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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
—— 5,7-Diallyloxy-3-methyl-3',4',5'-trimethoxy-flavon 22395-21-7 C25H26O7
5,7-Diallyloxy-3-methyl-3',4',5'-trimethoxy-flavon
—— 4'-benzyloxy-3'-tert-butylflavonol 1017266-20-4 C26H24O4
4'-benzyloxy-3'-tert-butylflavonol
—— iryantherin-E 132396-75-9 C35H34O7
iryantherin-E
—— Butyl-[[2-[4-(dibutylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl]-dimethylazanium;bromide 1234679-41-4 Br*C30H43N2O3
Butyl-[[2-[4-(dibutylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl]-dimethylazanium;bromide
—— N-[2-(2,5-difluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-91-6 C19H10F2N2O3S
N-[2-(2,5-difluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 5-Hydroxy-3,7,4'-trimethoxy-3'-ethoxy-flavon 94683-79-1 C20H20O7
5-Hydroxy-3,7,4'-trimethoxy-3'-ethoxy-flavon
—— 3-Hydroxy-2-(4'-methoxyphenyl)-5-methoxy-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2-b:3,4-b'>dipyran-4-one 55395-04-5 C22H22O6
3-Hydroxy-2-(4'-methoxyphenyl)-5-methoxy-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2-b:3,4-b'>dipyran-4-one
—— 5,7-Dimethoxy-6,8-diallyl-flavon 15067-80-8 C23H22O4
5,7-Dimethoxy-6,8-diallyl-flavon
—— 7,8-Dihydroxy-3,4'-5-trimethoxyflavone 101467-42-9 C18H16O7
7,8-Dihydroxy-3,4'-5-trimethoxyflavone
—— 6-chloromethyl-3-methyl-2-phenyl-chromen-4-one 107155-37-3 C17H13ClO2
6-chloromethyl-3-methyl-2-phenyl-chromen-4-one
—— peracetyl quercetin 3-O-[α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside]-7-O-α-L-rhamnopyranoside 1332699-48-5 C54H60O30
peracetyl quercetin 3-O-[α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside]-7-O-α-L-rhamnopyranoside
—— 2-chloro-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429326-79-3 C21H15ClO2
2-chloro-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 2-(3-chloro-4-methoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-37-3 C21H21ClN2O3
2-(3-chloro-4-methoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— 5,6,7-triacetoxy-8-iodoflavone 1374218-53-7 C21H15IO8
5,6,7-triacetoxy-8-iodoflavone
—— Acetic acid 3-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-7-((2S,3R,4R,5S,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester 85561-89-3 C33H32O16
Acetic acid 3-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-7-((2S,3R,4R,5S,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester
—— 2-(2,4-dibenzoyloxyphenyl)-5-hydroxy-7-((2-methyl-3-buten-2-yl)oxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one 1610962-24-7 C39H34O8
2-(2,4-dibenzoyloxyphenyl)-5-hydroxy-7-((2-methyl-3-buten-2-yl)oxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one
—— diethyl 4-(7-benzyloxy-3-chloro-4H-1-benzopyran-4-on-2-yl)benzylphosphonate 166305-09-5 C27H26ClO6P
diethyl 4-(7-benzyloxy-3-chloro-4H-1-benzopyran-4-on-2-yl)benzylphosphonate
—— 3,4'-Diacetoxy-6,8-dimethoxy-flavon 94867-19-3 C21H18O8
3,4'-Diacetoxy-6,8-dimethoxy-flavon
—— 3',6'-dihydroxy-2',4',5,6,7-pentamethoxyflavone 111786-50-6 C20H20O9
3',6'-dihydroxy-2',4',5,6,7-pentamethoxyflavone
—— (2S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one;(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid 73379-85-8 C49H68O20
(2S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one;(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
—— (3R,4S)-3,4-Diphenyl-chroman-4,7-diol 33103-18-3 C21H18O3
(3R,4S)-3,4-Diphenyl-chroman-4,7-diol
—— (2R,3R)-3-Isopropylamino-2-phenyl-chroman-4-one; hydrochloride 130268-00-7 C18H19NO2*ClH
(2R,3R)-3-Isopropylamino-2-phenyl-chroman-4-one; hydrochloride
—— 6,8-diformyl-5,7-dihydroxyflavan 1384189-33-6 C17H14O5
6,8-diformyl-5,7-dihydroxyflavan
—— 5,7-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone 1075171-40-2 C24H28O6
5,7-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone
—— N-[2-[2-(difluoromethoxy)phenyl]-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-63-2 C21H13F2N3O4
N-[2-[2-(difluoromethoxy)phenyl]-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 1421313-16-7 C38H36O7
—— 4'-benzyloxy-3'-iodoflavanone 1209470-09-6 C22H17IO3
4'-benzyloxy-3'-iodoflavanone
—— 4H-1-Benzopyran-4-one,5-(acetyloxy)-2-[4-(acetyloxy)-3-[5,7-bis(acetyloxy)-2-[4-(acetyloxy)phenyl]-4-oxo-4H-1-benzopyran-8-yl]phenyl]-7-methoxy-6-methyl- 61119-86-6 C42H32O15
4H-1-Benzopyran-4-one,5-(acetyloxy)-2-[4-(acetyloxy)-3-[5,7-bis(acetyloxy)-2-[4-(acetyloxy)phenyl]-4-oxo-4H-1-benzopyran-8-yl]phenyl]-7-methoxy-6-methyl-
—— 3,3-diphenyl-7-(2-thienyl)-<3H>-naphtho<2,1-b>pyran 211796-87-1 C29H20OS
3,3-diphenyl-7-(2-thienyl)-<3H>-naphtho<2,1-b>pyran
—— 5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-yl)-1,3,7,9-tetraphenyl-5,9-dihydro-1<i>H</i>-pyrano[2,3-<i>d</i>;6,5-<i>d</i>']dipyrimidine-2,4,6,8-tetraone 37042-16-3 C48H30N4O7
5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-yl)-1,3,7,9-tetraphenyl-5,9-dihydro-1<i>H</i>-pyrano[2,3-<i>d</i>;6,5-<i>d</i>']dipyrimidine-2,4,6,8-tetraone
—— 1228538-81-5 C17H10Cl2O
—— (2S,3S,4R,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol 127644-53-5 C30H26O10
(2S,3S,4R,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol
—— 2-(4-chlorophenyl)-3-[[2-(4-chlorophenyl)-4-oxochromen-3-yl]disulfanyl]chromen-4-one 94953-75-0 C30H16Cl2O4S2
2-(4-chlorophenyl)-3-[[2-(4-chlorophenyl)-4-oxochromen-3-yl]disulfanyl]chromen-4-one
—— 5-Hydroxy-6,7,4'-triaethoxy-flavon 20081-35-0 C21H22O6
5-Hydroxy-6,7,4'-triaethoxy-flavon
—— 5,2',4'-Trihydroxy-7-methoxy-6-formyl-3-formylmethyl-flavon 101937-28-4 C19H14O8
5,2',4'-Trihydroxy-7-methoxy-6-formyl-3-formylmethyl-flavon
—— 3,7,4'-Trimethoxy-3'-ethoxy-5-acetoxy-flavon 96367-69-0 C22H22O8
3,7,4'-Trimethoxy-3'-ethoxy-5-acetoxy-flavon
—— 8-Jod-4'-methoxy-flavon 1154-70-7 C16H11IO3
8-Jod-4'-methoxy-flavon
—— 6,8,4'-Trihydroxy-flavon-triacetat 94879-96-6 C21H16O8
6,8,4'-Trihydroxy-flavon-triacetat
—— 3-[(1H-indol-3-yl)(phenyl)methyl]-2H-1-benzopyran-2,4(3H)-dione 1092391-02-0 C24H17NO3
3-[(1H-indol-3-yl)(phenyl)methyl]-2H-1-benzopyran-2,4(3H)-dione
—— 1415657-63-4 C22H15FO3
—— N-tert-butyl-2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioamide 1239578-55-2 C20H23N3O3S
N-tert-butyl-2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioamide
—— 1254040-49-7 C20H13NO7
—— 1,4-di-(8-bromo-3-p-fluorophenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene 874365-07-8 C44H26Br2F2O2
1,4-di-(8-bromo-3-p-fluorophenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene
—— 1384952-84-4 C18H12O3
—— Acetic acid 2-(4-methoxy-phenyl)-6-methyl-4-oxo-chroman-3-yl ester 109690-91-7 C19H18O5
Acetic acid 2-(4-methoxy-phenyl)-6-methyl-4-oxo-chroman-3-yl ester
—— 6-methoxy-2-phenyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate 434-57-1 C7HF3N3O7*C16H13O2
6-methoxy-2-phenyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate
—— 3-Hydroxy-2-[4-(methoxymethoxy)-3-phenylmethoxyphenyl]chromen-4-one 1599469-65-4 C24H20O6
3-Hydroxy-2-[4-(methoxymethoxy)-3-phenylmethoxyphenyl]chromen-4-one
—— (E)-3-(4-bromobenzylidene)-2-(4-bromophenyl)chroman-4-one 1427276-88-7 C22H14Br2O2
(E)-3-(4-bromobenzylidene)-2-(4-bromophenyl)chroman-4-one
—— 2-[3-phenyl-1-(2-pyridyl)-1H-pyrazol-4-yl]-6,8-dimethyl-4H-chromon-4-one 1312029-06-3 C25H19N3O2
2-[3-phenyl-1-(2-pyridyl)-1H-pyrazol-4-yl]-6,8-dimethyl-4H-chromon-4-one
—— (+/-)-4,4'-Diacetoxy-flavan 94303-18-1 C19H18O5
(+/-)-4,4'-Diacetoxy-flavan