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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-methoxy-2-(4-methoxyphenyl)chroman-4-one 6336-07-8 C17H16O4
6-methoxy-2-(4-methoxyphenyl)chroman-4-one
—— 2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one 111391-31-2 C16H12O4
2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one
—— 2-(4-benzyloxy-phenyl)-3-methoxy-chromen-4-one 111391-62-9 C23H18O4
2-(4-benzyloxy-phenyl)-3-methoxy-chromen-4-one
—— 3-Chloro-2-(3,4-dimethoxyphenyl)-6-methylchromen-4-one 1260668-03-8 C18H15ClO4
3-Chloro-2-(3,4-dimethoxyphenyl)-6-methylchromen-4-one
—— 5-hydroxy-7,8,3',4',5'-pentamethoxyflavone 64251-87-2 C20H20O8
5-hydroxy-7,8,3',4',5'-pentamethoxyflavone
—— 5,7,8-trihydroxy-3',4',5'-trimethoxyflavone 89473-43-8 C18H16O8
5,7,8-trihydroxy-3',4',5'-trimethoxyflavone
—— 7-Rhamnosidoquercetin 22007-72-3 C21H20O11
7-Rhamnosidoquercetin
—— 5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-(2-piperidin-1-ylethoxy)chromen-4-one 1087319-00-3 C24H27NO6
5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-(2-piperidin-1-ylethoxy)chromen-4-one
—— 7-carboxymethyloxy-5-hydroxy-4',6-dimethoxy flavone 203191-22-4 C19H16O8
7-carboxymethyloxy-5-hydroxy-4',6-dimethoxy flavone
—— 7-benzyloxy-5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 25893-02-1 C25H22O6
7-benzyloxy-5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7-[2-(Dimethylamino)ethoxy]-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one 1087318-94-2 C21H23NO6
7-[2-(Dimethylamino)ethoxy]-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
—— 6-Methoxy-2-(4-methoxyphenyl)-7-phenylmethoxy-5-propan-2-yloxychromen-4-one 188927-47-1 C27H26O6
6-Methoxy-2-(4-methoxyphenyl)-7-phenylmethoxy-5-propan-2-yloxychromen-4-one
—— 7-[3-(Dimethylamino)propoxy]-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one 1087318-92-0 C22H25NO6
7-[3-(Dimethylamino)propoxy]-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
—— 7-[2-(Diethylamino)ethoxy]-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one 1087318-96-4 C23H27NO6
7-[2-(Diethylamino)ethoxy]-5-hydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one
—— 5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-(2-morpholin-4-ylethoxy)chromen-4-one 1087319-02-5 C23H25NO7
5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-(2-morpholin-4-ylethoxy)chromen-4-one
—— 5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-(2-pyrrolidin-1-ylethoxy)chromen-4-one 1087318-98-6 C23H25NO6
5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-(2-pyrrolidin-1-ylethoxy)chromen-4-one
—— [6-Methoxy-2-(4-methoxyphenyl)-4-oxo-7-phenylmethoxy-5-propan-2-yloxychromen-3-yl] 4-methylbenzenesulfonate 188927-52-8 C34H32O9S
[6-Methoxy-2-(4-methoxyphenyl)-4-oxo-7-phenylmethoxy-5-propan-2-yloxychromen-3-yl] 4-methylbenzenesulfonate
—— 3-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-phenylmethoxy-5-propan-2-yloxychromen-4-one 188927-37-9 C27H26O7
3-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-phenylmethoxy-5-propan-2-yloxychromen-4-one
—— [5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxo-7-phenylmethoxychromen-3-yl] 4-methylbenzenesulfonate 188927-42-6 C31H26O9S
[5-Hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxo-7-phenylmethoxychromen-3-yl] 4-methylbenzenesulfonate
—— 3,5-Dihydroxy-6-methoxy-2-(4-methoxyphenyl)-7-phenylmethoxychromen-4-one 188927-57-3 C24H20O7
3,5-Dihydroxy-6-methoxy-2-(4-methoxyphenyl)-7-phenylmethoxychromen-4-one
—— 3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[2,1-b]pyran 575452-06-1 C29H25NO
3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[2,1-b]pyran
—— 2-[4-amino-3-fluorophenyl]-6,8-difluoro-5-[3-(dimethylamino)propionyl]amino-7-(hydroxymethyl)-4H-1-benzopyran-4-one 468719-67-7 C21H20F3N3O4
2-[4-amino-3-fluorophenyl]-6,8-difluoro-5-[3-(dimethylamino)propionyl]amino-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— N-(2-amino-2-oxoethyl)-4-[3-[(3,4-difluorophenyl)methyl]-2-(3-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide 1311276-75-1 C33H25F2N5O5
N-(2-amino-2-oxoethyl)-4-[3-[(3,4-difluorophenyl)methyl]-2-(3-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide
—— 5-(aminoacetamido)-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one 468719-65-5 C18H14F3N3O4
5-(aminoacetamido)-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— 5-amino-2-[4-(aminoacetamido)-3-fluorophenyl]-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one 468719-57-5 C18H14F3N3O4
5-amino-2-[4-(aminoacetamido)-3-fluorophenyl]-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— Peonidin 3-arabinoside cation 788153-92-4 C21H21O10+
Peonidin 3-arabinoside cation
—— delphinidin 3-O-α-L-arabinopyranoside 324533-67-7 C20H19O11
delphinidin 3-O-α-L-arabinopyranoside
—— (-)-epi-catechin 3-O-β-D-glucopyranoside 103303-00-0 C21H24O11
(-)-epi-catechin 3-O-β-D-glucopyranoside
—— (E)-3-(carbethoxymethylene)-2,4'-dimethoxyflavanone 80907-14-8 C21H20O6
(E)-3-(carbethoxymethylene)-2,4'-dimethoxyflavanone
—— 6-Chloro-2-(3-nitro-phenyl)-chroman-4-one 145013-54-3 C15H10ClNO4
6-Chloro-2-(3-nitro-phenyl)-chroman-4-one
—— Luteolin-7-O-β-D-glucopyranosid 16290-07-6 C21H20O11
Luteolin-7-O-β-D-glucopyranosid
—— Kaempferol 7-b-D-glucopyranoside 16290-07-6 C21H20O11
Kaempferol 7-b-D-glucopyranoside
—— 2-(4-(biphenyl-4-ylethynyl)phenyl)-5,7-dihydroxy-4H-chromen-4-one 1084329-09-8 C29H18O4
2-(4-(biphenyl-4-ylethynyl)phenyl)-5,7-dihydroxy-4H-chromen-4-one
—— Haplogenin 7-O-<6-O-acetyl-2-O-α-L-rhamnopyranosyl-β-D-glucopyranoside>, Haploside D 79852-10-1 C30H34O18
Haplogenin 7-O-<6-O-acetyl-2-O-α-L-rhamnopyranosyl-β-D-glucopyranoside>, Haploside D
—— haplogenin-7-O-β-D-glucopyranoside 77240-00-7 C22H22O13
haplogenin-7-O-β-D-glucopyranoside
—— haploside A 75055-89-9 C24H24O14
haploside A
—— eupafolin 7-O-β-glucoside 569-90-4 C22H22O12
eupafolin 7-O-β-glucoside
—— 2-[(4-imidazol-1-yl)-phenyl]-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-13-2 C20H16N4O3*ClH
2-[(4-imidazol-1-yl)-phenyl]-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— quercetin-4'-O-β-D-glucoside 20229-56-5 C21H20O12
quercetin-4'-O-β-D-glucoside
—— 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one 20229-56-5 C21H20O12
3,5,7-trihydroxy-2-[3-hydroxy-4-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
—— 2-[(4-imidazol-1-yl)-phenyl]-3-hydroxy-6-acetamido-4H-1-benzopyran-4-one 1187016-36-9 C20H15N3O4
2-[(4-imidazol-1-yl)-phenyl]-3-hydroxy-6-acetamido-4H-1-benzopyran-4-one
—— 2-phenyl-chroman-4-one thiosemicarbazone 16281-60-0 C16H15N3OS
2-phenyl-chroman-4-one thiosemicarbazone
—— 4'-methoxy-5-hydroxyflavonol 3-O-[α-L-rhamnopyranosyl(1->2)-α-L-rhamnopyranoside]-7-O-β-D-glucopyranoside 1373404-45-5 C34H42O19
4'-methoxy-5-hydroxyflavonol 3-O-[α-L-rhamnopyranosyl(1->2)-α-L-rhamnopyranoside]-7-O-β-D-glucopyranoside
—— 6-<(6-chlorohexyl)oxy>flavone 139653-26-2 C21H21ClO3
6-<(6-chlorohexyl)oxy>flavone
—— 1-[6-(4-Oxo-2-phenyl-4H-chromen-6-yloxy)-hexyl]-piperidine-3-carboxylic acid ethyl ester 140438-99-9 C29H35NO5
1-[6-(4-Oxo-2-phenyl-4H-chromen-6-yloxy)-hexyl]-piperidine-3-carboxylic acid ethyl ester
—— spectabiflaside 74712-72-4 C28H32O17
spectabiflaside
—— sudachitin 7-β-D-glucopyranoside 70575-23-4 C24H26O13
sudachitin 7-β-D-glucopyranoside
—— sudachiin A 70575-17-6 C24H26O13
sudachiin A
—— 4'-β-D-glucosylsudachitin 7-O-(3-hydroxy-3-methylglutalate) 101899-84-7 C30H34O17
4'-β-D-glucosylsudachitin 7-O-(3-hydroxy-3-methylglutalate)
—— Gossypetin 8-methyl ether 3-β-D-glucoside 85966-34-3 C22H22O13
Gossypetin 8-methyl ether 3-β-D-glucoside