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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
—— <i>N</i>-(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-6-yl)-2-piperidin-1-yl-acetamide 56822-68-5 C23H24N2O3
<i>N</i>-(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-6-yl)-2-piperidin-1-yl-acetamide
—— 4-acetylamino-<i>N</i>-[4-(4-oxo-4<i>H</i>-chromen-2-yl)-phenyl]-benzenesulfonamide 42520-02-5 C23H18N2O5S
4-acetylamino-<i>N</i>-[4-(4-oxo-4<i>H</i>-chromen-2-yl)-phenyl]-benzenesulfonamide
—— 5-Ethoxy-2-((2S,4R)-2-phenyl-chroman-4-yl)-benzene-1,3-diol 61540-99-6 C23H22O4
5-Ethoxy-2-((2S,4R)-2-phenyl-chroman-4-yl)-benzene-1,3-diol
—— 1a,7a-Dihydro-4,5-dimethoxy-7(1H)-(3-dimethylaminopropyloxyimino)-1a-phenylcyclopropa[b]chromen 139772-18-2 C23H28N2O4
1a,7a-Dihydro-4,5-dimethoxy-7(1H)-(3-dimethylaminopropyloxyimino)-1a-phenylcyclopropa[b]chromen
—— 7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one 61320-52-3 C28H34O16
7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
—— (+/-)-Deodarin-methylaether 54945-84-5 C20H22O7
(+/-)-Deodarin-methylaether
—— 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(2,3,4,5-tetrahydroxycyclohexyl)oxychromen-4-one 873074-98-7 C21H20O11
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(2,3,4,5-tetrahydroxycyclohexyl)oxychromen-4-one
—— (+)-fisetinidol-(4β,6)-(+)-catechin O-methyl ether 123484-75-3 C31H28O11
(+)-fisetinidol-(4β,6)-(+)-catechin O-methyl ether
—— methyl 2-(2,3-dimethoxyphenyl)-7-fluoro-4-oxo-4H-chromene-3-carboxylate 1439357-12-6 C19H15FO6
methyl 2-(2,3-dimethoxyphenyl)-7-fluoro-4-oxo-4H-chromene-3-carboxylate
—— 5-acetoxy-2-(3-acetoxy-phenyl)-chromen-4-one 6697-66-1 C19H14O6
5-acetoxy-2-(3-acetoxy-phenyl)-chromen-4-one
—— (2R,3R)-5,7,3',4'-tetrabenzyloxyflavan-3-yl glutarate 666233-43-8 C48H44O9
(2R,3R)-5,7,3',4'-tetrabenzyloxyflavan-3-yl glutarate
—— Tephroglabrinol 51787-35-0 C21H20O5
Tephroglabrinol
—— 3-N,N-dimethylaminomethylidene-7-ethoxy-flavanone 99110-99-3 C20H21NO3
3-N,N-dimethylaminomethylidene-7-ethoxy-flavanone
—— 6-chloro-2-(4'-methoxyphenyl)-3-{(thiophen-2-yl)methoxy}-4-oxo-4H-1-benzopyran 1262841-07-5 C21H15ClO4S
6-chloro-2-(4'-methoxyphenyl)-3-{(thiophen-2-yl)methoxy}-4-oxo-4H-1-benzopyran
—— 2-(4-Dimethylamino-phenyl)-5,7-dimethoxy-3-(4-methoxy-phenyl)-chroman-2-ol 61110-44-9 C26H29NO5
2-(4-Dimethylamino-phenyl)-5,7-dimethoxy-3-(4-methoxy-phenyl)-chroman-2-ol
—— 5,7-Dihydroxy-6,2',4',5'-tetramethoxyflavondiacetat 63591-69-5 C23H22O10
5,7-Dihydroxy-6,2',4',5'-tetramethoxyflavondiacetat
—— 7-Allyloxy-2-(4-chloro-phenyl)-3-methyl-chromen-4-one 185339-71-3 C19H15ClO3
7-Allyloxy-2-(4-chloro-phenyl)-3-methyl-chromen-4-one
—— 18-Butyl-13-[4-(2,6-dimethylmorpholin-4-yl)phenyl]-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-18-ol 1008782-27-1 C49H45NO5
18-Butyl-13-[4-(2,6-dimethylmorpholin-4-yl)phenyl]-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-18-ol
—— 534569-45-4 C17H17N3O2
—— 3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethyl-4H-chromen-4-one 1353224-18-6 C18H16O5
3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethyl-4H-chromen-4-one
—— 3,7-dihydroxy-5,8-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one 110193-75-4 C20H20O9
3,7-dihydroxy-5,8-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
—— ethyl 8-bromo-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-41-1 C33H30BrNO3
ethyl 8-bromo-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 2-(3-benzyloxy-4-methoxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one 1353224-16-4 C25H22O5
2-(3-benzyloxy-4-methoxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one
—— Acetic acid 2-(3-benzyloxy-4-methoxy-phenyl)-7-methoxy-4-oxo-4H-chromen-3-yl ester 58544-86-8 C26H22O7
Acetic acid 2-(3-benzyloxy-4-methoxy-phenyl)-7-methoxy-4-oxo-4H-chromen-3-yl ester
—— Acetic acid 7-acetoxy-6-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester 50678-92-7 C24H22O6
Acetic acid 7-acetoxy-6-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester
—— 63383-09-5 C23H22N2O3S
—— 2-(4-((2-hydroxyethyl)(methyl)amino)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol 1352306-75-2 C25H25NO4
2-(4-((2-hydroxyethyl)(methyl)amino)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol
—— Acetic acid 3,7-dimethoxy-6,8-bis-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester 51948-73-3 C29H32O6
Acetic acid 3,7-dimethoxy-6,8-bis-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester
—— 4-Hydroxy-3,5,7,3',4',5'-hexamethoxy-flavan 100657-86-1 C21H26O8
4-Hydroxy-3,5,7,3',4',5'-hexamethoxy-flavan
—— (S)-2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-chroman 1309652-09-2 C21H25BO3
(S)-2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-chroman
—— 2-hydroxy-3-methoxy-5-(3,5,7-trimethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzaldehyde 743428-26-4 C20H18O8
2-hydroxy-3-methoxy-5-(3,5,7-trimethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzaldehyde
—— 4-[4-(10-Methoxy-21,21,22,22-tetramethyl-5-phenyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaen-5-yl)phenyl]morpholine 945424-78-2 C42H41NO3
4-[4-(10-Methoxy-21,21,22,22-tetramethyl-5-phenyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaen-5-yl)phenyl]morpholine
—— 2'-Methoxy-flavylium 46892-26-6 C16H13O2
2'-Methoxy-flavylium
—— apigenin 7-sulfate potassium 120562-19-8 C15H9O8S*K
apigenin 7-sulfate potassium
—— (2S,3R,4S,5R,6R)-2-((5-acetoxy-2-(4-acetoxyphenyl)-4-oxo-3-(((3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-7-yl)oxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 1374991-34-0 C87H66O26
(2S,3R,4S,5R,6R)-2-((5-acetoxy-2-(4-acetoxyphenyl)-4-oxo-3-(((3R,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-7-yl)oxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(3-chlorobenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-44-8 C45H40ClNO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(3-chlorobenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 2'-Benzyloxy-4'.5.7-trimethoxyflav-3-en 56751-76-9 C25H24O5
2'-Benzyloxy-4'.5.7-trimethoxyflav-3-en
—— 2"-(E)-cinnamoylquercitrin 1242284-55-4 C30H26O12
2"-(E)-cinnamoylquercitrin
—— (+)-balsacone F 1572949-05-3 C25H24O6
(+)-balsacone F
—— 2-(4-methoxyphenyl)-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one 1313611-86-7 C18H17NO4
2-(4-methoxyphenyl)-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one
—— 1092837-31-4 C27H24N2O4
—— Sericetin-3-methylether 40629-21-8 C26H26O5
Sericetin-3-methylether
—— 7-hydroxy-2-(3'-hydroxymethyl-6,4'-dimethoxy-biphenyl-3-yl)-5-methoxy-6-methyl-chroman-4-one 52200-62-1 C26H26O7
7-hydroxy-2-(3'-hydroxymethyl-6,4'-dimethoxy-biphenyl-3-yl)-5-methoxy-6-methyl-chroman-4-one
—— 1-{4-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 61284-05-7 C28H36O15
1-{4-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
—— 1403746-93-9 C131H112O19
—— 3-acetyl-2-<p-(N,N-dimethyl) aminophenyl>-naphtho-<2,1-b>-2,3-dihydro-pyran-4-one 163219-28-1 C23H21NO3
3-acetyl-2-<p-(N,N-dimethyl) aminophenyl>-naphtho-<2,1-b>-2,3-dihydro-pyran-4-one
—— 4-[4-(24-Methoxy-1',1',5',5'-tetramethyl-19-phenylspiro[20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22(27),23,25-dodecaene-14,3'-cyclohexane]-19-yl)phenyl]morpholine 1008782-49-7 C52H51NO3
4-[4-(24-Methoxy-1',1',5',5'-tetramethyl-19-phenylspiro[20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22(27),23,25-dodecaene-14,3'-cyclohexane]-19-yl)phenyl]morpholine
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-methylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-43-7 C46H43NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-methylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 6-(2-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-4,5-dihydroxyphenyl)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one 100288-26-4 C30H18O12
6-(2-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-4,5-dihydroxyphenyl)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
—— 4-[5-(4-methoxyphenyl)-21,21,22,22-tetramethyl-10-morpholin-4-yl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaen-5-yl]-N,N-dimethylaniline 945424-86-2 C44H46N2O3
4-[5-(4-methoxyphenyl)-21,21,22,22-tetramethyl-10-morpholin-4-yl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaen-5-yl]-N,N-dimethylaniline