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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
—— 6,7-dihydroxy-4-methyl-2-phenylbenzopyrylium chloride 66686-14-4 C16H13O3*Cl
6,7-dihydroxy-4-methyl-2-phenylbenzopyrylium chloride
—— [2-Hydroxy-4-(3,5,7-trihydroxy-chroman-2-yl)-phenoxy]-acetic acid ethyl ester 32911-24-3 C19H20O8
[2-Hydroxy-4-(3,5,7-trihydroxy-chroman-2-yl)-phenoxy]-acetic acid ethyl ester
—— 1198053-63-2 C21H19ClO4
—— (2S,3R)-trans-3-acetoxy-3',4'-dimethoxyflavan 1196870-52-6 C19H20O5
(2S,3R)-trans-3-acetoxy-3',4'-dimethoxyflavan
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-isopentyloxy-4H-chromen-4-one 1201808-08-3 C41H38O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-isopentyloxy-4H-chromen-4-one
—— 2,2-dimethylpropionic acid 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxymethyl ester 1258551-27-7 C21H20O9
2,2-dimethylpropionic acid 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxymethyl ester
—— 3-acetyloxy-3-phenyl-2,3-dihydroaryl-α-phenyl-1H-naphtho<2,1-b>pyran-1-methanol acetate 135300-77-5 C38H34O5
3-acetyloxy-3-phenyl-2,3-dihydroaryl-α-phenyl-1H-naphtho<2,1-b>pyran-1-methanol acetate
—— O<sup>7</sup>-Benzyl-quercetin 37706-96-0 C22H14O8
O<sup>7</sup>-Benzyl-quercetin
—— desmodol dimethyl ether 68349-72-4 C23H22O6
desmodol dimethyl ether
—— 5-methoxy-2,9-dimethyl-8-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 54770-66-0 C20H18O4
5-methoxy-2,9-dimethyl-8-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one
—— (+/-)-3',6-dimethoxymethoxy-8-allyl-flavanone 1134396-44-3 C22H24O6
(+/-)-3',6-dimethoxymethoxy-8-allyl-flavanone
—— 6-methyl-6-(3-ethynylphenyl)dibenzo[d,f][1,3]dioxepine 1042724-30-0 C22H16O2
6-methyl-6-(3-ethynylphenyl)dibenzo[d,f][1,3]dioxepine
—— trans-7-O-methyldihydroquercetin 3-acetate 100595-93-5 C18H16O8
trans-7-O-methyldihydroquercetin 3-acetate
—— 2-p-Chlorphenyl-3,6-dinitro-Δ<sup>3</sup>-chromen 57544-23-7 C15H9ClN2O5
2-p-Chlorphenyl-3,6-dinitro-Δ<sup>3</sup>-chromen
—— 5-(4-(benzyloxy)phenyl)-2-(4-bromophenyl)-6-[(E)-3-(4-bromophenyl)acryloyl]-7-methylchroman-4-one 1365935-40-5 C38H28Br2O4
5-(4-(benzyloxy)phenyl)-2-(4-bromophenyl)-6-[(E)-3-(4-bromophenyl)acryloyl]-7-methylchroman-4-one
—— 4-hydroxy-9-methoxy-7-phenyl-furo[3,2-<i>g</i>]chromen-5-one 69367-26-6 C18H12O5
4-hydroxy-9-methoxy-7-phenyl-furo[3,2-<i>g</i>]chromen-5-one
—— rhamnocitrin 3-O-β-D-apiofuranosyl(1*2)-β-D-glucopyranoside 148031-68-9 C27H30O15
rhamnocitrin 3-O-β-D-apiofuranosyl(1*2)-β-D-glucopyranoside
—— 4'-methoxy-3-(phenylsulfanyl)flavanone-(I-3,II-8)-4',5,7-trimethoxyflavanone 157495-64-2 C40H34O8S
4'-methoxy-3-(phenylsulfanyl)flavanone-(I-3,II-8)-4',5,7-trimethoxyflavanone
—— 5-Hydroxy-7-methoxy-6-geranylflavanon 58965-15-4 C26H30O4
5-Hydroxy-7-methoxy-6-geranylflavanon
—— 4-[14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]-21-yl]morpholine 1268817-09-9 C49H51NO6
4-[14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]-21-yl]morpholine
—— (R)-2,8-bis-(tert-butyldimethylsilanyloxy)-5-[3-(2-iodo-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene 1157856-81-9 C37H49IO5Si2
(R)-2,8-bis-(tert-butyldimethylsilanyloxy)-5-[3-(2-iodo-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene
—— 2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dimethoxyphenyl]-5,7-dimethoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one 1137849-72-9 C34H44O6
2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dimethoxyphenyl]-5,7-dimethoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— 2-(2-methylamino-phenyl)-chromen-4-one 70176-72-6 C16H13NO2
2-(2-methylamino-phenyl)-chromen-4-one
—— 3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)-8-bromoepicatechin 223387-42-6 C45H41BrO8
3’,4’,5,7-tetra-O-benzyl-4β-(2-hydroxyethyloxy)-8-bromoepicatechin
—— (2S,3R)-2-[3,4,5-tris[[tert-butyl(dimethyl)silyl]oxy]phenyl]-3,4-dihydro-2H-chromen-3-ol 1131849-82-5 C33H56O5Si3
(2S,3R)-2-[3,4,5-tris[[tert-butyl(dimethyl)silyl]oxy]phenyl]-3,4-dihydro-2H-chromen-3-ol
—— Kuwanon A-dimethylaether 62949-91-1 C27H28O6
Kuwanon A-dimethylaether
—— (E)-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-N-(4-fluorophenethyl)acrylamide 1412410-97-9 C28H24FNO5
(E)-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-N-(4-fluorophenethyl)acrylamide
—— 2'-(2,3-epoxypropoxy)flavone 412913-44-1 C18H14O4
2'-(2,3-epoxypropoxy)flavone
—— 1616483-36-3 C15H10FNO3
—— 2,6-Dihydroxy-2-(4-cyanophenyl)-6-(3,5-dimethoxyphenyl)-3,5-bis(4-methylphenyl)-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran 163771-04-8 C39H33NO6
2,6-Dihydroxy-2-(4-cyanophenyl)-6-(3,5-dimethoxyphenyl)-3,5-bis(4-methylphenyl)-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran
—— 2-(7-methoxy-chroman-2-yl)-benzoic acid methyl ester 58544-96-0 C18H18O4
2-(7-methoxy-chroman-2-yl)-benzoic acid methyl ester
—— 5,4’-dibenzyl rhamnocitrin 1403469-67-9 C30H24O6
5,4’-dibenzyl rhamnocitrin
—— 5-Hydroxy-7-methyl-6-brom-4'-methoxy-6-azaflavon 70542-14-2 C16H12BrNO4
5-Hydroxy-7-methyl-6-brom-4'-methoxy-6-azaflavon
—— 3-(2-phenylbenzofuran-3-yl)-4H-chromen-4-one 1427193-89-2 C23H14O3
3-(2-phenylbenzofuran-3-yl)-4H-chromen-4-one
—— 6-methyl-2'-chloro-4'-nitroflavone 1388722-78-8 C16H10ClNO4
6-methyl-2'-chloro-4'-nitroflavone
—— 88038-17-9 C75H78O24
—— 1198053-69-8 C17H11ClO4
—— Nepitrin-acetat 23125-69-1 C36H36O19
Nepitrin-acetat
—— 5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromene 42924-26-5 C20H22O6
5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromene
—— 5,7-diethoxy-3,6,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 50461-88-6 C23H26O8
5,7-diethoxy-3,6,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 2-(2-chloro-4-nitrophenyl)-4H-benzo[h]chromene-4-one 1393116-80-7 C19H10ClNO4
2-(2-chloro-4-nitrophenyl)-4H-benzo[h]chromene-4-one
—— 7-benzyloxy-2-(4-benzyloxy-3-(isopentyloxy)phenyl)-5-hydroxy-4H-chromen-4-one 1201808-29-8 C34H32O6
7-benzyloxy-2-(4-benzyloxy-3-(isopentyloxy)phenyl)-5-hydroxy-4H-chromen-4-one
—— 4-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]butyric acid 301206-22-4 C19H16O5
4-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]butyric acid
—— 1262841-04-2 C20H11ClO3S
—— Kuwanon B-diacetat 67380-46-5 C29H28O8
Kuwanon B-diacetat
—— 2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-6-yl)amino]-(R)-phenylacetate 1192307-99-5 C32H25NO6
2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-6-yl)amino]-(R)-phenylacetate
—— (-)-5,7-O-diisobutyryl-3',4'-O-diisobutyryl-3'',4'',5''-O-triisobutyrylepicatechin-3-O-gallate 1309248-12-1 C50H60O17
(-)-5,7-O-diisobutyryl-3',4'-O-diisobutyryl-3'',4'',5''-O-triisobutyrylepicatechin-3-O-gallate
—— [(2R,3R,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] acetate 1375486-52-4 C47H44O9
[(2R,3R,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-4-(2-hydroxyethoxy)-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] acetate
—— 1422462-48-3 C14H9NO5
—— (2R,3R,4R)-2,3-cis-3,4-trans-3,3',4',5,7-pentahydroxy-4-((2R,3S,4S)-2,3-cis-3,4-trans-3,3',4',5,7-pentahydroxy-4-phenylthioflavan-6-yl)flavan 86849-64-1 C36H30O12S
(2R,3R,4R)-2,3-cis-3,4-trans-3,3',4',5,7-pentahydroxy-4-((2R,3S,4S)-2,3-cis-3,4-trans-3,3',4',5,7-pentahydroxy-4-phenylthioflavan-6-yl)flavan