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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
—— 3,5,7,4'-Tetramethoxy-3'-acetoxy-flavon 95938-85-5 C21H20O8
3,5,7,4'-Tetramethoxy-3'-acetoxy-flavon
—— ethyl 2-acetoxy-6-(5,6,7,8-tetrachloro-3a,9a-dihydrofuro<2,3-b><1,4>benzodioxin-2-yl)-4-(2-thienyl)benzoate 138841-08-4 C25H16Cl4O7S
ethyl 2-acetoxy-6-(5,6,7,8-tetrachloro-3a,9a-dihydrofuro<2,3-b><1,4>benzodioxin-2-yl)-4-(2-thienyl)benzoate
—— rac-2-(4-chloronaphthalen-1-yl)-2H-chromene-3-carboxylic acid 1204754-73-3 C20H13ClO3
rac-2-(4-chloronaphthalen-1-yl)-2H-chromene-3-carboxylic acid
—— 13a-phenyl-13aH,15H-7a,15-methanodinaphtho[2,1-b:2',1'-e][1,4]dioxepine 136186-98-6 C28H20O2
13a-phenyl-13aH,15H-7a,15-methanodinaphtho[2,1-b:2',1'-e][1,4]dioxepine
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21,24-trioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane] 1259401-19-8 C46H46O6
19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21,24-trioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]
—— Sodium 3-{[6-O-(6-deoxyhexopyranosyl)hexopyranosyl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-1-benzopyran-7-olate--sulfuric acid (1/1/1) 29189-76-2 C27H31NaO20S
Sodium 3-{[6-O-(6-deoxyhexopyranosyl)hexopyranosyl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-1-benzopyran-7-olate--sulfuric acid (1/1/1)
—— 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one 176662-36-5 C33H30O9
7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[4,6,12-trioxahexacyclo[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] 1259401-18-7 C45H44O6
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[4,6,12-trioxahexacyclo[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]
—— Acetic acid 2-(7-acetoxy-2,2-dimethyl-2H-chromen-6-yl)-8,8-dimethyl-10-(3-methyl-but-2-enyl)-4-oxo-3,4-dihydro-2H,8H-pyrano[3,2-g]chromen-5-yl ester 137319-43-8 C34H36O8
Acetic acid 2-(7-acetoxy-2,2-dimethyl-2H-chromen-6-yl)-8,8-dimethyl-10-(3-methyl-but-2-enyl)-4-oxo-3,4-dihydro-2H,8H-pyrano[3,2-g]chromen-5-yl ester
—— 4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(4-chlorobenzoate) 1244966-62-8 C29H16Cl2O6
4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(4-chlorobenzoate)
—— 5-hydroxy-9-methyl-2,2-diphenyl-7-trimethylsilyloxy-6a,7,10,10a-tetrahydronaphtho[2,3-g][1,3]benzodioxole-6,11-dione 97485-97-7 C31H30O6Si
5-hydroxy-9-methyl-2,2-diphenyl-7-trimethylsilyloxy-6a,7,10,10a-tetrahydronaphtho[2,3-g][1,3]benzodioxole-6,11-dione
—— 7-hydroxyflavylium 23244-15-7 C15H11O2
7-hydroxyflavylium
—— Acetic acid 7-acetoxy-2-(4-methoxy-phenyl)-6,8-bis-(3-methyl-but-2-enyl)-4-oxo-4H-chromen-5-yl ester 68634-22-0 C30H32O7
Acetic acid 7-acetoxy-2-(4-methoxy-phenyl)-6,8-bis-(3-methyl-but-2-enyl)-4-oxo-4H-chromen-5-yl ester
—— 70048-78-1 C37H42O16
—— 2-(3-chlorophenyl)-3-nitro-2H-chromene 910779-92-9 C15H10ClNO3
2-(3-chlorophenyl)-3-nitro-2H-chromene
—— 6,8-di-C-α-D-arabinopyranosyl-5,7,4'-trihydroxyflavone 1253228-12-4 C25H26O13
6,8-di-C-α-D-arabinopyranosyl-5,7,4'-trihydroxyflavone
—— Carbonic acid benzyl ester (2R,3R)-5-benzyloxycarbonyloxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-chroman-7-yl ester 130659-26-6 C33H30O10
Carbonic acid benzyl ester (2R,3R)-5-benzyloxycarbonyloxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-chroman-7-yl ester
—— 4',5,7-trihydroxy-3',5'-dimethoxy-6,8-di-C-(β-D-xylopyranosyl)flavanone 1253227-61-0 C27H32O15
4',5,7-trihydroxy-3',5'-dimethoxy-6,8-di-C-(β-D-xylopyranosyl)flavanone
—— 3,5-dihydroxy-2-(4-methoxy-phenyl)-7-α-L-rhamnopyranosyloxy-chromen-4-one 99208-33-0 C22H22O10
3,5-dihydroxy-2-(4-methoxy-phenyl)-7-α-L-rhamnopyranosyloxy-chromen-4-one
—— 6,8-dichloro-2-phenylchroman-4-one 100965-49-9 C15H10Cl2O2
6,8-dichloro-2-phenylchroman-4-one
—— 6-(2-oxo-2-phenylethyl)chromeno[4,3-b]chromen-7(6H)-one 1609940-20-6 C24H16O4
6-(2-oxo-2-phenylethyl)chromeno[4,3-b]chromen-7(6H)-one
—— 7-Hydroxy-8-(4'-methoxyphenyl)-2,2-dimethyl-3,4-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one 88055-36-1 C21H20O5
7-Hydroxy-8-(4'-methoxyphenyl)-2,2-dimethyl-3,4-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one
—— Acetic acid 2-(4-acetoxy-phenyl)-7-[(2S,3R,4R,5S,6S)-3,4-diacetoxy-6-methyl-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4-oxo-chroman-5-yl ester 135545-94-7 C41H46O20
Acetic acid 2-(4-acetoxy-phenyl)-7-[(2S,3R,4R,5S,6S)-3,4-diacetoxy-6-methyl-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4-oxo-chroman-5-yl ester
—— (2R,3R)-cis-3',4'-dimethoxy-7(phenylmethoxy)flavan-3-ol 1196870-45-7 C24H24O5
(2R,3R)-cis-3',4'-dimethoxy-7(phenylmethoxy)flavan-3-ol
—— 9-Chloro-5-phenyl-5H-isochromeno[4,3-b]chromen-7-one 134145-85-0 C22H13ClO3
9-Chloro-5-phenyl-5H-isochromeno[4,3-b]chromen-7-one
—— (2R,3S)-trans-3',4'-dimethoxy-6-methylflavan-3-ol 1196870-32-2 C18H20O4
(2R,3S)-trans-3',4'-dimethoxy-6-methylflavan-3-ol
—— 5-hydroxy-3,7-bis(methoxymethoxy)-8-(3-methylbut-2-en-1-yl)-2-phenyl-4H-chromen-4-one 143724-78-1 C24H26O7
5-hydroxy-3,7-bis(methoxymethoxy)-8-(3-methylbut-2-en-1-yl)-2-phenyl-4H-chromen-4-one
—— 3-(4-butoxyphenyl)-3-(4-methoxyphenyl)-5-methoxy-7-fluoro-11-(5-methylthiophen-2-yl)-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-81-1 C45H41FO4S
3-(4-butoxyphenyl)-3-(4-methoxyphenyl)-5-methoxy-7-fluoro-11-(5-methylthiophen-2-yl)-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 3,3-dibromo-2-(4-methoxy-phenyl)-chroman-4-one 133131-57-4 C16H12Br2O3
3,3-dibromo-2-(4-methoxy-phenyl)-chroman-4-one
—— (2R,3R)-ethyl 2-(4-cyanophenyl)-3-fluoro-4-oxo-3,4-dihydro-2H-chromene-3-carboxylate 1207514-86-0 C19H14FNO4
(2R,3R)-ethyl 2-(4-cyanophenyl)-3-fluoro-4-oxo-3,4-dihydro-2H-chromene-3-carboxylate
—— 7-(2-fluoro-6-phenoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridine 1360910-33-3 C28H22FNO5
7-(2-fluoro-6-phenoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridine
—— 2',5,6'-trihydroxy-3',4',6,7-tetramethoxyflavone 89328-95-0 C19H18O9
2',5,6'-trihydroxy-3',4',6,7-tetramethoxyflavone
—— 6-Bromo-2-(3,4-dimethoxy-phenyl)-7-hydroxy-chromen-4-one 78050-73-4 C17H13BrO5
6-Bromo-2-(3,4-dimethoxy-phenyl)-7-hydroxy-chromen-4-one
—— 3,3-bis(4-methoxyphenyl)-6,7,10,12-tetramethoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1381922-58-2 C40H38O7
3,3-bis(4-methoxyphenyl)-6,7,10,12-tetramethoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 2-(4-Hydroxyphenyl)-4-[2-[[3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-ylidene]amino]ethylimino]chromene-3,5,7-triol 1407542-03-3 C32H24N2O10
2-(4-Hydroxyphenyl)-4-[2-[[3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-ylidene]amino]ethylimino]chromene-3,5,7-triol
—— 38909-29-4 C34H46O21
—— 5,7-dimethoxy-6-iodo-4'-isopropylflavone 1620060-06-1 C20H19IO4
5,7-dimethoxy-6-iodo-4'-isopropylflavone
—— cis-(2R,3R)-4'-methoxy-7-(phenylmethoxy)-flavan-3-ol 1196870-43-5 C23H22O4
cis-(2R,3R)-4'-methoxy-7-(phenylmethoxy)-flavan-3-ol
—— 7-(4-bromophenyl)-7H-[1,3]oxathiolo[4,5-f][1]benzopyran-2,9(8H)-dione 1177255-16-1 C16H9BrO4S
7-(4-bromophenyl)-7H-[1,3]oxathiolo[4,5-f][1]benzopyran-2,9(8H)-dione
—— (2S,3R)-trans-3',4'-dimethoxy-6-methylflavan-3-ol 1196870-28-6 C18H20O4
(2S,3R)-trans-3',4'-dimethoxy-6-methylflavan-3-ol
—— 5,6,7,2',3'-Pentahydroxy-flavon 23806-73-7 C15H10O7
5,6,7,2',3'-Pentahydroxy-flavon
—— 3,4'-Dihydroxyflavone 3-glucuronide 1242087-55-3 C21H18O10
3,4'-Dihydroxyflavone 3-glucuronide
—— 4H-1-Benzopyran-4-one,5-hydroxy-6,8-dimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-3-[[(4-methylphenyl)sulfonyl]oxy]-7-(phenylmethoxy)- 176662-25-2 C39H34O11S
4H-1-Benzopyran-4-one,5-hydroxy-6,8-dimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-3-[[(4-methylphenyl)sulfonyl]oxy]-7-(phenylmethoxy)-
—— 2'3,5-trihydroxy-4',5',6,7-tetramethoxyflavone 111786-29-9 C19H18O9
2'3,5-trihydroxy-4',5',6,7-tetramethoxyflavone
—— 4',5,7-O-Trimethylasiaticalin 68116-34-7 C24H26O11
4',5,7-O-Trimethylasiaticalin
—— 2,10-dimethyl-4-<5-methyl-2-(phenylmethoxy)phenyl>-6,6-diphenyldibenzo<d,f><1,3>dioxepin 89827-39-4 C41H34O3
2,10-dimethyl-4-<5-methyl-2-(phenylmethoxy)phenyl>-6,6-diphenyldibenzo<d,f><1,3>dioxepin
—— 2',4',6,6'-Tetramethyl-flavanon 2567-77-3 C19H20O2
2',4',6,6'-Tetramethyl-flavanon
—— 2-(3,4-dimethoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid methyl ester 66849-08-9 C19H16O6
2-(3,4-dimethoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid methyl ester
—— (1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea 373631-00-6 C24H24N2O3S
(1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea
—— butyl 2-(9-methyl-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate 1609940-25-1 C23H22O5
butyl 2-(9-methyl-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate