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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
—— (1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373630-56-9 C23H20ClNO4
(1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 6-(4-methoxyphenyl)-6-methyldibenzo[d,f][1,3]dioxepine 1332877-67-4 C21H18O3
6-(4-methoxyphenyl)-6-methyldibenzo[d,f][1,3]dioxepine
—— 1-[2-Hydroxy-4,6-bis-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(4-methoxy-phenyl)-propan-1-one 25218-12-6 C28H36O15
1-[2-Hydroxy-4,6-bis-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(4-methoxy-phenyl)-propan-1-one
—— 6-Chloro-2-phenyl-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione 82320-13-6 C17H13ClN2O3
6-Chloro-2-phenyl-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione
—— 5-benzoyloxy-7,4'-dihydroxy-6-methoxyflavone 117951-83-4 C23H16O7
5-benzoyloxy-7,4'-dihydroxy-6-methoxyflavone
—— N-flavan-4β-ylbenzylamine 88214-63-5 C22H21NO
N-flavan-4β-ylbenzylamine
—— 5,5'-dihydroxy-7,7'-dimethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione 58965-07-4 C34H30O10
5,5'-dihydroxy-7,7'-dimethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione
—— 5,8-Dihydroxy-6,7,3',4',5'-pentamethoxy-flavon 29215-56-3 C20H20O9
5,8-Dihydroxy-6,7,3',4',5'-pentamethoxy-flavon
—— 2-(2,3-bis-benzyloxy-4-methoxy-phenyl)-5,7-dihydroxy-3-methoxy-chromen-4-one 56128-27-9 C31H26O8
2-(2,3-bis-benzyloxy-4-methoxy-phenyl)-5,7-dihydroxy-3-methoxy-chromen-4-one
—— 7-Allyloxy-2-(4-methoxy-phenyl)-chromen-4-one 73937-49-2 C19H16O4
7-Allyloxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 3-Acetoxy-4',7-dibenzyloxy-5,6,8-trimethoxy-flavon 57393-73-4 C34H30O9
3-Acetoxy-4',7-dibenzyloxy-5,6,8-trimethoxy-flavon
—— (1-difluoromethoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373631-92-6 C23H18ClF2NO4
(1-difluoromethoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 1-(2,4-bis-β-D-glucopyranosyloxy-6-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propan-1-one 25218-12-6 C28H36O15
1-(2,4-bis-β-D-glucopyranosyloxy-6-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propan-1-one
—— 6-(2-(2-hydroxyethoxy)ethoxy)-4'-nitroflavone 1147337-07-2 C19H17NO7
6-(2-(2-hydroxyethoxy)ethoxy)-4'-nitroflavone
—— trans-4-acetamidoflavan 6517-13-1 C17H17NO2
trans-4-acetamidoflavan
—— 5-Methoxyflavanon-2,4-dinitrophenylhydrazon 95025-13-1 C22H18N4O6
5-Methoxyflavanon-2,4-dinitrophenylhydrazon
—— 8-allyl-7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde 1616883-52-3 C20H16O5
8-allyl-7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde
—— 5,7,4',3'',4'',6''-hexa-O-methyl-6-C-β-D-glucopyranosylapigenin 60767-78-4 C27H32O10
5,7,4',3'',4'',6''-hexa-O-methyl-6-C-β-D-glucopyranosylapigenin
—— (2S,4S)-2-(3-chlorophenyl)chroman-4-ol 67765-46-2 C15H13ClO2
(2S,4S)-2-(3-chlorophenyl)chroman-4-ol
—— 6,6,10,10-tetramethyl-2-phenyl-7,8,11,12-tetrahydro-6<i>H</i>,10<i>H</i>-dipyrano[2,3-<i>f</i>;2',3'-<i>h</i>]chromen-4-one 50678-95-0 C25H26O4
6,6,10,10-tetramethyl-2-phenyl-7,8,11,12-tetrahydro-6<i>H</i>,10<i>H</i>-dipyrano[2,3-<i>f</i>;2',3'-<i>h</i>]chromen-4-one
—— 5-[4-(2-morpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 1157856-44-4 C29H29NO6
5-[4-(2-morpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— N-[1-methoxy-6-(3'-methoxy[1,1'-biphenyl]-3-yl)-6H-benzo[c]chromen-8-yl]methanesulfonamide 373622-59-4 C28H25NO5S
N-[1-methoxy-6-(3'-methoxy[1,1'-biphenyl]-3-yl)-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— 2-methoxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-8-ol 862081-61-6 C31H31NO4
2-methoxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-8-ol
—— Acetic acid (2S,3S,4S,5R,6R)-2-[5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl]-4,5-dimethoxy-6-methoxymethyl-tetrahydro-pyran-3-yl ester 60767-79-5 C29H34O11
Acetic acid (2S,3S,4S,5R,6R)-2-[5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl]-4,5-dimethoxy-6-methoxymethyl-tetrahydro-pyran-3-yl ester
—— 3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-{[2,3,4,6-tetra-O-(3-carboxy-1-oxopropyl)-β-D-glucopyranosy]oxy}phenyl}-5-hydroxy-4H-1-benzopyran-4-one 357194-18-4 C58H54O24
3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-{[2,3,4,6-tetra-O-(3-carboxy-1-oxopropyl)-β-D-glucopyranosy]oxy}phenyl}-5-hydroxy-4H-1-benzopyran-4-one
—— 6-bromo-5,7-dimethyl-2,2-diphenyl-2H-1-benzopyran 949111-79-9 C23H19BrO
6-bromo-5,7-dimethyl-2,2-diphenyl-2H-1-benzopyran
—— 8-[(Z)-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethenyl]-3,3-diphenylbenzo[f]chromene 1346947-10-1 C41H38O6
8-[(Z)-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethenyl]-3,3-diphenylbenzo[f]chromene
—— (2S,3R)-4,4-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-3-ol 139006-31-8 C18H20O5
(2S,3R)-4,4-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-3-ol
—— 2,4-Bis-(4-dimethylamino-phenyl)-chroman-2-ol 55850-50-5 C25H28N2O2
2,4-Bis-(4-dimethylamino-phenyl)-chroman-2-ol
—— Monomethylsophoronol 62499-01-8 C22H22O7
Monomethylsophoronol
—— 3-[4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]propionic acid 1056053-48-5 C26H22O7
3-[4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]propionic acid
—— 6,8,4'-trichloroflavanone 1403817-37-7 C15H9Cl3O2
6,8,4'-trichloroflavanone
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide 373632-47-4 C26H25F2NO5
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide
—— (R)-5-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-(methoxymethoxy)chroman-3-one 1365537-65-0 C38H34O7
(R)-5-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-(methoxymethoxy)chroman-3-one
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea 373631-19-7 C25H26N2O4S
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea
—— 6-bromo-2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one 1313611-48-1 C19H18BrNO4
6-bromo-2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one
—— 2-benzo[1,3]dioxol-5-yl-6,8-dichloro-chroman-4-one 130986-86-6 C16H10Cl2O4
2-benzo[1,3]dioxol-5-yl-6,8-dichloro-chroman-4-one
—— 2-[3,4-bis(phenylmethoxy)phenyl]-3-decyl-5,6,7-trimethoxychromen-4-one 134082-20-5 C42H48O7
2-[3,4-bis(phenylmethoxy)phenyl]-3-decyl-5,6,7-trimethoxychromen-4-one
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-benzylaniline 373632-58-7 C35H29F2NO4
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-benzylaniline
—— (1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide 373630-67-2 C23H22ClNO4S
(1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide
—— Acetic acid (2R,3S,4S,5R,6S)-6-[2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yloxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 54542-52-8 C27H30O13
Acetic acid (2R,3S,4S,5R,6S)-6-[2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yloxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester
—— 3-Ethoxy-5,8-dihydroxy-7,4'-dimethoxyflavon 58264-81-6 C19H18O7
3-Ethoxy-5,8-dihydroxy-7,4'-dimethoxyflavon
—— 3-hydroxy-10-methyl-2-phenylpyrano[2,3-a]carbazol-4(11H)-one 1140919-28-3 C22H15NO3
3-hydroxy-10-methyl-2-phenylpyrano[2,3-a]carbazol-4(11H)-one
—— 2,3-dihydro-2-phenyl-4-oxopyrano[2,3-a]carbazole 875535-12-9 C21H15NO2
2,3-dihydro-2-phenyl-4-oxopyrano[2,3-a]carbazole
—— 1-chloro-1a,6b-dihydro-1-phenyl-1H-cyclopropa<b>benzofuran 124127-39-5 C15H11ClO
1-chloro-1a,6b-dihydro-1-phenyl-1H-cyclopropa<b>benzofuran
—— 2-benzo[1,3]dioxol-5-yl-6,8-dibromo-chromen-4-one 132569-25-6 C16H8Br2O4
2-benzo[1,3]dioxol-5-yl-6,8-dibromo-chromen-4-one
—— (7aS,13aS)-2,4,9,11-Tetrahydroxy-6-(4-hydroxy-3-methoxy-phenyl)-5-methyl-7a,13a-dihydro-7,13-dioxa-benzo[3,4]cyclohepta[1,2-b]naphthalen-8-one 61276-40-2 C25H20O9
(7aS,13aS)-2,4,9,11-Tetrahydroxy-6-(4-hydroxy-3-methoxy-phenyl)-5-methyl-7a,13a-dihydro-7,13-dioxa-benzo[3,4]cyclohepta[1,2-b]naphthalen-8-one
—— 8-(3-Acetyl-2-hydroxy-4,6-dimethoxy-phenyl)-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 37879-26-8 C28H26O9
8-(3-Acetyl-2-hydroxy-4,6-dimethoxy-phenyl)-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— Dolabriproanthocyanidin-dodecamethylether-triacetat 61671-07-6 C63H68O21
Dolabriproanthocyanidin-dodecamethylether-triacetat
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-(cyclopropylmethyl)aniline 373631-23-3 C32H31NO4
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-(cyclopropylmethyl)aniline