3'-Dimethoxy-3,7,4'-triacetoxyflavon
—— 7-benzyloxy-4'-piperonylflavone 851676-46-5 C23H16O5
7-benzyloxy-4'-piperonylflavone
—— 6,8-Dichloro-5,7-diacetoxyflavon 32140-67-3 C19H12Cl2O6
6,8-Dichloro-5,7-diacetoxyflavon
—— 8-<2-(3.4-Diacetoxy-phenyl)-3.5.7-triacetoxy-chromanyl-(4)>-3.4.5.7.3'.4'hexaacetoxy-flavan 25763-69-3 C52H48O24
8-<2-(3.4-Diacetoxy-phenyl)-3.5.7-triacetoxy-chromanyl-(4)>-3.4.5.7.3'.4'hexaacetoxy-flavan
—— 2-(2-bromophenyl)-3-hydroxy-5,7-dimethoxy-4H-1-benzopyran-4-one 1055316-71-6 C17H13BrO5
2-(2-bromophenyl)-3-hydroxy-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl]oxyacetohydrazide 113494-97-6 C19H18N2O6
2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl]oxyacetohydrazide
—— tetraphenyl-2,2,7,7 tetrahydro-3,4,8,9 benzo<1,2-b:4,5-b'>dipyranne 80067-69-2 C36H30O2
tetraphenyl-2,2,7,7 tetrahydro-3,4,8,9 benzo<1,2-b:4,5-b'>dipyranne
—— 2,3-bis(4-methoxyphenyl)benzo[b]oxepine 1510865-02-7 C24H20O3
2,3-bis(4-methoxyphenyl)benzo[b]oxepine
—— Isoliquiritigenin glucuronide 1084629-06-0 C21H20O10
Isoliquiritigenin glucuronide
—— (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',4'-bis(benzyloxy)-phenyl]chroman-3-yl 3'',5''-dibenzyloxy-4''-methoxybenzoate 901125-29-9 C65H56O10
(-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',4'-bis(benzyloxy)-phenyl]chroman-3-yl 3'',5''-dibenzyloxy-4''-methoxybenzoate
—— 3-(4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-7-ol trifluoroacetate 1352307-39-1 C2HF3O2*C30H33NO4
3-(4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-7-ol trifluoroacetate
—— 7,4'-dimethyl-6-iodoapigenin 50848-66-3 C17H13IO5
7,4'-dimethyl-6-iodoapigenin
—— isoquercitrin palmitate 1237535-08-8 C37H50O13
isoquercitrin palmitate
—— 2,3-Dihydro-3,3-bis-(4-methoxyphenyl)-naphtho<2,1-b>pyran-1-on 28656-12-4 C27H22O4
2,3-Dihydro-3,3-bis-(4-methoxyphenyl)-naphtho<2,1-b>pyran-1-on
—— 2-phenyl-6-pyridin-2-ylamino-chromen-4-one 39924-72-6 C20H14N2O2
2-phenyl-6-pyridin-2-ylamino-chromen-4-one
—— 1033722-92-7 C19H18O8
—— 3-Hydroxy-3-iodomethyl-2-methoxyflavanon 34887-92-8 C17H15IO4
3-Hydroxy-3-iodomethyl-2-methoxyflavanon
—— 3'-Hydroxy-flavylium 46812-97-9 C15H11O2
3'-Hydroxy-flavylium
—— 2-(3,4,5-tris(benzyloxy)phenyl)-2H-chromene 896121-43-0 C36H30O4
2-(3,4,5-tris(benzyloxy)phenyl)-2H-chromene
—— 4-(difluoromethoxy)-2-phenyl-2H-chromene 1354549-98-6 C16H12F2O2
4-(difluoromethoxy)-2-phenyl-2H-chromene
—— 6-Hydroxy-6-methylchromeno<4,3-b>chromen-7-on 38210-26-3 C17H12O4
6-Hydroxy-6-methylchromeno<4,3-b>chromen-7-on
—— Ymw-V-48B 1318698-17-7 C25H24O4
Ymw-V-48B
—— 1039825-62-1 C23H18O10
—— 7-hydroxy-3-methoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one 857403-12-4 C19H18O7
7-hydroxy-3-methoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one
—— (2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-3,4,6-O-triacetylglucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside 917563-41-8 C35H40O19
(2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-3,4,6-O-triacetylglucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside
—— 74342-03-3 C45H64O20
—— 2,2-bis(4-methoxyphenyl)-3H-benzo[h][1,4]benzodioxine 121688-00-4 C26H22O4
2,2-bis(4-methoxyphenyl)-3H-benzo[h][1,4]benzodioxine
—— 5-hydroxy-3,6'',6''-trimethylpyrano<2'',3'':7,8>flavone 74443-24-6 C21H18O4
5-hydroxy-3,6'',6''-trimethylpyrano<2'',3'':7,8>flavone
—— 3',4'-dihydroxy-3-methoxyflavone-4'-β-D-ribofuranoside 518035-13-7 C21H20O9
3',4'-dihydroxy-3-methoxyflavone-4'-β-D-ribofuranoside
—— 1-(2,4-bis-β-D-glucopyranosyloxy-6-hydroxy-phenyl)-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 25242-99-3 C28H36O16
1-(2,4-bis-β-D-glucopyranosyloxy-6-hydroxy-phenyl)-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
—— (S)(+)-7-methyl-2-p-tolylchroman-4-one 1219977-68-0 C17H16O2
(S)(+)-7-methyl-2-p-tolylchroman-4-one
—— 174871-31-9 C50H22Br4Cl2N2O6