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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
—— theaflavate B —— C36H28O15
theaflavate B
—— neotheaflavate B —— C36H28O15
neotheaflavate B
—— (2R,4R)-2-(4-bromophenyl)-3,4-dihydro-2H-chromen-4-ol —— C15H13BrO2
(2R,4R)-2-(4-bromophenyl)-3,4-dihydro-2H-chromen-4-ol
—— 6-isothiocyanatomethyl-2-phenyl-4H-1-benzopyran-4-one —— C17H11NO2S
6-isothiocyanatomethyl-2-phenyl-4H-1-benzopyran-4-one
—— (E)-4-(4-oxo-4H-chromen-2-yl)-N'-((pyridin-3-yl)methylene)benzohydrazide —— C22H15N3O3
(E)-4-(4-oxo-4H-chromen-2-yl)-N'-((pyridin-3-yl)methylene)benzohydrazide
—— N-(2-Diethylaminoethyl)-4'-methoxyflavone-8-carboxamide —— C23H26N2O4
N-(2-Diethylaminoethyl)-4'-methoxyflavone-8-carboxamide
—— (-)-epigallocatechin gallate —— C23H20O10
(-)-epigallocatechin gallate
—— 4-amino-N-(5-methyl-isoxazol-3-yl)-N-[(4-oxo-2-phenyl-4H-1-benzopyran-6-yl)methyl]benzenesulfonamide —— C26H21N3O5S
4-amino-N-(5-methyl-isoxazol-3-yl)-N-[(4-oxo-2-phenyl-4H-1-benzopyran-6-yl)methyl]benzenesulfonamide
—— 2-(3',4'-dihydroxyphenyl)-5-hydroxy-3,7-di-(β-D-galactosyl)-4H-chromen-4-one —— C27H30O17
2-(3',4'-dihydroxyphenyl)-5-hydroxy-3,7-di-(β-D-galactosyl)-4H-chromen-4-one
—— (R,S)-{cis-3-[4-amino-5-(2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}methanol —— C26H26N4O2
(R,S)-{cis-3-[4-amino-5-(2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}methanol
—— {cis-3-[4-amino-5-((S)-2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}methanol —— C26H26N4O2
{cis-3-[4-amino-5-((S)-2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}methanol
—— {cis-3-[4-amino-5-((R)-2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}methanol —— C26H26N4O2
{cis-3-[4-amino-5-((R)-2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutyl}methanol
—— 3-[(2S*,3S*,4R*)-3-nitro-2-(3-fluorophenyl)phenylchroman-4-yl]-2-phenyl-1H-indole —— C29H21FN2O3
3-[(2S*,3S*,4R*)-3-nitro-2-(3-fluorophenyl)phenylchroman-4-yl]-2-phenyl-1H-indole
—— (+)-trans-2-(2-bromo-5-fluorophenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one —— C23H23BrFNO5
(+)-trans-2-(2-bromo-5-fluorophenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one
—— (-)-4β-(2-hydroxyethylsulfanyl)epicatechin —— C17H18O7S
(-)-4β-(2-hydroxyethylsulfanyl)epicatechin
—— (E)-4-(4-oxo-4H-chromen-2-yl)-N'-(2,3-dihydroxybenzylidene)benzohydrazide —— C23H16N2O5
(E)-4-(4-oxo-4H-chromen-2-yl)-N'-(2,3-dihydroxybenzylidene)benzohydrazide
—— 6,8-diododiosmetin —— C16H10I2O6
6,8-diododiosmetin
—— trans-ethyl 2-(4-chlorophenyl)-3-fluoro-4-oxochroman-3-carboxylate —— C18H14ClFO4
trans-ethyl 2-(4-chlorophenyl)-3-fluoro-4-oxochroman-3-carboxylate
—— 2-(4'-isothiocyanatomethyl-phenyl)-4H-1-benzopyran-4-one —— C17H11NO2S
2-(4'-isothiocyanatomethyl-phenyl)-4H-1-benzopyran-4-one
—— 3-(2,3-dichlorophenyl)-1H-benzo[f]chromen-1-one —— C19H10Cl2O2
3-(2,3-dichlorophenyl)-1H-benzo[f]chromen-1-one
—— rhamnazin 3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranoside —— C28H32O15
rhamnazin 3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranoside
—— 2-[4-[N-(tert-butoxycarbonyl)-N-methoxymethylamino]-3-fluorophenyl]-6,8-difluoro-5-(4-methyl-3-pentenylamino)-4H-1-benzopyran-4-one —— C28H31F3N2O5
2-[4-[N-(tert-butoxycarbonyl)-N-methoxymethylamino]-3-fluorophenyl]-6,8-difluoro-5-(4-methyl-3-pentenylamino)-4H-1-benzopyran-4-one
—— 2-((5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-6-yl)oxy)acetic acid —— C17H12O7
2-((5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-6-yl)oxy)acetic acid
—— 2-(4-dioctylamino)phenyl-3-hydroxy-7-methoxy-4H-chromen-4-one —— C32H45NO4
2-(4-dioctylamino)phenyl-3-hydroxy-7-methoxy-4H-chromen-4-one
—— 3,3-bis(2,4-dimethoxyphenyl)-5-piperidinocarbonyl-3H-naphtho[2,1-b]pyran —— C35H35NO6
3,3-bis(2,4-dimethoxyphenyl)-5-piperidinocarbonyl-3H-naphtho[2,1-b]pyran
—— 8-(2-fluorophenethylaminomethyl)quercetin —— C24H20FNO7
8-(2-fluorophenethylaminomethyl)quercetin
—— fargenin A —— C24H22O13
fargenin A
—— 5,7-dihydroxy-3-(3-methylbut-2-enyl)-2-phenyl-4H-benzopyran-4-one —— C20H18O4
5,7-dihydroxy-3-(3-methylbut-2-enyl)-2-phenyl-4H-benzopyran-4-one
—— 5,7,3'-trimethoxyflavanone —— C18H18O5
5,7,3'-trimethoxyflavanone
—— 2-[4-(N-Acetyl)amino]phenyl-5-amino-4H-benzopyran-4-one —— C17H14N2O3
2-[4-(N-Acetyl)amino]phenyl-5-amino-4H-benzopyran-4-one
—— 2-methyl-7,7-diphenyl-7H-pyrano<3,2-e>benzoxazole —— C23H17NO2
2-methyl-7,7-diphenyl-7H-pyrano<3,2-e>benzoxazole
—— 8-{3-[4-(2-Methoxyphenyl)-1-piperazinyl]propylthiocarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate —— CH4O3S*C31H33N3O3S
8-{3-[4-(2-Methoxyphenyl)-1-piperazinyl]propylthiocarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate
—— 7-(3-(6-nitro-1H-benzo[d]imidazol-1-yl)propoxy)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one —— C28H25N3O8
7-(3-(6-nitro-1H-benzo[d]imidazol-1-yl)propoxy)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1,2-phenylene dioctanoate —— C31H42O8
4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1,2-phenylene dioctanoate
—— taxifolin 7-α-O-glucoside —— C21H22O12
taxifolin 7-α-O-glucoside
—— hypolaetin 7-O-β-D-glucopyranoside —— C21H20O12
hypolaetin 7-O-β-D-glucopyranoside
—— flavopiridol —— C21H20ClNO5
flavopiridol
—— 2-(3,4-bis(palmitoyloxy)phenyl)-4-oxo-4H-chromene-3,5,7-triyl tripalmitate —— C95H160O12
2-(3,4-bis(palmitoyloxy)phenyl)-4-oxo-4H-chromene-3,5,7-triyl tripalmitate
—— 3',4'-O-(phenylbenzylidene)-3-O-ethylquercetin —— C30H22O7
3',4'-O-(phenylbenzylidene)-3-O-ethylquercetin
—— 1,3-dimethoxy-4-(3,4-dihydro-7-methoxy-2,4,4-trimethyl-2H-1-benzopyran-2-yl)benzene —— C21H26O4
1,3-dimethoxy-4-(3,4-dihydro-7-methoxy-2,4,4-trimethyl-2H-1-benzopyran-2-yl)benzene
—— 3-bromo-6-methoxy-2-phenyl-4H-chromen-4-one —— C16H11BrO3
3-bromo-6-methoxy-2-phenyl-4H-chromen-4-one
—— cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-3-O-(β-glucopyranosyl)-β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] —— C76H83O41
cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-3-O-(β-glucopyranosyl)-β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]
—— 7-geranoxy-5-hydroxy-8-methoxyflavone —— C26H28O5
7-geranoxy-5-hydroxy-8-methoxyflavone
—— 6-tert-butoxy-4-(4-chlorophenyl)-2-phenyl-2H-chromen-2-ol —— C25H23ClO3
6-tert-butoxy-4-(4-chlorophenyl)-2-phenyl-2H-chromen-2-ol
—— 3-hydroxy-2-(4-isopropylphenyl)-4H-chromen-4-one —— C18H16O3
3-hydroxy-2-(4-isopropylphenyl)-4H-chromen-4-one
—— (4cSR,8aSR)-2-phenyl-4c,7,8,8a-tetrahydrobenzo[b]-4H-furo[3,2-f]-1-benzopyran-4-one —— C21H16O3
(4cSR,8aSR)-2-phenyl-4c,7,8,8a-tetrahydrobenzo[b]-4H-furo[3,2-f]-1-benzopyran-4-one
—— (+)-6,8-bis(1-methylthioheptyl)catechin —— C31H46O6S2
(+)-6,8-bis(1-methylthioheptyl)catechin
—— 5-(3,5-dimethylphenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline —— C28H29NO2
5-(3,5-dimethylphenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 7-dodecyloxy-5-hydroxyflavone —— C27H34O4
7-dodecyloxy-5-hydroxyflavone
—— 2-(5-bromo-2-fluorophenyl)-3-(2-hydroxyethoxy)-4H-chromen-4-one —— C17H12BrFO4
2-(5-bromo-2-fluorophenyl)-3-(2-hydroxyethoxy)-4H-chromen-4-one