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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
—— 5-Hydroxy-3,4'-dimethoxy-flavon 7736-79-0 C17H14O5
5-Hydroxy-3,4'-dimethoxy-flavon
—— 7-Hydroxy-8-allyl-3-methyl-3',4'-dimethoxyflavon 63455-93-6 C21H20O5
7-Hydroxy-8-allyl-3-methyl-3',4'-dimethoxyflavon
—— 1-[(4-chloro-2-(p-tolyl)-2H-chromen-3-yl)-methylene]-2-phenylhydrazine 1372550-17-8 C23H19ClN2O
1-[(4-chloro-2-(p-tolyl)-2H-chromen-3-yl)-methylene]-2-phenylhydrazine
—— 7-bromo-3-iodo-6-methoxy-2-phenyl-chromen-4-one 1279088-09-3 C16H10BrIO3
7-bromo-3-iodo-6-methoxy-2-phenyl-chromen-4-one
—— 3-(2,5-Dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenol 4-Methylbenzenesulfonate (Ester) 239067-62-0 C33H31NO5S
3-(2,5-Dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenol 4-Methylbenzenesulfonate (Ester)
—— 5-fluoro-3-iodo-2-phenyl-chromen-4-one 1279087-51-2 C15H8FIO2
5-fluoro-3-iodo-2-phenyl-chromen-4-one
—— 1453812-77-5 C15H9ClO3
—— 5-amino-3,3-diphenylnaphtho[2,1-b]pyrane 859850-00-3 C25H19NO
5-amino-3,3-diphenylnaphtho[2,1-b]pyrane
—— 2-(3-methoxy-phenyl)-3-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chromen-4-one 119621-52-2 C30H30O13
2-(3-methoxy-phenyl)-3-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chromen-4-one
—— 2-(4-cyclohexylphenyl)-2-(4-methoxyphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene 1194840-19-1 C40H36O2
2-(4-cyclohexylphenyl)-2-(4-methoxyphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene
—— 2,2'-bis-(4-methoxy-phenyl)-7,7'-dimethyl-5,5'-ethane-1,2-diyl-bis-chroman-4-one 61923-76-0 C36H34O6
2,2'-bis-(4-methoxy-phenyl)-7,7'-dimethyl-5,5'-ethane-1,2-diyl-bis-chroman-4-one
—— 3-(tert-butyldimethylsilyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one 1160162-37-7 C21H24O5Si
3-(tert-butyldimethylsilyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one
—— Acetic acid 7-acetoxy-2-(3,4-diacetoxy-phenyl)-6,8-dimethyl-4-oxo-4H-chromen-5-yl ester 93290-64-3 C25H22O10
Acetic acid 7-acetoxy-2-(3,4-diacetoxy-phenyl)-6,8-dimethyl-4-oxo-4H-chromen-5-yl ester
—— Flavanyl-(3)-methylether 38492-99-8 C16H16O2
Flavanyl-(3)-methylether
—— 2-(2,4-dibenzoyloxyphenyl)-5-hydroxy-7-((3-methyl-2-buten-1-yl)oxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one 1610962-23-6 C39H34O8
2-(2,4-dibenzoyloxyphenyl)-5-hydroxy-7-((3-methyl-2-buten-1-yl)oxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one
—— methyl 1-(4-(4-oxo-2-phenyl-4H-chromen-6-yl)benzyl)azetidine-3-carboxylate 1220973-20-5 C27H23NO4
methyl 1-(4-(4-oxo-2-phenyl-4H-chromen-6-yl)benzyl)azetidine-3-carboxylate
—— 1-(2-hydroxy-ethyl)-7-iodo-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one 1279089-50-7 C18H13IN2O3
1-(2-hydroxy-ethyl)-7-iodo-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one
—— 7-acetoxy-8-(1',1'-dimethylallyl)-3-methylflavone 77609-92-8 C23H22O4
7-acetoxy-8-(1',1'-dimethylallyl)-3-methylflavone
—— symposide peracetate 126595-97-9 C35H38O17
symposide peracetate
—— 7-[2-(2-oxo-1-thiomorpholinopropylidene)hydrazinyl]-2-phenyl-4H-chromen-4-one 1394154-35-8 C22H21N3O3S
7-[2-(2-oxo-1-thiomorpholinopropylidene)hydrazinyl]-2-phenyl-4H-chromen-4-one
—— 3,7,3'-triacetoxy catechin 1071725-94-4 C21H20O9
3,7,3'-triacetoxy catechin
—— rac-2-(3,4-dichlorophenyl)-2H-benzo[h]chromene-3-carboxylic acid 1204755-19-0 C20H12Cl2O3
rac-2-(3,4-dichlorophenyl)-2H-benzo[h]chromene-3-carboxylic acid
—— rac-2-(3,5-dichlorophenyl)-2H-chromene-3-carboxylic acid 1204754-61-9 C16H10Cl2O3
rac-2-(3,5-dichlorophenyl)-2H-chromene-3-carboxylic acid
—— 7-(Benzoyloxy)-5,8-dihydroxy-2-phenyl-4H-1-benzopyran-4-one 114482-87-0 C22H14O6
7-(Benzoyloxy)-5,8-dihydroxy-2-phenyl-4H-1-benzopyran-4-one
—— tert-butyl (R)-3-[(S)-6-chloro-2-phenyl-2H-chromen-3-yl]-3-hydroxypropanoate 1101850-50-3 C22H23ClO4
tert-butyl (R)-3-[(S)-6-chloro-2-phenyl-2H-chromen-3-yl]-3-hydroxypropanoate
—— 4-(dihydrospiro[chroman-4,2'-[1,3]dioxolan]-2-yl)phenyl pivalate 1554400-57-5 C22H24O5
4-(dihydrospiro[chroman-4,2'-[1,3]dioxolan]-2-yl)phenyl pivalate
—— 3,3',4',5-Tetraacetoxy-7-pentyloxy-flavon 96215-32-6 C28H28O11
3,3',4',5-Tetraacetoxy-7-pentyloxy-flavon
—— (Z)-6-fluoro-3-((naphthalen-1-ylmethylamino)methylene)-2-phenylchroman-4-one 1430097-91-8 C27H20FNO2
(Z)-6-fluoro-3-((naphthalen-1-ylmethylamino)methylene)-2-phenylchroman-4-one
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl butyrate 1201808-19-6 C32H24O7
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl butyrate
—— 7,4'-Dibenzyloxy-6,3'-dimethoxyflavone 82298-04-2 C31H26O6
7,4'-Dibenzyloxy-6,3'-dimethoxyflavone
—— 6,8-Dideuterio-2-(2-deuterio-3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one 1428642-39-0 C15H10O7
6,8-Dideuterio-2-(2-deuterio-3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
—— 2,3-dihydroquercetin 7-O-(neopentylenephosphate) 1360574-44-2 C20H21O10P
2,3-dihydroquercetin 7-O-(neopentylenephosphate)
—— 5-Amino-2-(4-methylamino)phenyl-8-methoxy-4H-benzopyran-4-one 130599-80-3 C17H16N2O3
5-Amino-2-(4-methylamino)phenyl-8-methoxy-4H-benzopyran-4-one
—— 3',6'-Dihydroxy-4'-methoxy-flavon 1621-68-7 C16H12O5
3',6'-Dihydroxy-4'-methoxy-flavon
—— 2-(1-naphthyl)-3-nitrochroman 113968-79-9 C19H15NO3
2-(1-naphthyl)-3-nitrochroman
—— (2R,3S,4S)-2,3-trans-3,4-cis-3-acetoxy-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan 78284-54-5 C29H32O9
(2R,3S,4S)-2,3-trans-3,4-cis-3-acetoxy-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan
—— 6,8-Dichloro-3-methyl-3-morpholin-4-ylmethyl-2-phenyl-chroman-4-one 90486-56-9 C21H21Cl2NO3
6,8-Dichloro-3-methyl-3-morpholin-4-ylmethyl-2-phenyl-chroman-4-one
—— Methyl 3-[4-(5,15-dihydroxy-8,18-dioxatetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2(7),3,5,12(17),13,15-heptaen-19-yl)phenoxy]propanoate 1056053-49-6 C27H24O7
Methyl 3-[4-(5,15-dihydroxy-8,18-dioxatetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2(7),3,5,12(17),13,15-heptaen-19-yl)phenoxy]propanoate
—— 4-chloro-7-iodo-8-phenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-chromeno[7,8-d]imidazol-6-one 1279088-62-8 C22H22ClIN2O3Si
4-chloro-7-iodo-8-phenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-chromeno[7,8-d]imidazol-6-one
—— 5R-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 1157856-50-2 C30H31NO4
5R-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— 1,13-bis[4'-(7-fluoro-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane 958457-94-8 C38H32F2O9
1,13-bis[4'-(7-fluoro-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane
—— 6-chloro-8-((3-(dimethylamino)propyl)amino)-2-(3-methoxy-2-nitrophenyl)-4H-chromen-4-one 1621457-94-0 C21H22ClN3O5
6-chloro-8-((3-(dimethylamino)propyl)amino)-2-(3-methoxy-2-nitrophenyl)-4H-chromen-4-one
—— 8-Nitro-6-methyl-4'-methoxy-flavon 93325-63-4 C17H13NO5
8-Nitro-6-methyl-4'-methoxy-flavon
—— tert-butyl-[[(19R)-5-[tert-butyl(dimethyl)silyl]oxy-19-[4-(2-iodoethoxy)phenyl]-8,18-dioxatetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2(7),3,5,12(17),13,15-heptaen-15-yl]oxy]-dimethylsilane 1157856-75-1 C37H49IO5Si2
tert-butyl-[[(19R)-5-[tert-butyl(dimethyl)silyl]oxy-19-[4-(2-iodoethoxy)phenyl]-8,18-dioxatetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2(7),3,5,12(17),13,15-heptaen-15-yl]oxy]-dimethylsilane
—— 3',5-dihydroxy-4'-methoxy-7-(carbethoxymethoxy)flavanone 62917-61-7 C20H20O8
3',5-dihydroxy-4'-methoxy-7-(carbethoxymethoxy)flavanone
—— 8-Benzyloxy-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 89456-28-0 C25H22O6
8-Benzyloxy-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7-iodo-2-isopropyl-8-phenyl-2H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one 1279089-47-2 C19H15IN2O2
7-iodo-2-isopropyl-8-phenyl-2H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one
—— 1201808-15-2 C32H26O6
—— 5-methoxy-4-methylflav-3-ene 1233713-62-6 C17H16O2
5-methoxy-4-methylflav-3-ene
—— 5R-(+)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 554431-74-2 C30H31NO5
5R-(+)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol