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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
—— ethyl 2'-(dimethylamino)-7-methoxy-3-oxo-3H-spiro[benzofuran-2,3'-chroman]-6'-car 1357090-48-2 C22H23NO6
ethyl 2'-(dimethylamino)-7-methoxy-3-oxo-3H-spiro[benzofuran-2,3'-chroman]-6'-car
—— 5,10,12-trimethoxy-2,7a-bis(4-methoxyphenyl)-3,4,7a,13a-tetrahydro-2H,13H-furo[2,3-b:5,4-h']dichromen-13-one 95733-00-9 C35H32O9
5,10,12-trimethoxy-2,7a-bis(4-methoxyphenyl)-3,4,7a,13a-tetrahydro-2H,13H-furo[2,3-b:5,4-h']dichromen-13-one
—— 4'-(benzyloxy)-7-hydroxy-3-methoxy-5,6-dimethylflavone 132020-83-8 C25H22O5
4'-(benzyloxy)-7-hydroxy-3-methoxy-5,6-dimethylflavone
—— 3,3-dianisyl-6-piperidino-3H-naphtho[2,1-b]pyran 159595-90-1 C32H31NO3
3,3-dianisyl-6-piperidino-3H-naphtho[2,1-b]pyran
—— 2-(3,4-Dimethoxy-phenyl)-7-methoxy-3-nitro-chromen-4-one 182220-51-5 C18H15NO7
2-(3,4-Dimethoxy-phenyl)-7-methoxy-3-nitro-chromen-4-one
—— 4'-Methoxycarbonyl-5.6-benzoflavon 20093-87-2 C21H14O4
4'-Methoxycarbonyl-5.6-benzoflavon
—— 8-(6-hydroxyh)hexoxy-[3,3-diphenyl]-3H-naphtho[2,1-b]pyran 1416437-18-7 C31H30O3
8-(6-hydroxyh)hexoxy-[3,3-diphenyl]-3H-naphtho[2,1-b]pyran
—— 3-<4-Hydroxy-benzyliden>-6-nitro-flavanon 18778-53-5 C22H15NO5
3-<4-Hydroxy-benzyliden>-6-nitro-flavanon
—— 2',4'-dimethoxy-3-methylflavone-8-carboxylic acid 90102-05-9 C19H16O6
2',4'-dimethoxy-3-methylflavone-8-carboxylic acid
—— 8-Methoxy-2-(3,4-dimethoxy)phenyl-5-(N-pivaloyl)amino-4H-benzopyran-4-one 129974-39-6 C23H25NO6
8-Methoxy-2-(3,4-dimethoxy)phenyl-5-(N-pivaloyl)amino-4H-benzopyran-4-one
—— (2S,3S,4S,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol 127644-57-9 C30H26O10
(2S,3S,4S,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol
—— 1-ethoxy-1,3-diphenyl-1H-benzo[ f ]chromene 1365174-39-5 C27H22O2
1-ethoxy-1,3-diphenyl-1H-benzo[ f ]chromene
—— 2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-6-methoxy-chroman-4-one 111798-11-9 C20H22O7
2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-6-methoxy-chroman-4-one
—— Nona(trimethylsilyl)(tamarixetin-7-rutinosid) 6195-56-8 C55H104O16Si9
Nona(trimethylsilyl)(tamarixetin-7-rutinosid)
—— 6-chloro-8-(isopropylamino)-2-(3-methoxy-2-nitrophenyl)-4H-chromen-4-one 1621457-89-3 C19H17ClN2O5
6-chloro-8-(isopropylamino)-2-(3-methoxy-2-nitrophenyl)-4H-chromen-4-one
—— 3-[2-(3-acetyl-phenoxy)-ethoxy]-2-(3,4-dimethoxy-phenyl)-6-fluoro-chromen-4-one 851134-71-9 C27H23FO7
3-[2-(3-acetyl-phenoxy)-ethoxy]-2-(3,4-dimethoxy-phenyl)-6-fluoro-chromen-4-one
—— 7-Hydroxy-2-(2-nitro-phenyl)-chromen-4-one 107127-94-6 C15H9NO5
7-Hydroxy-2-(2-nitro-phenyl)-chromen-4-one
—— 2-<2-(4-Methylphenyl)-thiazol-4-yl>-4-phenylhydrazono-chroman 144563-41-7 C25H21N3OS
2-<2-(4-Methylphenyl)-thiazol-4-yl>-4-phenylhydrazono-chroman
—— EGCG-caproate 1339955-75-7 C46H58O15
EGCG-caproate
—— macarangin 129385-65-5 C25H26O6
macarangin
—— 2-(4-Methoxy-phenyl)-6-phenyl-chromen-4-one 59625-93-3 C22H16O3
2-(4-Methoxy-phenyl)-6-phenyl-chromen-4-one
—— (E)-1-(4-Chlorophenyl)-3-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one 949143-88-8 C21H21ClO7
(E)-1-(4-Chlorophenyl)-3-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— 6-methoxy-7-phenyl-2,3-dihydro-furo[3,2-g]chromen-5-one 858249-45-3 C18H14O4
6-methoxy-7-phenyl-2,3-dihydro-furo[3,2-g]chromen-5-one
—— 5-(4,5-diphenyl-1,3-oxazol-2-yl)-8-methoxy-3',3'-dimethyl-1'-propylspiro[benzo[f]chromene-3,2'-indoline] 1351973-35-7 C41H36N2O3
5-(4,5-diphenyl-1,3-oxazol-2-yl)-8-methoxy-3',3'-dimethyl-1'-propylspiro[benzo[f]chromene-3,2'-indoline]
—— methyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-fluorophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-44-4 C44H37FO3
methyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-fluorophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— N-benzylidene-3,4-dihydro-8-methyl-2-phenyl-2H-1-benzopyran-7-yloxyacetic acid hydrazide 122484-32-6 C25H24N2O3
N-benzylidene-3,4-dihydro-8-methyl-2-phenyl-2H-1-benzopyran-7-yloxyacetic acid hydrazide
—— 2-(2,4-dimethoxy-phenyl)-7-hydroxy-3-(4-methoxy-phenyl)-chromenylium; chloride 116665-52-2 C24H21O5*Cl
2-(2,4-dimethoxy-phenyl)-7-hydroxy-3-(4-methoxy-phenyl)-chromenylium; chloride
—— 1449477-37-5 C30H38O10
—— ethyl 2'-isopropoxy-3-methylflavone-8-carboxylate 90102-00-4 C22H22O5
ethyl 2'-isopropoxy-3-methylflavone-8-carboxylate
—— beta-hydroxyethyl 2'-chloro-3-methylflavone-8-carboxylate 90102-46-8 C19H15ClO5
beta-hydroxyethyl 2'-chloro-3-methylflavone-8-carboxylate
—— 2-(4-Methoxy-phenyl)-6-phenyl-chroman-4-one 87241-75-6 C22H18O3
2-(4-Methoxy-phenyl)-6-phenyl-chroman-4-one
—— peonidin-3-glucoside 47729-58-8 C22H23O11
peonidin-3-glucoside
—— N-n-butyl-N-ethylamine salt of 4'-chloro-3-methylflavone-8-carboxylic acid 90101-85-2 C6H15N*C17H11ClO4
N-n-butyl-N-ethylamine salt of 4'-chloro-3-methylflavone-8-carboxylic acid
—— 2-(4-acetoxy-3-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate 1383545-59-2 C22H18O10
2-(4-acetoxy-3-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate
—— 4'-isopropyl-3-methylflavone-8-carboxylic acid N-ethylamide 90102-29-7 C22H23NO3
4'-isopropyl-3-methylflavone-8-carboxylic acid N-ethylamide
—— 3,4'-Dihydroxy-6-methyl-flavon 2615-76-1 C16H12O4
3,4'-Dihydroxy-6-methyl-flavon
—— 7-p-chlorobenzyloxy-3',5'-di-tert.-butyl-4'-hydroxyflavone 152816-32-5 C30H31ClO4
7-p-chlorobenzyloxy-3',5'-di-tert.-butyl-4'-hydroxyflavone
—— 7-methoxy-2-(m-tolyl)-4H-chromen-4-one 1371663-64-7 C17H14O3
7-methoxy-2-(m-tolyl)-4H-chromen-4-one
—— 2-(3,4-dimethoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459285-99-4 C22H24N2O4
2-(3,4-dimethoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— 3,3-bis(4-methoxyphenyl)-6-methoxy-7-hydroxy-10,12-di(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1310355-55-5 C39H30F6O5
3,3-bis(4-methoxyphenyl)-6-methoxy-7-hydroxy-10,12-di(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— (Ξ)-2-benzo[1,3]dioxol-5-yl-7-((1<i>R</i>)-menthyloxyacetoxy)-chroman-4-one 111617-39-1 C28H32O7
(Ξ)-2-benzo[1,3]dioxol-5-yl-7-((1<i>R</i>)-menthyloxyacetoxy)-chroman-4-one
—— 3-(4-hydroxy-2-methylphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-56-2 C31H35NO4*ClH
3-(4-hydroxy-2-methylphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— methyl 8-(4-pentylbiphenyl-4'-yl)-2-(4-methoxyphenyl)-2-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-46-6 C49H47NO4
methyl 8-(4-pentylbiphenyl-4'-yl)-2-(4-methoxyphenyl)-2-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 123785-80-8 C44H44N4O8Zn2
—— 7-Acetoxy-8-acetoxymethyl-flavon 27500-38-5 C20H16O6
7-Acetoxy-8-acetoxymethyl-flavon
—— (2R,3S)-3-Benzenesulfonyl-2-(4-bromo-phenyl)-chroman-4-one 113094-05-6 C21H15BrO4S
(2R,3S)-3-Benzenesulfonyl-2-(4-bromo-phenyl)-chroman-4-one
—— 6-(Tetra-O-acetyl-β-D-glucopyranosylamino)-flavanon 14904-80-4 C29H31NO11
6-(Tetra-O-acetyl-β-D-glucopyranosylamino)-flavanon
—— 2,2,5-Triphenylchromene 933066-90-1 C27H20O
2,2,5-Triphenylchromene
—— 4-oxo-2-phenyl-4H-1-benzopyran-6-yl phosphoric acid dimethyl ester 1453477-48-9 C17H15O6P
4-oxo-2-phenyl-4H-1-benzopyran-6-yl phosphoric acid dimethyl ester
—— 1,2-bis-(4',7-dimethoxyflavon-3'-yl)ethyne 1304777-78-3 C36H26O8
1,2-bis-(4',7-dimethoxyflavon-3'-yl)ethyne