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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
—— benzyl (thiophen-3-yl(tosyl)methyl)carbamate 1244966-59-3 C23H15ClO4
benzyl (thiophen-3-yl(tosyl)methyl)carbamate
—— 2-(4-chlorophenyl)-7-hydroxy-5,8-dimethoxychromen-4-one 884867-38-3 C17H13ClO5
2-(4-chlorophenyl)-7-hydroxy-5,8-dimethoxychromen-4-one
—— 2-(3-phenoxyphenyl)-4,9-dihydrocyclohepta[b]pyran-4,9-dione 491871-23-9 C22H14O4
2-(3-phenoxyphenyl)-4,9-dihydrocyclohepta[b]pyran-4,9-dione
—— 3,3-dibromo-6-methyl-2-phenyl-chroman-4-one 101422-92-8 C16H12Br2O2
3,3-dibromo-6-methyl-2-phenyl-chroman-4-one
—— trans-3.7.8.3'.4'-Pentamethoxyflavanon 20754-52-3 C20H22O7
trans-3.7.8.3'.4'-Pentamethoxyflavanon
—— 3,3-diphenyl-13-hydroxy-13-(2-oxo-2-ethoxyethyl)-1H-indeno[2,1-f]naphtho[1,2-b]pyran 200884-11-3 C36H28O4
3,3-diphenyl-13-hydroxy-13-(2-oxo-2-ethoxyethyl)-1H-indeno[2,1-f]naphtho[1,2-b]pyran
—— 5-[4-(3-hydroxypropoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthal ene-2,8-diol 1157856-59-1 C26H24O6
5-[4-(3-hydroxypropoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthal ene-2,8-diol
—— 2',4'-diisopropyloxy-5,5',6,7,8-pentamethoxyflavone 96410-40-1 C26H32O9
2',4'-diisopropyloxy-5,5',6,7,8-pentamethoxyflavone
—— (-)-toluene-4-sulfonic acid 4-oxo-2-phenylchroman-7-yl ester 1610536-10-1 C22H18O5S
(-)-toluene-4-sulfonic acid 4-oxo-2-phenylchroman-7-yl ester
—— (2R,3R)-2-(3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate 1186527-33-2 C60H40N6O35S6
(2R,3R)-2-(3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate
—— 7-hydroxy-5,8-dimethoxy-2-(4-methylphenyl)chromen-4-one 884867-35-0 C18H16O5
7-hydroxy-5,8-dimethoxy-2-(4-methylphenyl)chromen-4-one
—— 2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazinecarbothioamide 1260141-35-2 C18H15N3O4S
2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazinecarbothioamide
—— Malvidin 3-glucoside 4-pyruvic acid chloride 209862-95-3 C26H25ClO14
Malvidin 3-glucoside 4-pyruvic acid chloride
—— 5-Methoxy-4',6,7-trihydroxyflavanon 53000-15-0 C16H14O6
5-Methoxy-4',6,7-trihydroxyflavanon
—— 6-(prop-2-yn-1-yloxy)flavone 1384952-85-5 C18H12O3
6-(prop-2-yn-1-yloxy)flavone
—— 4-[3-(Hexopyranosyloxy)-5,7-dihydroxy-1-benzopyran-1-ium-2-yl]-2-hydroxy-6-methoxyphenolate--hydrogen chloride (1/1) 26984-08-7 C22H23ClO12
4-[3-(Hexopyranosyloxy)-5,7-dihydroxy-1-benzopyran-1-ium-2-yl]-2-hydroxy-6-methoxyphenolate--hydrogen chloride (1/1)
—— diethyl 2-<(4-oxo-2-phenyl-4H-1-benzopyran-8-yl)methyl>propanedioate 87626-99-1 C23H22O6
diethyl 2-<(4-oxo-2-phenyl-4H-1-benzopyran-8-yl)methyl>propanedioate
—— Acetic acid (S)-7-acetoxy-2-[3,4-diacetoxy-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-4-oxo-chroman-5-yl ester 78335-35-0 C37H38O20
Acetic acid (S)-7-acetoxy-2-[3,4-diacetoxy-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-4-oxo-chroman-5-yl ester
—— 2-(3,4,5-trifluorophenyl)-2H-chromene 1362479-23-9 C15H9F3O
2-(3,4,5-trifluorophenyl)-2H-chromene
—— 7-amino-8-hydroxy-3-iodo-2-phenyl-chromen-4-one 1279089-68-7 C15H10INO3
7-amino-8-hydroxy-3-iodo-2-phenyl-chromen-4-one
—— 7-<(2-Dibutylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 106041-43-4 C27H34N2O4
7-<(2-Dibutylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 3-N-acetylaminomethylidene-flavanone 99111-31-6 C18H15NO3
3-N-acetylaminomethylidene-flavanone
—— 3',4'-methylenedioxy-7-methoxymethoxy-6-(3,3-dimethyl)allylflavanone 1352547-23-9 C23H24O6
3',4'-methylenedioxy-7-methoxymethoxy-6-(3,3-dimethyl)allylflavanone
—— 7-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-nitrophenyl)diazen-1-yl]-4H-chromen-4-one 1565623-12-2 C21H13N3O6
7-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-nitrophenyl)diazen-1-yl]-4H-chromen-4-one
—— 7-benzyloxy-2-(4-methoxy-phenyl)-chroman-4-one 132351-65-6 C23H20O4
7-benzyloxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 5-hydroxy-4-methyl-2-phenyl-chromen-7-one 855286-21-4 C16H12O3
5-hydroxy-4-methyl-2-phenyl-chromen-7-one
—— {1-[4-(5-fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester 1279087-52-3 C30H28FNO4
{1-[4-(5-fluoro-4-oxo-2-phenyl-4H-chromen-3-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester
—— R-5-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta [1,2-a]naphthalene-2,8-diol 1157856-74-0 C30H32N2O5
R-5-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta [1,2-a]naphthalene-2,8-diol
—— 7-(3-cyclohexylamino-2-hydroxypropoxy) flavone hydrochloride 84858-36-6 C24H27NO4*ClH
7-(3-cyclohexylamino-2-hydroxypropoxy) flavone hydrochloride
—— 2,3-cis-3,4-cis-4-phenoxyflavan-3-ol 35094-94-1 C21H18O3
2,3-cis-3,4-cis-4-phenoxyflavan-3-ol
—— 1104380-52-0 C85H92O10Si4
—— 4-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenol 389090-32-8 C26H25NO3
4-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenol
—— (7R,8R)-8-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one 1396769-35-9 C20H18O7
(7R,8R)-8-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one
—— 3'-benzyloxy-5,6,7,4'-tetramethoxyflavanone 111670-58-7 C26H26O7
3'-benzyloxy-5,6,7,4'-tetramethoxyflavanone
—— 4-[7-[(4-Chlorophenyl)methoxy]-3,5-dihydroxy-4-oxo-chromen-2-yl]benzonitrile 1254040-66-8 C23H14ClNO5
4-[7-[(4-Chlorophenyl)methoxy]-3,5-dihydroxy-4-oxo-chromen-2-yl]benzonitrile
—— 3-Methyl-flavon-carbonsaeure-(8)-<2-diisopropylamino-aethylester> 118764-67-3 C25H29NO4
3-Methyl-flavon-carbonsaeure-(8)-<2-diisopropylamino-aethylester>
—— (E)-4'-methyl-3-styrylflavone 1373355-46-4 C24H18O2
(E)-4'-methyl-3-styrylflavone
—— Acetic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-4-(2-ethoxy-ethoxy)-chroman-3-yl ester 882867-44-9 C49H48O9
Acetic acid (2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-4-(2-ethoxy-ethoxy)-chroman-3-yl ester
—— 3-acetoxy-7-methoxy-2-phenyl-chroman-4-one 4539-23-5 C18H16O5
3-acetoxy-7-methoxy-2-phenyl-chroman-4-one
—— 1156495-03-2 C32H31NO15
—— Acetic acid 2-(4-hydroxy-3-methyl-phenyl)-7-methoxy-chroman-3-yl ester 116139-53-8 C19H20O5
Acetic acid 2-(4-hydroxy-3-methyl-phenyl)-7-methoxy-chroman-3-yl ester
—— (2S,3R,4R,5S,6S)-2-(((2S,3R,4S,5R,6R)-4,5-diacetoxy-2-((5-acetoxy-2-(3,4-dimethoxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)-6-(acetoxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate 34280-04-1 C43H48O22
(2S,3R,4R,5S,6S)-2-(((2S,3R,4S,5R,6R)-4,5-diacetoxy-2-((5-acetoxy-2-(3,4-dimethoxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)-6-(acetoxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate
—— Acetic acid (4bR,10aR,4'bS,10'aS)-4'b-acetoxy-2,8,2',8'-tetramethoxy-10a,10'a-dimethyl-5,5'-dioxo-4'b,10'a-dihydro-5H,5'H-[3,3']bi[10,11-dioxa-benzo[b]fluorenyl]-4b-yl ester 70387-15-4 C40H34O14
Acetic acid (4bR,10aR,4'bS,10'aS)-4'b-acetoxy-2,8,2',8'-tetramethoxy-10a,10'a-dimethyl-5,5'-dioxo-4'b,10'a-dihydro-5H,5'H-[3,3']bi[10,11-dioxa-benzo[b]fluorenyl]-4b-yl ester
—— 5,2'-Dihydroxy-6,7-dimethoxyflavon-diacetat 73034-29-4 C21H18O8
5,2'-Dihydroxy-6,7-dimethoxyflavon-diacetat
—— 2-[3-(3-methoxyphenyl)-3-[2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]propyl]phenol 140480-01-9 C32H32O4
2-[3-(3-methoxyphenyl)-3-[2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]propyl]phenol
—— 7-Benzyloxy-5-hydroxy-6,3',4'-trimethoxy-flavon 34899-28-0 C25H22O7
7-Benzyloxy-5-hydroxy-6,3',4'-trimethoxy-flavon
—— Meralein sodium 4386-35-0 C19H10HgI2NaO7S
Meralein sodium
—— 2-(4-cyanophenyl)-4,9-dihydrocyclohepta[b]pyran-4,9-dione 1206731-49-8 C17H9NO3
2-(4-cyanophenyl)-4,9-dihydrocyclohepta[b]pyran-4,9-dione
—— vexibidin 52483-02-0 C26H30O6
vexibidin
—— (S)-5-Hydroxy-7-methoxy-8-(3-methyl-butyl)-2-phenyl-chroman-4-one 138590-95-1 C21H24O4
(S)-5-Hydroxy-7-methoxy-8-(3-methyl-butyl)-2-phenyl-chroman-4-one