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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
—— 3-iodo-8-methoxy-2-phenyl-chromen-4-one 1279087-88-5 C16H11IO3
3-iodo-8-methoxy-2-phenyl-chromen-4-one
—— 2-Azido-2-(4-methoxy-phenyl)-3-methyl-2H-chromene 95109-90-3 C17H15N3O2
2-Azido-2-(4-methoxy-phenyl)-3-methyl-2H-chromene
—— 4β-(2-aminoethylthiol)epigallocatechin 3-O-gallate 911314-94-8 C24H23NO11S
4β-(2-aminoethylthiol)epigallocatechin 3-O-gallate
—— N-(biphenyl-4-yl)-2-(4-oxo-2-phenyl-4H-chromen-3-yloxy)acetamide 1070399-64-2 C29H21NO4
N-(biphenyl-4-yl)-2-(4-oxo-2-phenyl-4H-chromen-3-yloxy)acetamide
—— 1364301-41-6 C27H38O8S2
—— 5,7-Dimethoxy-flavanol-(4) (cis-2,4) 55539-26-9 C17H18O4
5,7-Dimethoxy-flavanol-(4) (cis-2,4)
—— (2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-8-bromo-3,5,7-tris((phenyl-d5)methoxy-d2)chromane 1438268-49-5 C50H43BrO6
(2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-8-bromo-3,5,7-tris((phenyl-d5)methoxy-d2)chromane
—— 7-<(2-Dimethylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 100023-24-3 C21H22N2O4
7-<(2-Dimethylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 2-chloro-3-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman 98881-89-1 C19H21ClO5
2-chloro-3-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman
—— 3-benzoyl-3-hydroxy-2-phenyl-chroman-4-one 854245-37-7 C22H16O4
3-benzoyl-3-hydroxy-2-phenyl-chroman-4-one
—— 3,2',5'-Trihydroxy-4-methoxychalcone 5'-O-β-D-galactopyranoside 88087-09-6 C22H24O10
3,2',5'-Trihydroxy-4-methoxychalcone 5'-O-β-D-galactopyranoside
—— (+/-)-catechin 3,7,3',4'-tetraacetate 132400-73-8 C23H22O10
(+/-)-catechin 3,7,3',4'-tetraacetate
—— 2-(4-benzyloxyphenyl)-2,5-dihydroxy-7-methoxy-4-chromanon 78983-48-9 C23H20O6
2-(4-benzyloxyphenyl)-2,5-dihydroxy-7-methoxy-4-chromanon
—— 3-O-[(E)-4-(3-hydroxy-4-methoxyphenyl)-2-oxobut-3-en-1-yl]kaempferol 1338577-29-9 C26H20O9
3-O-[(E)-4-(3-hydroxy-4-methoxyphenyl)-2-oxobut-3-en-1-yl]kaempferol
—— 6-acetyl-7-hydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran 112776-94-0 C17H16O3
6-acetyl-7-hydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran
—— 1-{3-[4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]propyl}pyrrolidine-2,5-dione 1056053-90-7 C30H27NO7
1-{3-[4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]propyl}pyrrolidine-2,5-dione
—— 5-Hydroxy-6-benzoyl-flavanon 61653-28-9 C22H16O4
5-Hydroxy-6-benzoyl-flavanon
—— 1417564-40-9 C19H19NO4
—— 6-methyl-2,4-diphenyl-2-(triflouromethyl)-2H-chromene 1397746-36-9 C23H17F3O
6-methyl-2,4-diphenyl-2-(triflouromethyl)-2H-chromene
—— 4ξ-Amino-3-hydroxy-2,3-trans-flavan 97618-71-8 C15H15NO2
4ξ-Amino-3-hydroxy-2,3-trans-flavan
—— 6-Methoxy-8-allyl-7-benzoyloxy-flavon 96003-03-1 C26H20O5
6-Methoxy-8-allyl-7-benzoyloxy-flavon
—— 5-hydroxy-3,7-dimethoxy-2-(4-methoxy-phenyl)-8-(3-methyl-but-2-enyl)-chromen-4-one 55929-12-9 C23H24O6
5-hydroxy-3,7-dimethoxy-2-(4-methoxy-phenyl)-8-(3-methyl-but-2-enyl)-chromen-4-one
—— [(2R,3R)-2-(4-bromophenyl)-4-oxo-2,3-dihydrochromen-3-yl] methanesulfonate 81281-77-8 C16H13BrO5S
[(2R,3R)-2-(4-bromophenyl)-4-oxo-2,3-dihydrochromen-3-yl] methanesulfonate
—— (5S)-(-)-5-[4-(2-azepan-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 554431-47-9 C31H33NO5
(5S)-(-)-5-[4-(2-azepan-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— 5R-(+)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 554429-96-8 C31H32FNO4
5R-(+)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— 3-(4-chlorophenyl)sulfonyl-6-methyl-2-(4-nitrophenyl)chromen-4-one 87127-84-2 C22H14ClNO6S
3-(4-chlorophenyl)sulfonyl-6-methyl-2-(4-nitrophenyl)chromen-4-one
—— 1253228-17-9 C32H30O15
—— 4-Ethoxycarbonylamino-flavan 94164-97-3 C18H19NO3
4-Ethoxycarbonylamino-flavan
—— 6-Hydroxy-3,7-dimethyl-2-p-tolyl-chromen-4-one 98230-94-5 C18H16O3
6-Hydroxy-3,7-dimethyl-2-p-tolyl-chromen-4-one
—— 5,6-Benzo-3',5'-diiod-4'-hydroxyflavanon 62069-37-8 C19H12I2O3
5,6-Benzo-3',5'-diiod-4'-hydroxyflavanon
—— (2R,3R)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate 1186527-21-8 C59H38N6O34S6
(2R,3R)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate
—— (5R)-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]pyrrolidin-2-one 1396706-81-2 C19H15NO7
(5R)-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]pyrrolidin-2-one
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-7-isopropoxy-4H-chromen-4-one 1201808-14-1 C31H24O6
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-7-isopropoxy-4H-chromen-4-one
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5',20,22-hexamethyl-21,21-bis(trifluoromethyl)spiro[15-oxa-20,22-diazahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane] 1262589-76-3 C48H46F6N2O3
14,14-Bis(4-methoxyphenyl)-1',1',5',5',20,22-hexamethyl-21,21-bis(trifluoromethyl)spiro[15-oxa-20,22-diazahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]
—— 5-acetoxy-2-(4-acetoxy-phenyl)-8-(3-methyl-but-2-enyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-3-(tri-<i>O</i>-acetyl-α-L-rhamnopyranosyloxy)-chromen-4-one 55394-93-9 C50H56O24
5-acetoxy-2-(4-acetoxy-phenyl)-8-(3-methyl-but-2-enyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-3-(tri-<i>O</i>-acetyl-α-L-rhamnopyranosyloxy)-chromen-4-one
—— 948585-76-0 C18H17NO4
—— 6-phenyl-6<i>H</i>,7<i>H</i>-chromeno[4,3-<i>b</i>]chromene 63154-75-6 C22H16O2
6-phenyl-6<i>H</i>,7<i>H</i>-chromeno[4,3-<i>b</i>]chromene
—— (2R,3R)-3',4',5,7-tetra-O-benzylflavan-3-yl hexadecanoate 909798-95-4 C59H68O7
(2R,3R)-3',4',5,7-tetra-O-benzylflavan-3-yl hexadecanoate
—— 3'-Nitro-7-hydroxy-flavanon 36745-33-2 C15H11NO5
3'-Nitro-7-hydroxy-flavanon
—— (R) ethyl 3-formy-4-hydroxy-7-methoxy-2-(3-nitrophenyl)-4H-chromene-4-carboxylate 1254213-09-6 C20H17NO8
(R) ethyl 3-formy-4-hydroxy-7-methoxy-2-(3-nitrophenyl)-4H-chromene-4-carboxylate
—— rac-2-(3-methoxy-4-chlorophenyl)-2H-chromene-3-carboxylic acid 1204755-05-4 C17H13ClO4
rac-2-(3-methoxy-4-chlorophenyl)-2H-chromene-3-carboxylic acid
—— 5,7-bis(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-4H-chromen-4-one 1201808-23-2 C42H30O6
5,7-bis(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-4H-chromen-4-one
—— 3-Isopropyl-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one 690274-18-1 C30H39NO5
3-Isopropyl-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one
—— (2S,3R)-3-Chloro-2-(4-chloro-phenyl)-3-nitro-chroman-4-one 143468-34-2 C15H9Cl2NO4
(2S,3R)-3-Chloro-2-(4-chloro-phenyl)-3-nitro-chroman-4-one
—— (6R,15S,16R,19S)-16-(3,4-dimethoxyphenyl)-3,8,9,13-tetramethoxy-15,16-dihydro-6H,14H,18H-6,18-methanodibenzo[3,4:9,10][1,5]dioxecino[6,7-h]chromene-15,19-diol 119716-82-4 C36H36O11
(6R,15S,16R,19S)-16-(3,4-dimethoxyphenyl)-3,8,9,13-tetramethoxy-15,16-dihydro-6H,14H,18H-6,18-methanodibenzo[3,4:9,10][1,5]dioxecino[6,7-h]chromene-15,19-diol
—— 7-Hydroxy-3-(4-hydroxyphenyl)-2-[4-(4-piperidin-1-ylbutoxy)-phenyl]-4-(trifluoromethyl)-2H-1-benzopyran 361390-82-1 C31H32F3NO4
7-Hydroxy-3-(4-hydroxyphenyl)-2-[4-(4-piperidin-1-ylbutoxy)-phenyl]-4-(trifluoromethyl)-2H-1-benzopyran
—— (2R,3R)-5,7,4'-tri-O-benzylepicatechin-3'-O-β-D-glucuronic acid 1422182-83-9 C42H40O12
(2R,3R)-5,7,4'-tri-O-benzylepicatechin-3'-O-β-D-glucuronic acid
—— 3,5-diacetoxy-7-methoxy-2-phenyl-chromen-4-one 7741-51-7 C20H16O7
3,5-diacetoxy-7-methoxy-2-phenyl-chromen-4-one
—— (2S)-5,6,7,2',3',4',5'-heptamethoxyflavanone 105801-22-7 C22H26O9
(2S)-5,6,7,2',3',4',5'-heptamethoxyflavanone
—— 7-hydroxy-3-methoxy-2-phenyl-8-propyl-chromen-4-one 102018-90-6 C19H18O4
7-hydroxy-3-methoxy-2-phenyl-8-propyl-chromen-4-one