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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
—— pentamethyl morin 7555-80-8 C20H20O7
pentamethyl morin
—— sagittatoside A 118525-35-2 C33H40O15
sagittatoside A
—— 2-(2,4-diacetoxyphenyl)-4-oxo-4H-chromene-3,5,7-triyl triacetate 119073-35-7 C25H20O12
2-(2,4-diacetoxyphenyl)-4-oxo-4H-chromene-3,5,7-triyl triacetate
—— 5-hydroxy-3,7,2',4'-tetramethoxyflavone 19056-75-8 C19H18O7
5-hydroxy-3,7,2',4'-tetramethoxyflavone
—— (+/-)-7-methoxy-2-(4-methoxyphenyl)-2H-chromene 89840-16-4 C17H16O3
(+/-)-7-methoxy-2-(4-methoxyphenyl)-2H-chromene
—— 7-methoxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one 152038-73-8 C17H11F3O3
7-methoxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— 3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one 93322-57-7 C17H14O6
3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one
—— 7-methoxy-2-(p-tolyl)-2,3-dihydrochromen-4-one 137109-40-1 C17H16O3
7-methoxy-2-(p-tolyl)-2,3-dihydrochromen-4-one
—— 7-methoxy-2-(4-nitrophenyl)-4-oxo-4H-benzopyran-3-carboxylic acid 132018-19-0 C17H11NO7
7-methoxy-2-(4-nitrophenyl)-4-oxo-4H-benzopyran-3-carboxylic acid
—— 2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4H-chromen-4-one 93876-57-4 C18H16O6
2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4H-chromen-4-one
—— 2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methoxychromen-4-one 147723-11-3 C18H13ClO5
2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methoxychromen-4-one
—— 3-(4-chlorobenzylidene)-4'-chloro-7-methoxyflavanone 111599-80-5 C23H16Cl2O3
3-(4-chlorobenzylidene)-4'-chloro-7-methoxyflavanone
—— 2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-benzopyran-3-carboxylic acid 132018-22-5 C17H12O6
2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-benzopyran-3-carboxylic acid
—— 2-(4-hydroxyphenyl)-7-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-24-7 C18H14O6
2-(4-hydroxyphenyl)-7-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 2-(4-chlorophenyl)-7-methoxychroman-4-one 60073-79-2 C16H13ClO3
2-(4-chlorophenyl)-7-methoxychroman-4-one
—— 4'-chloro-7-methoxy-3-methylene flavanone 77038-38-1 C17H13ClO3
4'-chloro-7-methoxy-3-methylene flavanone
—— cyanidin 3-β-D-xylopyranosyl-(1→2)-β-D-galactopyranoside 142506-19-2 C26H29O15
cyanidin 3-β-D-xylopyranosyl-(1→2)-β-D-galactopyranoside
—— cyanidin-3-(glucosyl)galactoside 142562-01-4 C27H31O16
cyanidin-3-(glucosyl)galactoside
—— 7-ethoxy-2'-methoxyflavone 405216-93-5 C18H16O4
7-ethoxy-2'-methoxyflavone
—— 7-methoxy-2-(3-methoxyphenyl)chroman-4-one 32272-16-5 C17H16O4
7-methoxy-2-(3-methoxyphenyl)chroman-4-one
—— 3,4-dihydro-7-hydroxy-8-methyl-2-phenyl-2H-1-benzopyran 122483-88-9 C16H16O2
3,4-dihydro-7-hydroxy-8-methyl-2-phenyl-2H-1-benzopyran
—— morin-5'-sulfonic acid sodium salt 79400-76-3 C15H9O10S*Na
morin-5'-sulfonic acid sodium salt
—— 2-(3,4-dihydroxy-5-sulfophenyl)-3,5,7-trihydroxy-4H-benzopyran-4-one 31273-65-1 C15H10O10S
2-(3,4-dihydroxy-5-sulfophenyl)-3,5,7-trihydroxy-4H-benzopyran-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2,5-dihydroxybenzoate 1355333-49-1 C22H14O10
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2,5-dihydroxybenzoate
—— 5,7-dimethoxy-2-(3',4',5'-trimethoxyphenyl)-8-propyl-4H-chromen-4-one 531502-70-2 C23H26O7
5,7-dimethoxy-2-(3',4',5'-trimethoxyphenyl)-8-propyl-4H-chromen-4-one
—— 4'-methoxy-5,7-dihydroxy-3-C-methylflavone 22395-13-7 C17H14O5
4'-methoxy-5,7-dihydroxy-3-C-methylflavone
—— 4-oxo-2-(3,4-difluorophenyl)-4H-1-benzopyran-8-acetic acid 131401-97-3 C17H10F2O4
4-oxo-2-(3,4-difluorophenyl)-4H-1-benzopyran-8-acetic acid
—— 8-allyl-2-(3,4-difluorophenyl)-4H-benzopyran-4-one 131402-12-5 C18H12F2O2
8-allyl-2-(3,4-difluorophenyl)-4H-benzopyran-4-one
—— Cyanidin 3-O-xyloside 29761-24-8 C20H19O10+
Cyanidin 3-O-xyloside
—— kaempferol-3-O-α-D-xylopyranosyl-(2a→1b)-2a-O-α-D-xylopyranosyl-(2b→1c)-2b-O-α-D-xylopyranosyl-(2c→1d)-2c-O-α-D-xylopyranosyl-2d-hexadecanoate 1449692-21-0 C51H72O23
kaempferol-3-O-α-D-xylopyranosyl-(2a→1b)-2a-O-α-D-xylopyranosyl-(2b→1c)-2b-O-α-D-xylopyranosyl-(2c→1d)-2c-O-α-D-xylopyranosyl-2d-hexadecanoate
—— 5,6,7-triacetoxyflavone 67047-05-6 C21H16O8
5,6,7-triacetoxyflavone
—— 7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde 412027-80-6 C17H12O5
7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde
—— baicalein-6-O-β-D-glucopyranuronoside-7-O-β-D-glucopyranuronoside 126553-37-5 C27H26O17
baicalein-6-O-β-D-glucopyranuronoside-7-O-β-D-glucopyranuronoside
—— 6-O-β-glucopyranuronosyl-baicalein 7-O-sulfate 126527-77-3 C21H18O14S
6-O-β-glucopyranuronosyl-baicalein 7-O-sulfate
—— Baicalein-6-O-β-D-glucopyranosiduronsaeure 35990-03-5 C21H18O11
Baicalein-6-O-β-D-glucopyranosiduronsaeure
—— 6,7-dihydroxy-5-methoxyflavone 150036-33-2 C16H12O5
6,7-dihydroxy-5-methoxyflavone
—— 2',4',5',6'-tetrahydroxyflavone 671791-94-9 C15H10O6
2',4',5',6'-tetrahydroxyflavone
—— 3-Hydroxy-2-(6-methoxynaphthalen-2-yl)chromen-4-one 1099682-04-8 C20H14O4
3-Hydroxy-2-(6-methoxynaphthalen-2-yl)chromen-4-one
—— Tetraethyl-5,7,3',4'quercetine 82546-98-3 C23H26O7
Tetraethyl-5,7,3',4'quercetine
—— quercetin-3-O-acetic acid 1144104-73-3 C17H12O9
quercetin-3-O-acetic acid
—— 3''-O-butanoylrutin 131981-32-3 C31H36O17
3''-O-butanoylrutin
—— rutin palmitate 823789-36-2 C43H60O17
rutin palmitate
—— 3-O-[(3″,4″,5″-tri-O-methoxymethyl)-galloyl]quercetin 1420045-11-9 C28H26O14
3-O-[(3″,4″,5″-tri-O-methoxymethyl)-galloyl]quercetin
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 3,4,5-trihydroxybenzoate 700364-44-9 C22H14O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 3,4,5-trihydroxybenzoate
—— 3,5-Dihydroxy-3',4',7-tri-(β-hydroxyethoxy)flavon 23077-88-5 C21H22O10
3,5-Dihydroxy-3',4',7-tri-(β-hydroxyethoxy)flavon
—— Rutosid 153-18-4 C27H30O16
Rutosid
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-ylacetate 143631-97-4 C17H12O8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-ylacetate
—— quercetin-3-O-tetra-O-acetyl-β-D-glucopyranoside 39028-59-6 C29H28O16
quercetin-3-O-tetra-O-acetyl-β-D-glucopyranoside
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{{2,3,4-tris-O-(3-carboxy-1-oxopropyl)-6-O-[2,3,4-tris-O-(3-carboxy-1-oxopropyl)-6-deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl}oxy}-4H-1-benzopyran-4-one 267006-02-0 C51H54O34
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{{2,3,4-tris-O-(3-carboxy-1-oxopropyl)-6-O-[2,3,4-tris-O-(3-carboxy-1-oxopropyl)-6-deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl}oxy}-4H-1-benzopyran-4-one
—— 7,4′-di-O-methylquercetin-3-O-beta-rutinoside 20188-85-6 C29H34O16
7,4′-di-O-methylquercetin-3-O-beta-rutinoside