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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'-ethyl-3-methylflavone-8-carboxylate 90120-65-3 C21H20O4
ethyl 2'-ethyl-3-methylflavone-8-carboxylate
—— Mitoflaxone sodium 87626-64-0 C17H11NaO4
Mitoflaxone sodium
—— 2-(3,4-Dimethoxy-phenyl)-3,5,11,12-tetramethoxy-1,7-dioxa-benzo[c]phenanthrene-4,8-dione 57371-18-3 C28H24O10
2-(3,4-Dimethoxy-phenyl)-3,5,11,12-tetramethoxy-1,7-dioxa-benzo[c]phenanthrene-4,8-dione
—— Isorhamnetin-3-O-α-L-rhamnofuranosid 17517-36-1 C22H22O11
Isorhamnetin-3-O-α-L-rhamnofuranosid
—— 2-(4-Hydroxy-3-methoxymethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 56606-56-5 C20H20O8
2-(4-Hydroxy-3-methoxymethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-benzoylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-57-3 C52H45NO9
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-benzoylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 3,3-Bis[4-(dimethylamino)phenyl]benzo[f]chromen-8-ol 552321-56-9 C29H28N2O2
3,3-Bis[4-(dimethylamino)phenyl]benzo[f]chromen-8-ol
—— [(1<sup>3</sup><i>S</i>,13<i>S</i>)-8,12-diacetyl-3-(3-benzoylamino-propyl)-1<sup>2</sup><i>c</i>-(4-methoxy-phenyl)-2-oxo-(1<sup>3</sup><i>r</i><i>H</i>)-1<sup>2,3</sup>-dihydro-3,8,12-triaza-1(3,5)-benzofurana-cyclotridecaphan-13-yl]-acetic acid 69721-73-9 C40H48N4O8
[(1<sup>3</sup><i>S</i>,13<i>S</i>)-8,12-diacetyl-3-(3-benzoylamino-propyl)-1<sup>2</sup><i>c</i>-(4-methoxy-phenyl)-2-oxo-(1<sup>3</sup><i>r</i><i>H</i>)-1<sup>2,3</sup>-dihydro-3,8,12-triaza-1(3,5)-benzofurana-cyclotridecaphan-13-yl]-acetic acid
—— 6-Bromo-3,3-dichloro-2-(4-methoxy-phenyl)-chroman-4-one 75595-39-0 C16H11BrCl2O3
6-Bromo-3,3-dichloro-2-(4-methoxy-phenyl)-chroman-4-one
—— 7,12-Dihydro-kidamycin-7,11,12,3',3'-pentaacetat 58809-16-8 C49H60N2O14
7,12-Dihydro-kidamycin-7,11,12,3',3'-pentaacetat
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2,6-difluorobenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-32-4 C45H39F2NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2,6-difluorobenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 2-(4-hydroxy-3-(phenylthio)phenyl)-4H-chromen-4-one 1618674-52-4 C21H14O3S
2-(4-hydroxy-3-(phenylthio)phenyl)-4H-chromen-4-one
—— 7-Benzyloxy-5,8-dimethoxy-2-(3,4,5-tris-benzyloxy-phenyl)-chromen-4-one 61668-11-9 C45H38O8
7-Benzyloxy-5,8-dimethoxy-2-(3,4,5-tris-benzyloxy-phenyl)-chromen-4-one
—— 2-[2-Benzyloxy-5-(5-hydroxy-3,7-dimethoxy-4-oxo-4H-chromen-2-yl)-phenoxy]-3-(4-benzyloxy-3-methoxy-phenyl)-3-oxo-propionic acid ethyl ester 56606-48-5 C43H38O12
2-[2-Benzyloxy-5-(5-hydroxy-3,7-dimethoxy-4-oxo-4H-chromen-2-yl)-phenoxy]-3-(4-benzyloxy-3-methoxy-phenyl)-3-oxo-propionic acid ethyl ester
—— Acetic acid (2R,3S)-3-acetoxy-2-(4-acetoxy-phenyl)-7-methoxy-4-oxo-chroman-5-yl ester 79897-34-0 C22H20O9
Acetic acid (2R,3S)-3-acetoxy-2-(4-acetoxy-phenyl)-7-methoxy-4-oxo-chroman-5-yl ester
—— 4-[4-[18-Butyl-18-(2-methoxyethoxy)-13-phenyl-5,7,12-trioxaheptacyclo[15.13.0.02,10.04,8.011,16.019,24.025,30]triaconta-1(17),2,4(8),9,11(16),14,19,21,23,25,27,29-dodecaen-13-yl]phenyl]-2,6-dimethylmorpholine 1008782-33-9 C52H51NO6
4-[4-[18-Butyl-18-(2-methoxyethoxy)-13-phenyl-5,7,12-trioxaheptacyclo[15.13.0.02,10.04,8.011,16.019,24.025,30]triaconta-1(17),2,4(8),9,11(16),14,19,21,23,25,27,29-dodecaen-13-yl]phenyl]-2,6-dimethylmorpholine
—— 2-benzo[1,3]dioxol-5-yl-6-benzoyl-chromen-4-one 114842-42-1 C23H14O5
2-benzo[1,3]dioxol-5-yl-6-benzoyl-chromen-4-one
—— 2,3-dihydro-2-(2'-methoxy-5'-nonyl-phenyl)-5-methoxy-4H-1-benzopyran-4-one 1497456-82-2 C26H34O4
2,3-dihydro-2-(2'-methoxy-5'-nonyl-phenyl)-5-methoxy-4H-1-benzopyran-4-one
—— 2-(2,4-dihydroxy-phenyl)-5-hydroxy-3-(3-isopropenyl-oxiranyl)-8,8-dimethyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 65792-99-6 C25H22O7
2-(2,4-dihydroxy-phenyl)-5-hydroxy-3-(3-isopropenyl-oxiranyl)-8,8-dimethyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 6-diacetylamino-2-(4-methoxy-phenyl)-chromen-4-one 110442-45-0 C20H17NO5
6-diacetylamino-2-(4-methoxy-phenyl)-chromen-4-one
—— (E)-6-(3-hydroxy-3-methylbut-1-enyl)flavone 1393811-64-7 C20H18O3
(E)-6-(3-hydroxy-3-methylbut-1-enyl)flavone
—— Dolabriproanthocyanidin-dodecamethylether 61671-06-5 C57H62O18
Dolabriproanthocyanidin-dodecamethylether
—— (2S,3S)-7-hydroxy-3-α-L-rhamnopyranosyloxyflavanone 905564-54-7 C21H22O8
(2S,3S)-7-hydroxy-3-α-L-rhamnopyranosyloxyflavanone
—— 2-Dimethylamino-N-(3-methyl-4-oxo-2-phenyl-4H-chromen-8-yl)-acetamide 56822-87-8 C20H20N2O3
2-Dimethylamino-N-(3-methyl-4-oxo-2-phenyl-4H-chromen-8-yl)-acetamide
—— 4',7-dibenzyloxy-2',3,5,5',6,8-hexamethoxyflavone 107644-06-4 C35H34O10
4',7-dibenzyloxy-2',3,5,5',6,8-hexamethoxyflavone
—— 6-chloro-2-(4-methoxyphenyl)-3,4-dihydro-2H-chromen-4-ol 116194-65-1 C16H15ClO3
6-chloro-2-(4-methoxyphenyl)-3,4-dihydro-2H-chromen-4-ol
—— 2-(4-hydroxyphenyl)chroman-4,6-diol 728934-99-4 C15H14O4
2-(4-hydroxyphenyl)chroman-4,6-diol
—— (2R,3R)-3',4',5,7-tetra-O-benzylflavan-3-yl dodecanoate 909798-93-2 C55H60O7
(2R,3R)-3',4',5,7-tetra-O-benzylflavan-3-yl dodecanoate
—— 5,6,7,8,3',4'-Hexahydroxy-flavanon 92497-25-1 C15H12O8
5,6,7,8,3',4'-Hexahydroxy-flavanon
—— 3-(1-carbethoxy-1-cyanoethyl)-4',7-dimethoxyflavone 80907-36-4 C23H21NO6
3-(1-carbethoxy-1-cyanoethyl)-4',7-dimethoxyflavone
—— 3-O-β-D-(2-O-feruloyl)glucosylkaempferol 108887-49-6 C31H28O14
3-O-β-D-(2-O-feruloyl)glucosylkaempferol
—— 2-(4-benzyloxy-3-hydroxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 56606-45-2 C24H20O7
2-(4-benzyloxy-3-hydroxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one
—— (2S,3R,6S,7R)-3,7-Bis-(3,4-dimethoxy-phenyl)-4-methoxy-2-(2,4,6-trimethoxy-benzyl)-2,3,6,7-tetrahydro-5H-furo[3,2-g]chromen-6-ol 76252-34-1 C38H42O11
(2S,3R,6S,7R)-3,7-Bis-(3,4-dimethoxy-phenyl)-4-methoxy-2-(2,4,6-trimethoxy-benzyl)-2,3,6,7-tetrahydro-5H-furo[3,2-g]chromen-6-ol
—— 1-[2,6-Dihydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 61317-29-1 C22H26O10
1-[2,6-Dihydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
—— 4-[4-[18-Butyl-18-methoxy-6,6,19,19-tetramethyl-13-(4-methylphenyl)-5,7,12-trioxahexacyclo[15.8.0.02,10.04,8.011,16.020,25]pentacosa-1(17),2,4(8),9,11(16),14,20,22,24-nonaen-13-yl]phenyl]morpholine 945425-12-7 C48H51NO5
4-[4-[18-Butyl-18-methoxy-6,6,19,19-tetramethyl-13-(4-methylphenyl)-5,7,12-trioxahexacyclo[15.8.0.02,10.04,8.011,16.020,25]pentacosa-1(17),2,4(8),9,11(16),14,20,22,24-nonaen-13-yl]phenyl]morpholine
—— Isorhamnetin-7-O-α-L-rhamnopyranosid 17331-72-5 C22H22O11
Isorhamnetin-7-O-α-L-rhamnopyranosid
—— 5,4'-dibenzoyloxy-7-hydroxy-6-methoxyflavone 117951-84-5 C30H20O8
5,4'-dibenzoyloxy-7-hydroxy-6-methoxyflavone
—— 3-α-L-arabinopyranosyloxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one 122210-07-5 C24H26O11
3-α-L-arabinopyranosyloxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— 616201-23-1 C71H68O32
—— 7-hydroxy-3-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde 873414-50-7 C17H12O5
7-hydroxy-3-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde
—— tamarixetin 3'-sulphate 1093677-26-9 C16H12O10S
tamarixetin 3'-sulphate
—— 6-[(E)-2-(4-chlorophenyl)diazen-1-yl]-7-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one 1565623-08-6 C22H15ClN2O4
6-[(E)-2-(4-chlorophenyl)diazen-1-yl]-7-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— Acetic acid (2S,3R,6S,7R)-3,7-bis-(3,4-dimethoxy-phenyl)-4-methoxy-2-(2,4,6-trimethoxy-benzyl)-2,3,6,7-tetrahydro-5H-furo[3,2-g]chromen-6-yl ester 76252-33-0 C40H44O12
Acetic acid (2S,3R,6S,7R)-3,7-bis-(3,4-dimethoxy-phenyl)-4-methoxy-2-(2,4,6-trimethoxy-benzyl)-2,3,6,7-tetrahydro-5H-furo[3,2-g]chromen-6-yl ester
—— ethyl 2-((2R,3R,4R)-3-benzyl-4-(naphthalen-2-ylthio)-3-nitrochroman-2-yl)acetate 1258880-51-1 C30H27NO5S
ethyl 2-((2R,3R,4R)-3-benzyl-4-(naphthalen-2-ylthio)-3-nitrochroman-2-yl)acetate
—— 18,18-Bis(4-methoxyphenyl)-13-methyl-19-oxahexacyclo[12.12.0.02,7.08,12.015,20.021,26]hexacosa-1(14),2,4,6,15(20),16,21,23,25-nonaen-13-ol 1008782-18-0 C40H36O4
18,18-Bis(4-methoxyphenyl)-13-methyl-19-oxahexacyclo[12.12.0.02,7.08,12.015,20.021,26]hexacosa-1(14),2,4,6,15(20),16,21,23,25-nonaen-13-ol
—— 1265223-34-4 C18H14O6
—— 6-Chlor-3',4'-dimethoxyflavanol-(4) 116194-66-2 C17H17ClO4
6-Chlor-3',4'-dimethoxyflavanol-(4)
—— 3,3',4',5,7,8-Hexakis(benzyloxy)flavon 62506-95-0 C57H46O8
3,3',4',5,7,8-Hexakis(benzyloxy)flavon
—— Monoacetyl-flavanon-hydrazon 1036-36-8 C17H16N2O2
Monoacetyl-flavanon-hydrazon
—— cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-glucopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-pcoumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] 1104564-10-4 C71H75O37
cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-glucopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-pcoumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]