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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
—— 2-(1-methoxy-[2]naphthyl)-benzo[h]chromen-4-one 861047-58-7 C24H16O3
2-(1-methoxy-[2]naphthyl)-benzo[h]chromen-4-one
—— 2-Acetoxy-tetracetyl-dihydro-erythroaphin-sl 5992-08-5 C40H34O14
2-Acetoxy-tetracetyl-dihydro-erythroaphin-sl
—— 8-Iod-5-hydroxy-4'-methoxy-7,3'-diacetoxy-flavanon 3162-15-0 C20H17IO8
8-Iod-5-hydroxy-4'-methoxy-7,3'-diacetoxy-flavanon
—— α-hydroxy-2-naphthyl-2-phenyl-4,5,6,7-tetrachlorobenzo-1,3-dioxole-β-carboxylic acid 81055-48-3 C24H12Cl4O5
α-hydroxy-2-naphthyl-2-phenyl-4,5,6,7-tetrachlorobenzo-1,3-dioxole-β-carboxylic acid
—— 7-methoxy-2-(4-chlorophenyl)-3-nitro-2H-chromene 1227402-06-3 C16H12ClNO4
7-methoxy-2-(4-chlorophenyl)-3-nitro-2H-chromene
—— 5-(2,2-dimethyl-1,3-dioxol-4-ylmethoxy)-7-ethoxycarbonyl-methoxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-58-7 C29H30O10
5-(2,2-dimethyl-1,3-dioxol-4-ylmethoxy)-7-ethoxycarbonyl-methoxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 6,8-diallyl-5,7-dihydroxy-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-12-3 C24H22O8
6,8-diallyl-5,7-dihydroxy-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 6-Allyl-5,7-diallyloxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 178367-45-8 C28H28O6
6-Allyl-5,7-diallyloxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 1459714-47-6 C2H6O*C33H24GeO4
—— (2R,3R)-5,7-bis(hydroxyl)-2-[3',4',5'-tris(hydroxy)phenyl]chroman-3-yl 2-fluorobenzoate 1256160-09-4 C22H17FO8
(2R,3R)-5,7-bis(hydroxyl)-2-[3',4',5'-tris(hydroxy)phenyl]chroman-3-yl 2-fluorobenzoate
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl icosanoate 1261481-00-8 C35H52O8
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl icosanoate
—— 5,7-dihydroxy-2-(4-hydroxy-phenyl)-8-(tetra-O-acetyl-β-D-glucopyranosyl)-chromen-4-one 2903-76-6 C29H28O14
5,7-dihydroxy-2-(4-hydroxy-phenyl)-8-(tetra-O-acetyl-β-D-glucopyranosyl)-chromen-4-one
—— 8-C-Methylquercetin-pentaacetat 115385-46-1 C26H22O12
8-C-Methylquercetin-pentaacetat
—— 6-methoxy-2-(4-methoxyphenyl)-2H-chromene 121507-62-8 C17H16O3
6-methoxy-2-(4-methoxyphenyl)-2H-chromene
—— 9-(4-oxo-4H-1-benzopyran-2-yl)-7-chloroquinolino[2,1-b]quinazolin-1-one 1333215-84-1 C25H13ClN2O3
9-(4-oxo-4H-1-benzopyran-2-yl)-7-chloroquinolino[2,1-b]quinazolin-1-one
—— 8-Chlor-6-fluor-4'-dimethylamino-flavanon 4257-29-8 C17H15ClFNO2
8-Chlor-6-fluor-4'-dimethylamino-flavanon
—— 6-Chloracetoxy-flavon 3168-25-0 C17H11ClO4
6-Chloracetoxy-flavon
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-leucinate 1120368-03-7 C27H34NO8P
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-leucinate
—— quercetin 3-O-[4'''-O-acetyl-α-L-arabinopyranosyl]-(1'''->6'')-β-D-galactopyranoside 1374260-02-2 C28H30O17
quercetin 3-O-[4'''-O-acetyl-α-L-arabinopyranosyl]-(1'''->6'')-β-D-galactopyranoside
—— 6-<4-Methoxy-benzoyloxy>-7-benzyloxy-4'-methoxyflavon 5928-38-1 C31H24O7
6-<4-Methoxy-benzoyloxy>-7-benzyloxy-4'-methoxyflavon
—— 3-Hydroxy-5,6,7,3'-tetramethoxy-4'-benzyloxy-flavon 915-50-4 C26H24O8
3-Hydroxy-5,6,7,3'-tetramethoxy-4'-benzyloxy-flavon
—— 7-ethoxy-2-(4-ethoxy-phenyl)-8-β-D-glucopyranosyl-5-hydroxy-chromen-4-one 124245-46-1 C25H28O10
7-ethoxy-2-(4-ethoxy-phenyl)-8-β-D-glucopyranosyl-5-hydroxy-chromen-4-one
—— (+/-)-2-(3-methylbenzyl)-2-phenylchroman 1353093-44-3 C23H22O
(+/-)-2-(3-methylbenzyl)-2-phenylchroman
—— (RS)-4-(2,3-dihydro-benzofuran-5-yl)-4-[3-(5-methoxy-pyridin-3-yl)-phenyl]-4,5-dihydro-oxazol-2-ylamine formate 1180017-90-6 CH2O2*C23H21N3O3
(RS)-4-(2,3-dihydro-benzofuran-5-yl)-4-[3-(5-methoxy-pyridin-3-yl)-phenyl]-4,5-dihydro-oxazol-2-ylamine formate
—— 2-[2-(5-fluoro-pyridin-3-yl)-chroman-6-yloxy]-thiazole-5-carboxylic acid 1426900-56-2 C18H13FN2O4S
2-[2-(5-fluoro-pyridin-3-yl)-chroman-6-yloxy]-thiazole-5-carboxylic acid
—— 4,4-Dimethoxy-2-p-tolyl-chroman-3-one oxime 91735-23-8 C18H19NO4
4,4-Dimethoxy-2-p-tolyl-chroman-3-one oxime
—— 3-methyl-4'-n-pentylflavone-8-carboxylic acid N,N-diethylamide 90102-38-8 C26H31NO3
3-methyl-4'-n-pentylflavone-8-carboxylic acid N,N-diethylamide
—— 2',3-dimethylflavone-8-carboxylic acid ethyl ester 90102-13-9 C20H18O4
2',3-dimethylflavone-8-carboxylic acid ethyl ester
—— (5R)-5-[4-(2-azepan-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 554431-46-8 C31H33NO5
(5R)-5-[4-(2-azepan-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— 3'-Benzyloxy-3,4',5,5',6,7,8-heptamethoxy-flavon 13344-73-5 C29H30O10
3'-Benzyloxy-3,4',5,5',6,7,8-heptamethoxy-flavon
—— 5-(benzyloxy)-4-oxo-2-phenyl-4H-chromen-7-yl 4-methylbenzenesulfonate 1610737-56-8 C29H22O6S
5-(benzyloxy)-4-oxo-2-phenyl-4H-chromen-7-yl 4-methylbenzenesulfonate
—— chrysin-7-yl phenyl N,N-bis(2-chloroethyl) phosphoramidate 1254975-83-1 C25H22Cl2NO6P
chrysin-7-yl phenyl N,N-bis(2-chloroethyl) phosphoramidate
—— 2-((S)-2-phenyl-chroman-6-yloxy)-thiazole-4-carboxylic acid 1426900-63-1 C19H15NO4S
2-((S)-2-phenyl-chroman-6-yloxy)-thiazole-4-carboxylic acid
—— Benzoic acid, 2-(acetyloxy)-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-trans)- 80500-87-4 C24H20O9
Benzoic acid, 2-(acetyloxy)-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-trans)-
—— 2-(4-methoxyphenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one 1613023-76-9 C26H26O5
2-(4-methoxyphenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one
—— 3-Hydroxy-2'.4'.6.6'-tetramethyl-flavon 2615-74-9 C19H18O3
3-Hydroxy-2'.4'.6.6'-tetramethyl-flavon
—— Acetic acid (2R,3S,4S)-3,5,7-tris-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-4-yl ester 478241-15-5 C52H46O8
Acetic acid (2R,3S,4S)-3,5,7-tris-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-4-yl ester
—— 11-Methoxy-5-(4-methoxyphenyl)-21,21-dimethyl-5-(4-morpholin-4-ylphenyl)-10-(3,4,5-trimethoxyphenyl)-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-18-carbonitrile 1278522-95-4 C50H46N2O7
11-Methoxy-5-(4-methoxyphenyl)-21,21-dimethyl-5-(4-morpholin-4-ylphenyl)-10-(3,4,5-trimethoxyphenyl)-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-18-carbonitrile
—— 7-Nitro-2,2,3,3-tetraphenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan 1488-68-2 C35H27NO3
7-Nitro-2,2,3,3-tetraphenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan
—— 6-Chlor-2'-chloracetoxy-flavon 3473-38-9 C17H10Cl2O4
6-Chlor-2'-chloracetoxy-flavon
—— 2-(3-methyl-2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid 1426900-67-5 C20H17NO4S
2-(3-methyl-2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid
—— 2-[2-(2-ethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid 1426900-57-3 C21H19NO4S
2-[2-(2-ethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid
—— 4-methyl-2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid 1426900-52-8 C21H19NO4S
4-methyl-2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid
—— 5-hydroxy-2-(4-iodo-phenyl)-chromen-4-one 26506-10-5 C15H9IO3
5-hydroxy-2-(4-iodo-phenyl)-chromen-4-one
—— 4,4-Diphenyl-5,6-benzoflavan 2884-77-7 C31H24O
4,4-Diphenyl-5,6-benzoflavan
—— 3-Methoxy-5,7-dihydroxy-6-allyl-flavon 17892-75-0 C19H16O5
3-Methoxy-5,7-dihydroxy-6-allyl-flavon
—— 6-chloro-2-(3,4,5-trimethoxyphenyl)-2H-chromene 1413850-60-8 C18H17ClO4
6-chloro-2-(3,4,5-trimethoxyphenyl)-2H-chromene
—— trans-3,4'-Dihydroxy-flavanon-diacetat 6598-77-2 C19H16O6
trans-3,4'-Dihydroxy-flavanon-diacetat
—— (Ξ)-2-[4-((1<i>R</i>)-menthyloxy-acetoxy)-phenyl]-chroman-4-one 103157-82-0 C27H32O5
(Ξ)-2-[4-((1<i>R</i>)-menthyloxy-acetoxy)-phenyl]-chroman-4-one
—— 6-cyclohexyl-2-phenyl-2,3-dihydro-benzo[<i>h</i>]chromen-4-one 65374-69-8 C25H24O2
6-cyclohexyl-2-phenyl-2,3-dihydro-benzo[<i>h</i>]chromen-4-one