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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
—— Kaempferol-3-O-(2,4-di-O-acetyl-alpha-L-rhamnopyranoside) 133882-73-2 C25H24O12
Kaempferol-3-O-(2,4-di-O-acetyl-alpha-L-rhamnopyranoside)
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one 916069-04-0 C42H38O10
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
—— 3-((2S,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yloxy)-5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one 916069-02-8 C42H34O8
3-((2S,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yloxy)-5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one
—— Kaempferol-3-O-(2,3,4-tri-O-acetyl-alpha-L-rhamnopyranoside) 735315-15-8 C27H26O13
Kaempferol-3-O-(2,3,4-tri-O-acetyl-alpha-L-rhamnopyranoside)
—— BPA-QTME 1227615-20-4 C33H28O8
BPA-QTME
—— Phenyl-2 oximino-3 chromanone-4 141334-33-0 C15H11NO3
Phenyl-2 oximino-3 chromanone-4
—— (-)-(2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyloxy)phenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 332386-77-3 C78H66O11
(-)-(2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyloxy)phenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— 4′,5,7‐trihydroxyflavanone‐7‐rhamnoglucoside 58001-41-5 C27H32O14
4′,5,7‐trihydroxyflavanone‐7‐rhamnoglucoside
—— 5,7-diacetoxy-4'-hydroxyflavone 132351-62-3 C19H14O7
5,7-diacetoxy-4'-hydroxyflavone
—— naringin 29838-68-4 C27H32O14
naringin
—— apigenin 7-O-galactoside 23598-21-2 C21H20O10
apigenin 7-O-galactoside
—— prunin 221362-75-0 C21H22O10
prunin
—— 4'-rhamnoglucosyloxy-2',4,6'-trihydroxychalcone 50376-43-7 C27H32O14
4'-rhamnoglucosyloxy-2',4,6'-trihydroxychalcone
—— 2R-Naringin 10236-47-2 C27H32O14
2R-Naringin
—— 6''-O-lauroyl neohesperidin 502764-74-1 C39H54O15
6''-O-lauroyl neohesperidin
—— 6''-O-butanoylnaringin 131981-35-6 C31H38O15
6''-O-butanoylnaringin
—— 3',5'-dimethoxyflavone 74670-12-5 C17H14O4
3',5'-dimethoxyflavone
—— methyl 3-(((4-oxo-2-(4-(2-(2-(2-(4-((2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-3-yl)oxy)methyl)benzoate 1451741-44-8 C50H45N3O12
methyl 3-(((4-oxo-2-(4-(2-(2-(2-(4-((2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-3-yl)oxy)methyl)benzoate
—— 6,8-dichloro-2-phenyl-2H-chromene-3-carboxaldehyde 1228538-80-4 C16H10Cl2O2
6,8-dichloro-2-phenyl-2H-chromene-3-carboxaldehyde
—— [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate 61237-19-2 C30H26O12
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— (2R,3R)-3,4-Dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl 3-(4-hydroxyphenyl)-2-propenoate 89013-65-0 C24H20O9
(2R,3R)-3,4-Dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl 3-(4-hydroxyphenyl)-2-propenoate
—— Kaempferitrin 482-38-2 C27H30O14
Kaempferitrin
—— Quercetin-5-glucosid 34199-21-8 C21H20O12
Quercetin-5-glucosid
—— 7-Methoxy-3-oxo-2-(3.4-dihydroxy-benzyliden)-6-(β-D-glucosyloxy)-cumaran (Leptosin) 486-23-7 C22H22O11
7-Methoxy-3-oxo-2-(3.4-dihydroxy-benzyliden)-6-(β-D-glucosyloxy)-cumaran (Leptosin)
—— isorhamnetin 3,7-di-O-β-glucoside 6758-51-6 C28H32O17
isorhamnetin 3,7-di-O-β-glucoside
—— 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol 188824-33-1 C33H42O4SSi2
4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol
—— 2'',3''-dihydroamentoflavone 106577-42-8 C30H20O10
2'',3''-dihydroamentoflavone
—— epiafzelechin-(4β->6)-epicatechin-3-O-gallate 1245386-39-3 C37H30O15
epiafzelechin-(4β->6)-epicatechin-3-O-gallate
—— pentabenzylated cyanidin 1392190-80-5 C50H41O6
pentabenzylated cyanidin
—— (+)-catechin 3-O-gallate 25615-05-8 C22H18O10
(+)-catechin 3-O-gallate
—— tetrabenzyloxy-5,7,3',4'-epicatechin 732298-15-6 C43H38O6
tetrabenzyloxy-5,7,3',4'-epicatechin
—— epigallocatechin-4-benzylthioether 220886-22-6 C22H20O7S
epigallocatechin-4-benzylthioether
—— 5,7,3',4'-tetra-O-benzylepicatechin 87292-49-7 C43H38O6
5,7,3',4'-tetra-O-benzylepicatechin
—— 3',4',5,7-Tetra-O-methyl-(+)-epicatechin 138663-01-1 C19H22O6
3',4',5,7-Tetra-O-methyl-(+)-epicatechin
—— isorhamnetin 3-O-(6-O-acetyl-β-D-glucopyranosyl)-7-β-D-glucopyranoside 1187881-48-6 C30H34O18
isorhamnetin 3-O-(6-O-acetyl-β-D-glucopyranosyl)-7-β-D-glucopyranoside
—— (R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate 1392108-94-9 C52H46O8
(R)-(2S,3S)-5,7-bis(benzyloxy)-2-(3’,4’bis(benzyloxy)phenyl)chroman-3-yl 2-methoxy-2-phenylacetate
—— catechin hydrate 154-23-4 C15H14O6
catechin hydrate
—— (-)-epicatechin benzylthioether 213007-61-5 C22H20O6S
(-)-epicatechin benzylthioether
—— 5,7-Dihydroxy-3a(2),4a(2)-dimethoxy-5a(2)-(3-methylbut-2-enyl)flavanone 147047-03-8 C22H24O6
5,7-Dihydroxy-3a(2),4a(2)-dimethoxy-5a(2)-(3-methylbut-2-enyl)flavanone
—— chrysoeriol 7-O-β-D-glucopyranosiduronic acid-(1->2)-β-D-glucopyranoside 1151534-39-2 C28H30O17
chrysoeriol 7-O-β-D-glucopyranosiduronic acid-(1->2)-β-D-glucopyranoside
—— oroxylin A 7-O-glucuronide 36948-76-2 C22H20O11
oroxylin A 7-O-glucuronide
—— leucocyanidin 93527-39-0 C15H14O7
leucocyanidin
—— 3-[[2,6-Bis-O-[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-I(2)-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 94474-74-5 C39H32O15
3-[[2,6-Bis-O-[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-I(2)-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
—— 4-[7-(beta-D-Glucopyranuronosyloxy)-5-hydroxy-4-oxo-4H-1-benzopyran-2-yl]-2-methoxyphenyl beta-D-glucopyranosiduronic acid 80366-06-9 C28H28O18
4-[7-(beta-D-Glucopyranuronosyloxy)-5-hydroxy-4-oxo-4H-1-benzopyran-2-yl]-2-methoxyphenyl beta-D-glucopyranosiduronic acid
—— luteolin 7-O-β-D-glucopyranosiduronic acid-(1->2)-β-D-glucopyranoside 1151534-37-0 C27H28O17
luteolin 7-O-β-D-glucopyranosiduronic acid-(1->2)-β-D-glucopyranoside
—— (S)-8-formyl-3',5-dihydroxy-7-methoxy-6-methylflavanone 1360904-12-6 C18H16O6
(S)-8-formyl-3',5-dihydroxy-7-methoxy-6-methylflavanone
—— 3-((6-O-(2-Carboxyacetyl)-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one 86555-37-5 C25H24O15
3-((6-O-(2-Carboxyacetyl)-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-phenyl-chroman-3,4-dione 70460-60-5 C15H10O3
2-phenyl-chroman-3,4-dione
—— 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[2-O-[6-O-[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-I(2)-D-glucopyranosyl]-I(2)-D-glucopyranosyl]-4H-1-benzopyran-4-one 99445-33-7 C37H38O18
5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[2-O-[6-O-[3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-I(2)-D-glucopyranosyl]-I(2)-D-glucopyranosyl]-4H-1-benzopyran-4-one
—— 3-[[6-O-Acetyl-2-O-(6-deoxy-I+/--L-mannopyranosyl)-I(2)-D-galactopyranosyl]oxy]-7-[(6-deoxy-I+/--L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 124027-50-5 C35H42O20
3-[[6-O-Acetyl-2-O-(6-deoxy-I+/--L-mannopyranosyl)-I(2)-D-galactopyranosyl]oxy]-7-[(6-deoxy-I+/--L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one