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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
—— 2-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)-propionic acid 141070-62-4 C19H16O5
2-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)-propionic acid
—— Tilirosid-acetat 22153-45-3 C44H40O20
Tilirosid-acetat
—— 4α-Benzylthioepicatechin pentaacetate 37064-37-2 C32H30O11S
4α-Benzylthioepicatechin pentaacetate
—— Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-6-hydroxy-5,7-dimethoxy-4-oxo-4H-chromen-3-yl ester 170234-97-6 C22H20O10
Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-6-hydroxy-5,7-dimethoxy-4-oxo-4H-chromen-3-yl ester
—— (+)-trans-2-(2,4-Dichlorophenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one 1242983-25-0 C23H23Cl2NO5
(+)-trans-2-(2,4-Dichlorophenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one
—— 2-(3-hydroxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 57009-25-3 C16H10O5
2-(3-hydroxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 1311276-90-0 C33H29F3N4O6
—— 4'-methoxy-4α-(2,4,6-trimethylphenoxy)flavan 89839-96-3 C25H26O3
4'-methoxy-4α-(2,4,6-trimethylphenoxy)flavan
—— Pentaacetyl-4'-O-methylcupressuflavon 69389-67-9 C41H30O15
Pentaacetyl-4'-O-methylcupressuflavon
—— 7-butyloxy-4',5-dihydroxyflavothione 1203579-93-4 C19H18O4S
7-butyloxy-4',5-dihydroxyflavothione
—— 6-(3-methoxyphenyl)-6-methyl-6H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-g]chromene 1569315-60-1 C23H18O6
6-(3-methoxyphenyl)-6-methyl-6H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-g]chromene
—— 5,3'-Dibenzyloxy-3,6,7,8,4',5'-hexamethoxy-flavon 96711-92-1 C35H34O10
5,3'-Dibenzyloxy-3,6,7,8,4',5'-hexamethoxy-flavon
—— (E)-1-(5,8-Dihydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-[4-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone 69293-08-9 C27H30O11
(E)-1-(5,8-Dihydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-[4-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone
—— 1-{4-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-hydroxy-phenyl}-3-(4-hydroxy-phenyl)-propan-1-one 67322-42-3 C27H34O13
1-{4-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-hydroxy-phenyl}-3-(4-hydroxy-phenyl)-propan-1-one
—— epiguibourtinidol-(4β,8)-(+)-catechin O-methyl ether 130245-30-6 C31H28O10
epiguibourtinidol-(4β,8)-(+)-catechin O-methyl ether
—— 7-Allyloxy-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 178367-44-7 C22H20O6
7-Allyloxy-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 4-phenylthio-(+)-mollisacacidin 117479-83-1 C21H18O5S
4-phenylthio-(+)-mollisacacidin
—— 8-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 742077-79-8 C26H24O8
8-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one
—— 3-bromotricetin 3',4',5'-trimethyl ether 890661-90-2 C18H15BrO7
3-bromotricetin 3',4',5'-trimethyl ether
—— N-[3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenyl]benzenemethanamine 239067-87-9 C33H32N2O2
N-[3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenyl]benzenemethanamine
—— 5,6-Dihydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 124909-84-8 C20H20O9
5,6-Dihydroxy-3,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 14,14-bis(4-methoxyphenyl)-21-N,21-N,21-N',21-N',1',1',5',5'-octamethylspiro[15,20,22-trioxahexacyclo[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]-21,21-diamine 1268817-07-7 C48H52N2O5
14,14-bis(4-methoxyphenyl)-21-N,21-N,21-N',21-N',1',1',5',5'-octamethylspiro[15,20,22-trioxahexacyclo[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]-21,21-diamine
—— 3,6-Dimethyl-2-phenyl-2H-1-benzopyran 90878-01-6 C17H16O
3,6-Dimethyl-2-phenyl-2H-1-benzopyran
—— evolvoside E 1426342-16-6 C35H44O20
evolvoside E
—— 4'-acetyloxy-5-hydroxy-3,6,7-trimethoxyflavone 124458-90-8 C20H18O8
4'-acetyloxy-5-hydroxy-3,6,7-trimethoxyflavone
—— 6-methoxy-2-(3-methoxy-2-methoxymethoxy-phenyl)-chroman-4-one 110048-32-3 C19H20O6
6-methoxy-2-(3-methoxy-2-methoxymethoxy-phenyl)-chroman-4-one
—— (S)-5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-19-6 C22H24O8
(S)-5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— (2R,3S)-5-(benzyloxy)-2-(3-(benzyloxy)-4-methoxyphenyl)-7-(methoxymethoxy)chroman-3-ol 1365537-08-1 C32H32O7
(2R,3S)-5-(benzyloxy)-2-(3-(benzyloxy)-4-methoxyphenyl)-7-(methoxymethoxy)chroman-3-ol
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-hydroxyphenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239070-51-0 C26H25NO4
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-hydroxyphenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 3'-Nitro-β-flavanol 67765-47-3 C15H13NO4
3'-Nitro-β-flavanol
—— 5-Hydroxy-2-(2-isopropylidene-4,7-dimethoxy-2,3-dihydro-benzofuran-5-yl)-8,8-dimethyl-8H-pyrano[3,2-g]chromen-4-one 64379-40-4 C27H26O7
5-Hydroxy-2-(2-isopropylidene-4,7-dimethoxy-2,3-dihydro-benzofuran-5-yl)-8,8-dimethyl-8H-pyrano[3,2-g]chromen-4-one
—— Acetic acid 4-{4-[(E)-2-(4-acetoxy-phenyl)-vinyl]-5,7-dimethoxy-chroman-2-yl}-phenyl ester 63524-17-4 C29H28O7
Acetic acid 4-{4-[(E)-2-(4-acetoxy-phenyl)-vinyl]-5,7-dimethoxy-chroman-2-yl}-phenyl ester
—— 4'-(benzyloxy)-5-hydroxy-3-methoxy-7-<(1-phenyltetrazol-5-yl)oxy>flavone 132020-85-0 C30H22N4O6
4'-(benzyloxy)-5-hydroxy-3-methoxy-7-<(1-phenyltetrazol-5-yl)oxy>flavone
—— 79907-47-4 C61H54O28
—— 8-bromo-5-methyl-2-(4-methoxyphenyl)-4H-1-benzopyran-4-thione 140886-01-7 C17H13BrO2S
8-bromo-5-methyl-2-(4-methoxyphenyl)-4H-1-benzopyran-4-thione
—— 5-methoxy-7-(4-methoxybenzyloxy)-2-(4-methoxyphenyl)-4H-chromen-4-one 1618096-19-7 C25H22O6
5-methoxy-7-(4-methoxybenzyloxy)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 3-Methyl-7-methoxy-4'-methylflavone 122260-04-2 C18H16O3
3-Methyl-7-methoxy-4'-methylflavone
—— 2-(4-Benzyloxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one 176662-08-1 C25H22O7
2-(4-Benzyloxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one
—— 3-Hydroxy-5,7-dimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-chromen-4-one 170234-68-1 C20H20O8
3-Hydroxy-5,7-dimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7-Hydroxy-4'-methoxydihydroflavonol 27782-78-1 C16H14O5
7-Hydroxy-4'-methoxydihydroflavonol
—— 3-nicotinoyl-2-phenyl-chromen-4-one 65485-26-9 C21H13NO3
3-nicotinoyl-2-phenyl-chromen-4-one
—— <4-D1>-4'-Methoxyflavan-4-ol 72594-25-3 C16H16O3
<4-D1>-4'-Methoxyflavan-4-ol
—— 5,6,7-Trimethoxy-4'-benzyloxy-flavanon 14801-86-6 C25H24O6
5,6,7-Trimethoxy-4'-benzyloxy-flavanon
—— (2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-3,6-O-diacetylglucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside 917563-39-4 C33H38O18
(2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-3,6-O-diacetylglucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside
—— dimethyl 8-(dimethyl(phenyl)silyl)-2-phenylchroman-3,3-dicarboxylate 1221065-26-4 C27H28O5Si
dimethyl 8-(dimethyl(phenyl)silyl)-2-phenylchroman-3,3-dicarboxylate
—— 3-bromo-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one (2,4-dinitro-phenyl)-hydrazone 52752-70-2 C23H17BrN4O6
3-bromo-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one (2,4-dinitro-phenyl)-hydrazone
—— (2S)-2-[2-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one 917563-42-9 C27H32O15
(2S)-2-[2-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— (2S,3R)-7-(benzoxy)-2-(4-(benzoxy)phenyl)chroman-3-yl acetate 888026-44-6 C31H28O5
(2S,3R)-7-(benzoxy)-2-(4-(benzoxy)phenyl)chroman-3-yl acetate
—— (2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate 888026-48-0 C57H62O9S
(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate
—— 3-Methyl-7-methoxy-8-chloromethyl-4'-methylflavone 122260-06-4 C19H17ClO3
3-Methyl-7-methoxy-8-chloromethyl-4'-methylflavone