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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
—— 1104380-48-4 C83H86O10Si3
—— 6-[2-(3,5-difluorophenyl)chroman-6-yloxy]-pyridin-3-ylamine 728934-70-1 C20H16F2N2O2
6-[2-(3,5-difluorophenyl)chroman-6-yloxy]-pyridin-3-ylamine
—— (2S,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol 125136-18-7 C21H18O8
(2S,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol
—— (S)-3-tert-butoxycarbonylamino-N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]succinamic acid tert-butyl ester 728936-34-3 C33H39N3O7
(S)-3-tert-butoxycarbonylamino-N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]succinamic acid tert-butyl ester
—— 7-Acetoxy-6-[3-(2-acetoxy-phenyl)-1-(4-methoxy-phenyl)-propyl]-2-phenyl-chroman 121966-52-7 C35H34O6
7-Acetoxy-6-[3-(2-acetoxy-phenyl)-1-(4-methoxy-phenyl)-propyl]-2-phenyl-chroman
—— 1-[2-(1,3-Benzodioxol-5-yl)-3-methoxy-6-methyl-4-oxochromen-8-yl]pyrrolidin-2-one 934374-23-9 C22H19NO6
1-[2-(1,3-Benzodioxol-5-yl)-3-methoxy-6-methyl-4-oxochromen-8-yl]pyrrolidin-2-one
—— 6-bromo-2-(5-bromo-2-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one 112400-84-7 C20H12Br2O3
6-bromo-2-(5-bromo-2-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one
—— 5-(3,4-Dihydro-7-hydroxy-2H-1-benzopyran-2-yl)-1,2,3-benzenetriol 531-04-4 C15H14O5
5-(3,4-Dihydro-7-hydroxy-2H-1-benzopyran-2-yl)-1,2,3-benzenetriol
—— 7-benzyloxy-3',4',5,6-tetramethoxy flavanone 203191-59-7 C26H26O7
7-benzyloxy-3',4',5,6-tetramethoxy flavanone
—— 2,3-dihydro-5,7-dimethoxy-2-(4-methoxyphenyl)-6,8-dimethyl-4H-1-benzopyran-4-one 101395-13-5 C20H22O5
2,3-dihydro-5,7-dimethoxy-2-(4-methoxyphenyl)-6,8-dimethyl-4H-1-benzopyran-4-one
—— (R)-2-(3-methoxyphenyl)-4-(nitromethyl)-4H-chromene-3-carbaldehyde 1367053-89-1 C18H15NO5
(R)-2-(3-methoxyphenyl)-4-(nitromethyl)-4H-chromene-3-carbaldehyde
—— cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylosyl)-6-O-(trans-feruloyl)-β-glucoside]-5-O-[6-O-(malonyl)-β-glucoside] 1647116-56-0 C55H57O29
cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylosyl)-6-O-(trans-feruloyl)-β-glucoside]-5-O-[6-O-(malonyl)-β-glucoside]
—— 4-methyl-N-(3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)benzenesulfonamide 1467668-61-6 C25H23NO7S
4-methyl-N-(3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)benzenesulfonamide
—— 2-(4-chlorophenyl)-3-(4-chlorophenyl)sulfonyl-6-methylchromen-4-one 87127-81-9 C22H14Cl2O4S
2-(4-chlorophenyl)-3-(4-chlorophenyl)sulfonyl-6-methylchromen-4-one
—— tert-butyl-[[(19S)-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 1157856-76-2 C37H49IO5Si2
tert-butyl-[[(19S)-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-iodo-7,8-dimethoxy-2-phenyl-chromen-4-one 1279087-55-6 C17H13IO4
3-iodo-7,8-dimethoxy-2-phenyl-chromen-4-one
—— 7-hydroxy-6-n-pentyloxy flavone 203190-96-9 C20H20O4
7-hydroxy-6-n-pentyloxy flavone
—— 3-Hydroxy-5,7-dimethoxyflavone 3-glucuronide 1242087-50-8 C23H22O11
3-Hydroxy-5,7-dimethoxyflavone 3-glucuronide
—— (2<i>S</i>)-2<i>r</i>chloro-3<i>t</i>-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman 2174-55-2 C19H21ClO5
(2<i>S</i>)-2<i>r</i>chloro-3<i>t</i>-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman
—— 2-(4-aminophenyl)-8-prop-2-enylchromen-4-one 851774-74-8 C18H15NO2
2-(4-aminophenyl)-8-prop-2-enylchromen-4-one
—— 6-Chloro-3-hydroxy-8-methyl-2-(4-phenylmethoxyphenyl)chromen-4-one 111391-60-7 C23H17ClO4
6-Chloro-3-hydroxy-8-methyl-2-(4-phenylmethoxyphenyl)chromen-4-one
—— Methyl-2-(4-nitrophenyl)-4-oxo-chroman-6-carboxylat 145603-01-6 C17H13NO6
Methyl-2-(4-nitrophenyl)-4-oxo-chroman-6-carboxylat
—— [(2R,3S)-2-(4-chlorophenyl)-4-oxo-2,3-dihydrochromen-3-yl] thiocyanate 94953-56-7 C16H10ClNO2S
[(2R,3S)-2-(4-chlorophenyl)-4-oxo-2,3-dihydrochromen-3-yl] thiocyanate
—— 3,8-dibromo-7-butoxy-2-(4-methoxyphenyl)-6-nitrochromen-4-one 139589-43-8 C20H17Br2NO6
3,8-dibromo-7-butoxy-2-(4-methoxyphenyl)-6-nitrochromen-4-one
—— 3,5,7,3',2'',3'',4'',6''-octa-O-acetyl-(+)-catechin 4'-O-β-D-glucoside 1209469-11-3 C37H40O19
3,5,7,3',2'',3'',4'',6''-octa-O-acetyl-(+)-catechin 4'-O-β-D-glucoside
—— (-)-(6S,6aR,10S,10aR)-ethyl 4-hydroxy-6-methyl-10-nitro-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carboxylate 1631166-07-8 C17H19NO6
(-)-(6S,6aR,10S,10aR)-ethyl 4-hydroxy-6-methyl-10-nitro-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carboxylate
—— (Z)-2-(2-chlorophenyl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one 1430097-85-0 C27H20ClNO2
(Z)-2-(2-chlorophenyl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one
—— 4,9-dimethoxy-7-<i>p</i>-tolyl-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one 62061-98-7 C20H18O5
4,9-dimethoxy-7-<i>p</i>-tolyl-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one
—— (2R,3R)-tert-butyl 3-fluoro-4-oxo-2-phenyl-3,4-dihydro-2H-chromene-3-carboxylate 1207514-98-4 C20H19FO4
(2R,3R)-tert-butyl 3-fluoro-4-oxo-2-phenyl-3,4-dihydro-2H-chromene-3-carboxylate
—— 8-(1',1'-dimethylallyl)-7-hydroxy-3-methylflavone 77609-93-9 C21H20O3
8-(1',1'-dimethylallyl)-7-hydroxy-3-methylflavone
—— 2,2-dimethyl-7-[2-(trifluoromethoxy)phenyl]-2H-chromene-3,4-dione 1393844-28-4 C18H13F3O4
2,2-dimethyl-7-[2-(trifluoromethoxy)phenyl]-2H-chromene-3,4-dione
—— 3,5,7,3',4'-Pentaacetoxyflav-3-en 6900-64-7 C25H22O11
3,5,7,3',4'-Pentaacetoxyflav-3-en
—— 4',7-dimethoxyflavylium chloride 89512-39-0 C17H15O3*Cl
4',7-dimethoxyflavylium chloride
—— 8,4'-dimethoxyflavylium chloride 29822-67-1 C17H15O3*Cl
8,4'-dimethoxyflavylium chloride
—— 1609153-70-9 C31H36N2O10
—— 1400900-14-2 C30H23Cl2NO3S
—— 5,8-Dihydroxy-6,7,3',4'-tetramethoxy-flavanon 97081-09-9 C19H20O8
5,8-Dihydroxy-6,7,3',4'-tetramethoxy-flavanon
—— 2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-3-hydroxy-6-methoxy-chromen-4-one 109979-42-2 C20H20O8
2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-3-hydroxy-6-methoxy-chromen-4-one
—— 1204484-88-7 C63H56N4O7
—— 5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-2-(3-nitrophenyl)-4H-benzopyran-4-one 358739-62-5 C23H24N2O7
5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-2-(3-nitrophenyl)-4H-benzopyran-4-one
—— 1333408-74-4 C26H18BrFO4
—— 6-n-butyloxy-7-hydroxy-3',4',5-trimethoxy flavone 203190-94-7 C22H24O7
6-n-butyloxy-7-hydroxy-3',4',5-trimethoxy flavone
—— 7-carboxymethyloxy-6-n-pentyloxy flavanone 203191-12-2 C22H24O6
7-carboxymethyloxy-6-n-pentyloxy flavanone
—— {4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1, 2-a]naphthalen-5-yl]phenoxy}acetic acid 1056053-25-8 C37H48O7Si2
{4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1, 2-a]naphthalen-5-yl]phenoxy}acetic acid
—— 3-{4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[ 1,2-a]naphthalen-5-yl]phenoxy}propionic acid methyl ester 1056053-62-3 C39H52O7Si2
3-{4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[ 1,2-a]naphthalen-5-yl]phenoxy}propionic acid methyl ester
—— 4'-Methoxy-flavan-3,4-diol 60094-50-0 C16H16O4
4'-Methoxy-flavan-3,4-diol
—— (2R,3S,4S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-4-(2-ethoxyethoxy)-5,7-bis((phenyl-d5)methoxy-d2)chroman-3-ol 1438268-67-7 C47H46O8
(2R,3S,4S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-4-(2-ethoxyethoxy)-5,7-bis((phenyl-d5)methoxy-d2)chroman-3-ol
—— 4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-β-L-fucopyranoside 1609690-86-9 C21H21ClO6
4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-β-L-fucopyranoside
—— IBS_STOCK6S-25601 92606-68-3 C24H26N2O3
IBS_STOCK6S-25601
—— {(S)-2-hydroxy-1-[6-(2-phenylchroman-6-yloxy)pyridin-3-ylcarbamoyl]-ethyl}carbamic acid tert-butyl ester 728936-11-6 C28H31N3O6
{(S)-2-hydroxy-1-[6-(2-phenylchroman-6-yloxy)pyridin-3-ylcarbamoyl]-ethyl}carbamic acid tert-butyl ester