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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
—— 941269-61-0 C25H20ClNO5
—— 4',7-O-Dimethylasiaticalin 69292-79-1 C23H24O11
4',7-O-Dimethylasiaticalin
—— 2-(2,4-bis(benzyloxy)phenyl)-5-hydroxy-3-(3-methylbut-2-en-1-yl)-7-((3-methylbut-2-en-1-yl)oxy)-4H-chromen-4-one 1610962-16-7 C39H38O6
2-(2,4-bis(benzyloxy)phenyl)-5-hydroxy-3-(3-methylbut-2-en-1-yl)-7-((3-methylbut-2-en-1-yl)oxy)-4H-chromen-4-one
—— 1,2,5,6-Dinaphthyl<b>-3,7-dioxa-4,4,8,8-tetra(4-methoxyphenyl)-1,5-cyclooctadiene 82378-98-1 C50H40O6
1,2,5,6-Dinaphthyl<b>-3,7-dioxa-4,4,8,8-tetra(4-methoxyphenyl)-1,5-cyclooctadiene
—— 3-methyl-7-(3,4,5-trimethoxy-phenyl)-chromeno[6,5-<i>d</i>]isoxazol-9-one 49586-08-5 C20H17NO6
3-methyl-7-(3,4,5-trimethoxy-phenyl)-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— (2R,3S)-5-chloro-3-phenyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol 412052-70-1 C27H28ClNO3S
(2R,3S)-5-chloro-3-phenyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol
—— 6-benzyl-7-benzyloxy-2-phenyl-chromen-4-one 857787-92-9 C29H22O3
6-benzyl-7-benzyloxy-2-phenyl-chromen-4-one
—— 3-Hydroxy-6-methylflavanon 42972-61-2 C16H14O3
3-Hydroxy-6-methylflavanon
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{2'',3''-di-O-[3'''-(4-methylphenylpropanoyl)]}glucosyl-4H-chromen-4-one 1246840-70-9 C41H40O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{2'',3''-di-O-[3'''-(4-methylphenylpropanoyl)]}glucosyl-4H-chromen-4-one
—— 6-methoxy-2'-chloro-4'-aminoflavone 1388722-88-0 C16H12ClNO3
6-methoxy-2'-chloro-4'-aminoflavone
—— Acetic acid 2,3-dimethoxy-5-(4,7,9-trimethoxy-8-oxo-8H-[1,3]dioxolo[4,5-g]chromen-6-yl)-phenyl ester 82668-97-1 C23H22O11
Acetic acid 2,3-dimethoxy-5-(4,7,9-trimethoxy-8-oxo-8H-[1,3]dioxolo[4,5-g]chromen-6-yl)-phenyl ester
—— 3-(4-Methoxybenzylidene)-5,7,4'-trihydroxyflavanone 125130-60-1 C23H18O6
3-(4-Methoxybenzylidene)-5,7,4'-trihydroxyflavanone
—— 7-amino-3-iodo-8-methoxy-2-phenyl-chromen-4-one 1279089-67-6 C16H12INO3
7-amino-3-iodo-8-methoxy-2-phenyl-chromen-4-one
—— 11-methoxy-dibenzo[<i>a</i>,<i>c</i>]xanthen-14-one 65671-88-7 C22H14O3
11-methoxy-dibenzo[<i>a</i>,<i>c</i>]xanthen-14-one
—— 6-bromo-3-iodo-7-methoxy-2-phenyl-chromen-4-one 1279088-13-9 C16H10BrIO3
6-bromo-3-iodo-7-methoxy-2-phenyl-chromen-4-one
—— 4-(3-Dimethylaminomethyl-4-oxo-chroman-2-yl)-benzonitrile; hydrochloride 77038-34-7 C19H18N2O2*ClH
4-(3-Dimethylaminomethyl-4-oxo-chroman-2-yl)-benzonitrile; hydrochloride
—— 3',4'-bis(benzyloxy)-5,7,8-trimethoxy-3-tosyloxyflavone 116512-08-4 C39H34O10S
3',4'-bis(benzyloxy)-5,7,8-trimethoxy-3-tosyloxyflavone
—— 1-O-benzyl 6-O-[2-[3-(methoxymethoxy)-4-phenylmethoxyphenyl]-4-oxochromen-3-yl] hexanedioate 1599469-71-2 C37H34O9
1-O-benzyl 6-O-[2-[3-(methoxymethoxy)-4-phenylmethoxyphenyl]-4-oxochromen-3-yl] hexanedioate
—— 3,7,3',4'-tetraacetyl (-)-epicatechin 548756-51-0 C23H22O10
3,7,3',4'-tetraacetyl (-)-epicatechin
—— 6,7-dimethoxy-2-[4-(pyrrolidin-1-ylmethyl)-phenyl]-chroman-4-one 916060-91-8 C22H25NO4
6,7-dimethoxy-2-[4-(pyrrolidin-1-ylmethyl)-phenyl]-chroman-4-one
—— 5,6,7-triacetoxy-2-(4-acetoxy-phenyl)-chroman-4-one 69455-97-6 C23H20O10
5,6,7-triacetoxy-2-(4-acetoxy-phenyl)-chroman-4-one
—— 3-O-[(E)-4-(4-chlorophenyl)-2-oxobut-3-en-1-yl]kaempferol 1338577-26-6 C25H17ClO7
3-O-[(E)-4-(4-chlorophenyl)-2-oxobut-3-en-1-yl]kaempferol
—— (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)chroman-3,5,7-triol 1258979-21-3 C23H25NO6
(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)chroman-3,5,7-triol
—— 5,6,7-trimethoxy-2-(3-nitrophenyl)-4H-chromen-4-one 1348034-59-2 C18H15NO7
5,6,7-trimethoxy-2-(3-nitrophenyl)-4H-chromen-4-one
—— 5R-(+)-[4-(2-dimethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 1157856-55-7 C27H27NO4
5R-(+)-[4-(2-dimethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— (2S,3S,4S,5R)-2-(5,7-diacetoxy-2-(4-acetoxyphenyl)-4-oxo-4H-chromen-6-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1253228-16-8 C32H30O15
(2S,3S,4S,5R)-2-(5,7-diacetoxy-2-(4-acetoxyphenyl)-4-oxo-4H-chromen-6-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— rac-2-(3-nitrophenyl)-2H-chromene-3-carboxylic acid 1204754-88-0 C16H11NO5
rac-2-(3-nitrophenyl)-2H-chromene-3-carboxylic acid
—— 3-[(5-benzyloxy-4-oxo-4H-pyran-2-yl)methoxy]-2-phenyl-4H-[1]benzopyran-4-one 586345-74-6 C28H20O6
3-[(5-benzyloxy-4-oxo-4H-pyran-2-yl)methoxy]-2-phenyl-4H-[1]benzopyran-4-one
—— 5,7,4'-Trimethoxyflavanol-(3)-acetat 99950-71-7 C20H22O6
5,7,4'-Trimethoxyflavanol-(3)-acetat
—— Malvidin 3-O-glucoside 4-vinylphenol 388089-39-2 C31H29O13+
Malvidin 3-O-glucoside 4-vinylphenol
—— 1453812-80-0 C22H17NO4S
—— diacetyl cirsimaritin 6601-54-3 C21H18O8
diacetyl cirsimaritin
—— 7-<(2-Dipropylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 101813-65-4 C25H30N2O4
7-<(2-Dipropylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— (2R,3R)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate 1186527-22-9 C59H38N6O34S6
(2R,3R)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate
—— 5'-(7'sulfanylhexan-9'-ol)epicatechin 1364301-39-2 C21H26O7S
5'-(7'sulfanylhexan-9'-ol)epicatechin
—— 2-(3,4-Dimethoxyphenyl)-3,6-dimethyl-2,3-dihydrochromen-4-one 1403356-78-4 C19H20O4
2-(3,4-Dimethoxyphenyl)-3,6-dimethyl-2,3-dihydrochromen-4-one
—— 3-acetoxy-2-(3,4-diacetoxy-phenyl)-5,7-dimethoxy-chromen-4-one 112599-24-3 C23H20O10
3-acetoxy-2-(3,4-diacetoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— 1,3-bis-(4-methoxy-phenyl)-1H-benzo[f]chromene 28656-29-3 C27H22O3
1,3-bis-(4-methoxy-phenyl)-1H-benzo[f]chromene
—— 7-benzyloxy-3-hydroxy-6-nitro-2-phenyl-chromen-4-one 102662-45-3 C22H15NO6
7-benzyloxy-3-hydroxy-6-nitro-2-phenyl-chromen-4-one
—— 6-Carbmethoxy-5-hydroxy-flavanon 62970-13-2 C17H14O5
6-Carbmethoxy-5-hydroxy-flavanon
—— 4'-Hydroxy-6-carboxy-flavon 63071-01-2 C16H10O5
4'-Hydroxy-6-carboxy-flavon
—— 2-Benzo[1,3]dioxol-5-yl-6-phenyl-chroman-4-one 128961-24-0 C22H16O4
2-Benzo[1,3]dioxol-5-yl-6-phenyl-chroman-4-one
—— 6-bromo-2-(2-bromo-5-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one 112553-87-4 C20H12Br2O3
6-bromo-2-(2-bromo-5-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one
—— 133308-55-1 C16H16N2O*ClH
—— 7-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(3-methoxyphenyl)diazen-1-yl]-4H-chromen-4-one 1565622-96-9 C22H16N2O5
7-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(3-methoxyphenyl)diazen-1-yl]-4H-chromen-4-one
—— 8-fluoro-3-iodo-2-phenyl-chromen-4-one 1279087-47-6 C15H8FIO2
8-fluoro-3-iodo-2-phenyl-chromen-4-one
—— methyl 4-(6-fluoro-4-oxochroman-2-yl)benzoate 1315610-35-5 C17H13FO4
methyl 4-(6-fluoro-4-oxochroman-2-yl)benzoate
—— 7-((3-nitrobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-78-2 C26H19NO9
7-((3-nitrobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— (2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-6-chloro-3,5,7-tris((phenyl-d5)methoxy-d2)chromane 1438268-72-4 C50H43ClO6
(2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-6-chloro-3,5,7-tris((phenyl-d5)methoxy-d2)chromane
—— 5-Amino-2-[4-(2-bromoethyl)amino]phenyl-4H-benzopyran-4-one 130599-81-4 C17H15BrN2O2
5-Amino-2-[4-(2-bromoethyl)amino]phenyl-4H-benzopyran-4-one