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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-(2,4-dimethoxyphenyl)-2-methoxychromane 1029608-21-6 C18H20O4
3-(2,4-dimethoxyphenyl)-2-methoxychromane
—— 1610880-65-3 C33H26O3
—— Venelbin 76515-02-1 C67H83N5O27S
Venelbin
—— N-(3,4-dichlorobenzyl)-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenylacrylamide 1018817-36-1 C32H23Cl2NO3
N-(3,4-dichlorobenzyl)-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenylacrylamide
—— 2-(2-bromophenyl)-3-hydroxy-4H-chromen-4-one 742095-01-8 C15H9BrO3
2-(2-bromophenyl)-3-hydroxy-4H-chromen-4-one
—— 7-Chloro-2-(4-chloro-phenyl)-3-hydroxy-chromen-4-one 111391-56-1 C15H8Cl2O3
7-Chloro-2-(4-chloro-phenyl)-3-hydroxy-chromen-4-one
—— 3',4',5,7-tetra(hydroxyethoxy)flavone 39038-38-5 C23H26O10
3',4',5,7-tetra(hydroxyethoxy)flavone
—— [(2S,3S,4S)-3-Hydroxy-5-methoxy-2-(4-methoxy-phenyl)-chroman-4-ylsulfanyl]-acetic acid methyl ester 86788-69-4 C20H22O6S
[(2S,3S,4S)-3-Hydroxy-5-methoxy-2-(4-methoxy-phenyl)-chroman-4-ylsulfanyl]-acetic acid methyl ester
—— 2-(2,6-difluorophenyl)chroman-6-ol 728934-42-7 C15H12F2O2
2-(2,6-difluorophenyl)chroman-6-ol
—— N-(O,O-diethyphosphoro)-3-aminoflavone 141334-35-2 C19H20NO5P
N-(O,O-diethyphosphoro)-3-aminoflavone
—— 2-(4-Benzyloxy-phenyl)-3-nitro-2H-chromene 81289-18-1 C22H17NO4
2-(4-Benzyloxy-phenyl)-3-nitro-2H-chromene
—— 7-acetoxy-2-(2,5-diacetoxy-phenyl)-chromen-4-one 110144-74-6 C21H16O8
7-acetoxy-2-(2,5-diacetoxy-phenyl)-chromen-4-one
—— 5,3'-Diacetyl-digicitrin, 3,6,7,8,4',5'-Hexamethoxy-5,3'-diacetoxy-flavon 13344-74-6 C25H26O12
5,3'-Diacetyl-digicitrin, 3,6,7,8,4',5'-Hexamethoxy-5,3'-diacetoxy-flavon
—— ISOSCUTELLAREIN 8-O-beta-D-GLUCURONIDE 6''-METHYL ESTER 636589-22-5 C22H20O12
ISOSCUTELLAREIN 8-O-beta-D-GLUCURONIDE 6''-METHYL ESTER
—— 3-hydroxy-2-(2-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one 114203-01-9 C20H14O4
3-hydroxy-2-(2-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one
—— 3'-Jod-5-benzyloxy-4',7-dimethoxy-flavon 95957-89-4 C24H19IO5
3'-Jod-5-benzyloxy-4',7-dimethoxy-flavon
—— Keyakinin 10515-26-1 C22H22O11
Keyakinin
—— 2-[4-(3-chloropropoxy)-phenyl]-7-hydroxy-3-(4-hydroxyphenyl)-4-(trifluoromethyl)-2H-1-benzopyran 361391-08-4 C25H20ClF3O4
2-[4-(3-chloropropoxy)-phenyl]-7-hydroxy-3-(4-hydroxyphenyl)-4-(trifluoromethyl)-2H-1-benzopyran
—— 7-[2-(2-oxo-1-(piperidin-1-yl)propylidene)hydrazinyl]-2-phenyl-4H-chromen-4-one 1394154-30-3 C23H23N3O3
7-[2-(2-oxo-1-(piperidin-1-yl)propylidene)hydrazinyl]-2-phenyl-4H-chromen-4-one
—— 6-Nitro-7-methyl-4'-methoxy-flavon 93325-64-5 C17H13NO5
6-Nitro-7-methyl-4'-methoxy-flavon
—— 5-Methoxy-7-allyloxy-flavon 95219-78-6 C19H16O4
5-Methoxy-7-allyloxy-flavon
—— 6-Fluor-8-brom-4'-methoxy-flavon 1682-90-2 C16H10BrFO3
6-Fluor-8-brom-4'-methoxy-flavon
—— 2-[3-(5-chloropyridin-2-yloxy)phenyl]chroman-6-ol 728935-12-4 C20H16ClNO3
2-[3-(5-chloropyridin-2-yloxy)phenyl]chroman-6-ol
—— 3-(3,4-dimethoxybenzylidene)-2'-chloroflavanone 1400900-06-2 C24H19ClO4
3-(3,4-dimethoxybenzylidene)-2'-chloroflavanone
—— 4-β-D-glucopyranosyloxy-2'-hydroxy-3,4',6'-trimethoxy-trans(?)-chalcone 27960-51-6 C24H28O11
4-β-D-glucopyranosyloxy-2'-hydroxy-3,4',6'-trimethoxy-trans(?)-chalcone
—— 6-Hydroxy-4',8-dimethoxy-flavon 93322-43-1 C17H14O5
6-Hydroxy-4',8-dimethoxy-flavon
—— 2-(2,5-dihydroxy-phenyl)-7-hydroxy-chromen-4-one 108238-49-9 C15H10O5
2-(2,5-dihydroxy-phenyl)-7-hydroxy-chromen-4-one
—— 2-[4-(N-Acetyl-N-isopropyl)amino]phenyl-5-amino-4H-benzopyran-4-one 130599-61-0 C20H20N2O3
2-[4-(N-Acetyl-N-isopropyl)amino]phenyl-5-amino-4H-benzopyran-4-one
—— quercetin-3-O-arabinoside 201610-60-8 C20H18O11
quercetin-3-O-arabinoside
—— 2-[4-(3-chloro-1-thiapropyl)-phenyl]-7-hydroxy-3-(4-hydroxyphenyl)-4-(trifluoromethyl)-4-(trimethylsiloxy)-2,3-dihydro-4H-1-benzopyran 361391-16-4 C27H28ClF3O4SSi
2-[4-(3-chloro-1-thiapropyl)-phenyl]-7-hydroxy-3-(4-hydroxyphenyl)-4-(trifluoromethyl)-4-(trimethylsiloxy)-2,3-dihydro-4H-1-benzopyran
—— 1-(4-chlorophenyl)-2-(2-(3,4-dimethylphenyl)chroman-4-ylidene)hydrazine 1292299-66-1 C23H21ClN2O
1-(4-chlorophenyl)-2-(2-(3,4-dimethylphenyl)chroman-4-ylidene)hydrazine
—— (2S,3S)-3-Bromo-2-(3,4-dimethoxy-phenyl)-chroman-4-one 78113-65-2 C17H15BrO4
(2S,3S)-3-Bromo-2-(3,4-dimethoxy-phenyl)-chroman-4-one
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-pyrrolylethoxy)phenyl)-2H-chromen-6-ol 1352307-03-9 C28H25NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-pyrrolylethoxy)phenyl)-2H-chromen-6-ol
—— Tris-flavon-3-yloxy-methan 18435-86-4 C46H28O9
Tris-flavon-3-yloxy-methan
—— 2-[3-(5-chloropyridin-2-yloxy)phenyl]-6-hydroxychroman-4-one 728934-95-0 C20H14ClNO4
2-[3-(5-chloropyridin-2-yloxy)phenyl]-6-hydroxychroman-4-one
—— 1492023-89-8 C46H42F6O11
—— 3'',4''-Methylendioxy-dihydrofurano(3',2',6,7)-flavon 93657-05-7 C18H12O5
3'',4''-Methylendioxy-dihydrofurano(3',2',6,7)-flavon
—— 8-iodo-5,7-dimethoxy-2-phenyl-chroman-4-one 93315-03-8 C17H15IO4
8-iodo-5,7-dimethoxy-2-phenyl-chroman-4-one
—— N-{2-[4-(benzyloxy)-3-chlorophenyl]-3-hydroxy-8-nitro-4-oxo-4H-chromen-6-yl}acetamide 372102-96-0 C24H17ClN2O7
N-{2-[4-(benzyloxy)-3-chlorophenyl]-3-hydroxy-8-nitro-4-oxo-4H-chromen-6-yl}acetamide
—— 6,3',4'-Trimethoxyflavanol-(4β)-acetat 99730-52-6 C20H22O6
6,3',4'-Trimethoxyflavanol-(4β)-acetat
—— (+/-)-6-<i>trans</i>-cinnamoyl-2-phenyl-chroman-4-one 102145-66-4 C24H18O3
(+/-)-6-<i>trans</i>-cinnamoyl-2-phenyl-chroman-4-one
—— 2-methoxy-2,4-diphenyl-chroman 60433-51-4 C22H20O2
2-methoxy-2,4-diphenyl-chroman
—— 5-[1-(2-Phenyl-chroman-6-yl)-meth-(E)-ylidene]-thiazolidine-2,4-dione 109209-01-0 C19H15NO3S
5-[1-(2-Phenyl-chroman-6-yl)-meth-(E)-ylidene]-thiazolidine-2,4-dione
—— 2-(4-methoxyphenyl)-7-(3-tetrahydro-1H-1-pyrrolylpropoxy)-4-chromanone 850152-80-6 C23H27NO4
2-(4-methoxyphenyl)-7-(3-tetrahydro-1H-1-pyrrolylpropoxy)-4-chromanone
—— 1219945-24-0 C60H55O26
—— 5,7-Bis[[tert-butyl(diphenyl)silyl]oxy]-2-[4-[tert-butyl(diphenyl)silyl]oxyphenyl]-3-hydroxychromen-4-one 1104336-75-5 C63H64O6Si3
5,7-Bis[[tert-butyl(diphenyl)silyl]oxy]-2-[4-[tert-butyl(diphenyl)silyl]oxyphenyl]-3-hydroxychromen-4-one
—— 4-(3-benzeneazo-4-hydroxyphenyl)-2,2,4-trimethylchroman 121624-91-7 C24H24N2O2
4-(3-benzeneazo-4-hydroxyphenyl)-2,2,4-trimethylchroman
—— 8-Iod-5,7,3',4'-tetramethoxy-flavanon 95278-53-8 C19H19IO6
8-Iod-5,7,3',4'-tetramethoxy-flavanon
—— 5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-5,7-diyl phosphoricacid tetraethyl ester 1453477-42-3 C23H28O11P2
5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-5,7-diyl phosphoricacid tetraethyl ester
—— 3,5,6,7,8-pentaacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 87926-84-9 C29H24O16
3,5,6,7,8-pentaacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one