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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
—— 4',7-Dimethoxy-flavanon-oxim-toluol-4-sulfonat 96761-52-3 C24H23NO6S
4',7-Dimethoxy-flavanon-oxim-toluol-4-sulfonat
—— N-(3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)methanesulfonamide 1467668-62-7 C19H19NO7S
N-(3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)methanesulfonamide
—— 6-Methyl-3,7,3',4',5'-penta-O-methyl-myricetin 16807-41-3 C21H22O8
6-Methyl-3,7,3',4',5'-penta-O-methyl-myricetin
—— 6-bromo-2-(2,6-dimethyl-phenyl)-chroman 1426900-03-9 C17H17BrO
6-bromo-2-(2,6-dimethyl-phenyl)-chroman
—— 6,8-Dimethyl-flavan 71599-30-9 C17H18O
6,8-Dimethyl-flavan
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-alaninate 1120368-01-5 C24H28NO8P
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-alaninate
—— 2-[2-(4-methanesulfonyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-26-6 C21H19NO6S2
2-[2-(4-methanesulfonyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— (S)-3-acetyl-5-methyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one 1402841-88-6 C21H17N3O4
(S)-3-acetyl-5-methyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one
—— 5-(benzyloxy)-7-morpholino-2-phenyl-4H-chromen-4-one 1610737-57-9 C26H23NO4
5-(benzyloxy)-7-morpholino-2-phenyl-4H-chromen-4-one
—— 2-[3,4-bis(phenylmethoxy)phenyl]-3-hexadecyl-5,6,7-trimethoxychromen-4-one 134082-23-8 C48H60O7
2-[3,4-bis(phenylmethoxy)phenyl]-3-hexadecyl-5,6,7-trimethoxychromen-4-one
—— 3-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 859441-80-8 C21H22O9
3-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(4-bromophenyl)urea 260064-19-5 C23H15BrN2O6
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(4-bromophenyl)urea
—— (E)-6-hydroxy-3-(4-methoxybenzylidene)-2-(4-methoxyphenyl)chroman-4-one 132406-04-3 C24H20O5
(E)-6-hydroxy-3-(4-methoxybenzylidene)-2-(4-methoxyphenyl)chroman-4-one
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (3-methoxyphenyl) bis(2-chloroethyl)phosphoramidate 1254975-85-3 C26H24Cl2NO7P
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (3-methoxyphenyl) bis(2-chloroethyl)phosphoramidate
—— ethyl (3,4-dihydro-8-methyl-2-phenyl-2H-1-benzopyran-7-yloxy)acetate 122483-90-3 C20H22O4
ethyl (3,4-dihydro-8-methyl-2-phenyl-2H-1-benzopyran-7-yloxy)acetate
—— 1252677-32-9 C27H22O4
—— 6-Bromo-2,2-bis-(4-fluoro-phenyl)-2H-benzo[h]chromene 607357-10-8 C25H15BrF2O
6-Bromo-2,2-bis-(4-fluoro-phenyl)-2H-benzo[h]chromene
—— 5,6-Diphenylmethylendioxy-<6-methyl-α-pyrono-3,4>-3,2-benzofuran 5001-10-5 C25H16O5
5,6-Diphenylmethylendioxy-<6-methyl-α-pyrono-3,4>-3,2-benzofuran
—— 5,7,3'-Trihydroxyflavanon-7β-neohesperidosid 19229-46-0 C27H32O14
5,7,3'-Trihydroxyflavanon-7β-neohesperidosid
—— 6-acetyl-7-hydroxy-2-phenyl-chromen-4-one 126412-04-2 C17H12O4
6-acetyl-7-hydroxy-2-phenyl-chromen-4-one
—— 3-ethoxy-2-(3,4-diethoxy-phenyl)-7-hydroxy-chromen-4-one 705296-94-2 C21H22O6
3-ethoxy-2-(3,4-diethoxy-phenyl)-7-hydroxy-chromen-4-one
—— (+/-)-7,8,3',4'-Tetramethoxy-2,3-cis-flavanol-(3) 41786-63-4 C19H22O6
(+/-)-7,8,3',4'-Tetramethoxy-2,3-cis-flavanol-(3)
—— 1582270-70-9 C34H26O8
—— 1582270-73-2 C19H14O7
—— (2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol 1453207-44-7 C19H21IO6
(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol
—— 2-<3-Amino-2-methoxy-phenyl>-chromen-4-on 2573-83-3 C16H13NO3
2-<3-Amino-2-methoxy-phenyl>-chromen-4-on
—— 3-Methoxy-5-hydroxy-7-allyloxy-6-allyl-flavon 17892-72-7 C22H20O5
3-Methoxy-5-hydroxy-7-allyloxy-6-allyl-flavon
—— 2,2-Di-(3-methylphenyl)-2H-1,3-benzoxazin 169773-12-0 C22H19NO
2,2-Di-(3-methylphenyl)-2H-1,3-benzoxazin
—— 4-methyl-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid 1426900-48-2 C20H17NO4S
4-methyl-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid
—— 8-phenylchromeno[8,7-d]imidazole-2,6(1H,3H)-dione 1548405-94-2 C16H10N2O3
8-phenylchromeno[8,7-d]imidazole-2,6(1H,3H)-dione
—— 7-(2-bromoethoxy)-5-hydroxy-6-methoxy-2-phenyl-4H-benzopyran-4-one 1263323-03-0 C18H15BrO5
7-(2-bromoethoxy)-5-hydroxy-6-methoxy-2-phenyl-4H-benzopyran-4-one
—— Flavanol-(4α)-acetat 1071554-75-0 C17H16O3
Flavanol-(4α)-acetat
—— 2-(2-fluoro-3-methoxy-phenyl)-6-hydroxy-chroman-4-one 1426899-93-5 C16H13FO4
2-(2-fluoro-3-methoxy-phenyl)-6-hydroxy-chroman-4-one
—— N-Allyl-N-(5,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,4-dinitro-benzenesulfonamide 272773-94-1 C26H21N3O10S
N-Allyl-N-(5,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,4-dinitro-benzenesulfonamide
—— 2-phenyl-4-(2,4,6-trimethyl-phenoxy)-chroman 31696-65-8 C24H24O2
2-phenyl-4-(2,4,6-trimethyl-phenoxy)-chroman
—— 3.7-Dihydroxy-5.8-dimethoxy-flavon 5928-06-3 C17H14O6
3.7-Dihydroxy-5.8-dimethoxy-flavon
—— (+/-)-2,3-cis-3,4-trans-4-Ethoxy-3',4'-dimethoxy-6-methyl-flavan-3-ol 2607-59-2 C20H24O5
(+/-)-2,3-cis-3,4-trans-4-Ethoxy-3',4'-dimethoxy-6-methyl-flavan-3-ol
—— 2'-Hydroxy-3,7-dimethoxy-5'-nitroflavon 63486-78-2 C17H13NO7
2'-Hydroxy-3,7-dimethoxy-5'-nitroflavon
—— 3-Brom-4-methoxy-2,2-diphenyl-chroman 3780-17-4 C22H19BrO2
3-Brom-4-methoxy-2,2-diphenyl-chroman
—— (2R)-2-phenyl-4-[(1S)-1-phenylethyl]imino-7-phenylmethoxy-2,3-dihydrochromen-5-ol 1159852-69-3 C30H27NO3
(2R)-2-phenyl-4-[(1S)-1-phenylethyl]imino-7-phenylmethoxy-2,3-dihydrochromen-5-ol
—— 3-Hydroxy-2'.4'.6'.7-tetramethyl-flavon 2552-66-1 C19H18O3
3-Hydroxy-2'.4'.6'.7-tetramethyl-flavon
—— 2,4-Di-(4-methoxyphenyl)-4H-chromen 2078-86-6 C23H20O3
2,4-Di-(4-methoxyphenyl)-4H-chromen
—— (Z)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl) octadec-9-enoate 1261480-33-4 C33H46O8
(Z)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl) octadec-9-enoate
—— 4,4'-Dimethoxy-3,3'-bis-<7-methoxy-chromen-4-on-2-yl>-biphenyl 15837-57-7 C34H26O8
4,4'-Dimethoxy-3,3'-bis-<7-methoxy-chromen-4-on-2-yl>-biphenyl
—— (1R,9R,10S,11R,12S)-N-(4,4-dimethoxybutyl)-1,12-dihydroxy-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carboxamide 1391939-74-4 C33H39NO9
(1R,9R,10S,11R,12S)-N-(4,4-dimethoxybutyl)-1,12-dihydroxy-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carboxamide
—— 4-chloro-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-19-7 C20H16ClNO4S
4-chloro-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— 7-Benzyloxy-3,5-dimethoxy-2-<3.4.5-tribenzyloxy-phenyl>-4H-chromen-4-on 1588-17-6 C45H38O8
7-Benzyloxy-3,5-dimethoxy-2-<3.4.5-tribenzyloxy-phenyl>-4H-chromen-4-on
—— 7-ethoxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-chromen-4-one 945991-50-4 C19H18O6
7-ethoxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-chromen-4-one
—— 8-hydroxy-2-(4-methoxy-phenyl)-chromen-4-one 743438-43-9 C16H12O4
8-hydroxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 2-(2,4-dichlorophenyl)-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one 1313611-91-4 C17H13Cl2NO3
2-(2,4-dichlorophenyl)-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one