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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
—— 6-bromocatechin pentaacetate 88037-99-4 C25H23BrO11
6-bromocatechin pentaacetate
—— N-(3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)-benzenesulfonamide 1467668-54-7 C24H21NO7S
N-(3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)-benzenesulfonamide
—— 1304014-16-1 C47H72O16Si2
—— 1403357-12-9 C20H16Cl2O4
—— 3,3',5-tri-O-acetyl-7-O-benzylquercetin 862583-19-5 C28H22O10
3,3',5-tri-O-acetyl-7-O-benzylquercetin
—— kaempferol-3-O-α-L-rhamnopyranosyl-(1→6)-O-[β-D-glucopyranosyl-(1→2)-O-β-D-galactopyranosyl-(1→2)]-O-β-D-glucopyranoside 1334180-68-5 C39H50O25
kaempferol-3-O-α-L-rhamnopyranosyl-(1→6)-O-[β-D-glucopyranosyl-(1→2)-O-β-D-galactopyranosyl-(1→2)]-O-β-D-glucopyranoside
—— [3,6,7-trimethoxy-2-(3-methoxy-4-phenylmethoxyphenyl)-4-oxochromen-5-yl] 4-methylbenzenesulfonate 124909-93-9 C33H30O10S
[3,6,7-trimethoxy-2-(3-methoxy-4-phenylmethoxyphenyl)-4-oxochromen-5-yl] 4-methylbenzenesulfonate
—— 10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene 1278522-91-0 C45H40O6
10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene
—— 11-Cyclohexyl-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1278523-80-0 C57H60O5
11-Cyclohexyl-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— (2S,3R)-3-iodo-2-phenylchromane 53700-13-3 C15H13IO
(2S,3R)-3-iodo-2-phenylchromane
—— (2R,3S)-5,7-bis(benzyloxy)-2-(3-methoxy-4-(methoxymethoxy)phenyl)chroman-3-ol 1429227-40-6 C32H32O7
(2R,3S)-5,7-bis(benzyloxy)-2-(3-methoxy-4-(methoxymethoxy)phenyl)chroman-3-ol
—— 5-(4-Methoxyphenyl)-1',1',5',5'-tetramethyl-5-(4-methylphenyl)-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1263318-56-4 C45H46O2S2
5-(4-Methoxyphenyl)-1',1',5',5'-tetramethyl-5-(4-methylphenyl)-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— 4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-α-L-rhamnopyranoside 1609690-91-6 C21H21ClO6
4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-α-L-rhamnopyranoside
—— (R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-(tert-butoxycarbonylamino)-3-methylbutanoate 1158555-69-1 C25H27NO10
(R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-(tert-butoxycarbonylamino)-3-methylbutanoate
—— (2R,3S,4R)-4-Benzylsulfanyl-7,8-dimethoxy-2-(4-methoxy-phenyl)-chroman-3-ol 247587-99-1 C25H26O5S
(2R,3S,4R)-4-Benzylsulfanyl-7,8-dimethoxy-2-(4-methoxy-phenyl)-chroman-3-ol
—— 3-methyl-2-[(4-oxo-2-phenylchromen-6-yl)oxymethyl]-1H-quinolin-4-one 1135026-19-5 C26H19NO4
3-methyl-2-[(4-oxo-2-phenylchromen-6-yl)oxymethyl]-1H-quinolin-4-one
—— 2-(3,4-Dimethoxy-phenyl)-chroman-4-one oxime 71907-01-2 C17H17NO4
2-(3,4-Dimethoxy-phenyl)-chroman-4-one oxime
—— N-(3-fluoro-2-phenylchroman-4-ylidene)benzamide 1376128-88-9 C22H16FNO2
N-(3-fluoro-2-phenylchroman-4-ylidene)benzamide
—— 3-(3-hydroxy-3-methyl-1-butynyl)flavone 1446428-44-9 C20H16O3
3-(3-hydroxy-3-methyl-1-butynyl)flavone
—— (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((4-oxo-2-(3-(((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1344994-73-5 C43H46O22
(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((4-oxo-2-(3-(((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— 1608504-43-3 C50H47FO7
—— Sodium; 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-sulfonate 85617-94-3 C15H13O8S*Na
Sodium; 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-sulfonate
—— (-)-Fisetinidol-(4α,8)-(+)-catechin 4-O(E)-methyl ether 118964-34-4 C31H28O11
(-)-Fisetinidol-(4α,8)-(+)-catechin 4-O(E)-methyl ether
—— 1312298-06-8 C19H18O8
—— Hendecaacetyl-dicatechin 97152-57-3 C52H50O23
Hendecaacetyl-dicatechin
—— 31677-07-3 C55H46O15
—— 8,4'-Dimethoxy-flavylium 24531-80-4 C17H15O3
8,4'-Dimethoxy-flavylium
—— 5-((2R,3R)-3-hydroxy-5,7-bis(2-nitrophenylsulfonyloxy)chroman-2-yl)benzene-1,2,3-triyl tris(2-nitrobenzenesulfonate) 1186527-11-6 C45H29N5O27S5
5-((2R,3R)-3-hydroxy-5,7-bis(2-nitrophenylsulfonyloxy)chroman-2-yl)benzene-1,2,3-triyl tris(2-nitrobenzenesulfonate)
—— (+/-)-3-Jod-5-hydroxy-7-methoxy-2-<4-methoxy-phenyl>-chroman-4-on 5224-68-0 C17H15IO5
(+/-)-3-Jod-5-hydroxy-7-methoxy-2-<4-methoxy-phenyl>-chroman-4-on
—— 3,3-Dichloro-6-methyl-2-phenyl-chroman-4-one 71993-25-4 C16H12Cl2O2
3,3-Dichloro-6-methyl-2-phenyl-chroman-4-one
—— (2R,3R,4R)-2,3-cis-3,4-trans-3',4',7,8-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-6-yl>flavan 78139-56-7 C30H26O11
(2R,3R,4R)-2,3-cis-3,4-trans-3',4',7,8-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-6-yl>flavan
—— Peracetylated catechin-(4α-8)-catechin-(4α-8)-catechin procyanidin trimer 25664-00-0 C75H68O33
Peracetylated catechin-(4α-8)-catechin-(4α-8)-catechin procyanidin trimer
—— (-)-fisetinidol-(4β,8)-(+)-catechin hepta-O-methyl ether 78185-17-8 C37H40O11
(-)-fisetinidol-(4β,8)-(+)-catechin hepta-O-methyl ether
—— (R)-5,7-bis(benzyloxy)-2-(4-methoxy-3-(methoxymethoxy)phenyl)chroman-3-one 1365537-63-8 C32H30O7
(R)-5,7-bis(benzyloxy)-2-(4-methoxy-3-(methoxymethoxy)phenyl)chroman-3-one
—— 6-Amino-3',4'-dimethoxy-3-methylflavon 36768-36-2 C18H17NO4
6-Amino-3',4'-dimethoxy-3-methylflavon
—— 20,21,21,22-Tetrafluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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] 1262589-80-9 C44H40F4N2O3
20,21,21,22-Tetrafluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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]
—— (1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide 373630-68-3 C26H19ClFNO4S
(1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide
—— 4-[4-[11-(4-Methoxyphenoxy)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-yl]phenyl]morpholine 1278523-99-1 C60H59NO6
4-[4-[11-(4-Methoxyphenoxy)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-yl]phenyl]morpholine
—— 1400698-24-9 C15H7F3O2
—— penta-O-decanoylcatechin 904706-00-9 C65H104O11
penta-O-decanoylcatechin
—— 10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-ol 1278523-69-5 C51H50O6
10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-ol
—— [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoate 943317-52-0 C27H27NO10
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 4-[(2-methylpropan-2-yl)oxycarbonylamino]benzoate
—— 7-O-benzyl-3-O-(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3'-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)tamarixetin 898224-28-7 C110H92O28
7-O-benzyl-3-O-(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3'-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)tamarixetin
—— (2R,3S)-2-(3,4-dimethoxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-7-methoxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-ol 78185-16-7 C37H40O11
(2R,3S)-2-(3,4-dimethoxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-7-methoxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-ol
—— monospermoside 30382-19-5 C21H22O10
monospermoside
—— 8-Methoxy-2-phenyl-3,4-dihydro-2H-benzo[b]oxepin-5-one 116269-57-9 C17H16O3
8-Methoxy-2-phenyl-3,4-dihydro-2H-benzo[b]oxepin-5-one
—— 3,6-dibromo-2-phenyl-benzo[<i>h</i>]chromen-4-one 132647-82-6 C19H10Br2O2
3,6-dibromo-2-phenyl-benzo[<i>h</i>]chromen-4-one
—— 6-methoxycarbonyl-3',4',5,7-tetra-O-methyl-(+)-catechin 69119-48-8 C21H24O8
6-methoxycarbonyl-3',4',5,7-tetra-O-methyl-(+)-catechin
—— diethyl 3,3'-((2R,2'R)-2,2'-bis(3,4-dihydroxyphenyl)-5,5',7,7'-tetrahydroxy-3,3'-dioxo-[4,4'-bichromane]-8,8'-diyl)dipropionate 1362203-27-7 C40H38O16
diethyl 3,3'-((2R,2'R)-2,2'-bis(3,4-dihydroxyphenyl)-5,5',7,7'-tetrahydroxy-3,3'-dioxo-[4,4'-bichromane]-8,8'-diyl)dipropionate
—— rac-2-(4-chloro-3-(trifluoromethyl)phenyl)-2H-chromene-3-carboxylic acid 1204754-55-1 C17H10ClF3O3
rac-2-(4-chloro-3-(trifluoromethyl)phenyl)-2H-chromene-3-carboxylic acid