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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
—— 2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-[(1-iminoethyl-2-cyclopropylmethyl)amino]-4H-1-benzopyran-4-one 1187016-61-0 C28H24N2O5
2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-[(1-iminoethyl-2-cyclopropylmethyl)amino]-4H-1-benzopyran-4-one
—— 5-Benzyloxy-7,8-dimethoxy-flavon 95957-59-8 C24H20O5
5-Benzyloxy-7,8-dimethoxy-flavon
—— 8-Benzoyloxy-6-methyl-3-ethyl-flavon 95803-54-6 C25H20O4
8-Benzoyloxy-6-methyl-3-ethyl-flavon
—— 3,3',4',7-tetramethoxy-8-C-prenylquercetin 40073-88-9 C24H26O7
3,3',4',7-tetramethoxy-8-C-prenylquercetin
—— N-(5-methyl-1,3-thiazol-2-yl)-4-oxo-2-[2-(trifluoromethoxy)phenyl]chromene-8-carboxamide 1219445-74-5 C21H13F3N2O4S
N-(5-methyl-1,3-thiazol-2-yl)-4-oxo-2-[2-(trifluoromethoxy)phenyl]chromene-8-carboxamide
—— 8-Brom-3'-iod-5,7,4'-trimethoxy-flavon 88784-12-7 C18H14BrIO5
8-Brom-3'-iod-5,7,4'-trimethoxy-flavon
—— 3,4',5-trihydroxy-2',5',6,7-tetramethoxyflavone 111786-31-3 C19H18O9
3,4',5-trihydroxy-2',5',6,7-tetramethoxyflavone
—— 244136-26-3 C25H26ClNO6
—— 5,7-diacetoxy-3-methoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one 112863-74-8 C23H22O10
5,7-diacetoxy-3-methoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one
—— 7-bromo-2-(4-methoxy-phenyl)-chroman-4-one 132857-85-3 C16H13BrO3
7-bromo-2-(4-methoxy-phenyl)-chroman-4-one
—— N-[4-oxo-2-[3-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide 1219445-11-0 C22H13F3N2O3
N-[4-oxo-2-[3-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide
—— limocitrin tetraacetate 3153-84-2 C25H22O12
limocitrin tetraacetate
—— 12,17-Dehydroxyriccardin C 1034146-19-4 C28H24O2
12,17-Dehydroxyriccardin C
—— (2R,3S,4R,8R,9R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 130932-41-1 C30H26O11
(2R,3S,4R,8R,9R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— 5-Acetoxy-3-methoxy-6,7;3',4'-bismethylendioxy-flavon 100154-04-9 C20H14O9
5-Acetoxy-3-methoxy-6,7;3',4'-bismethylendioxy-flavon
—— 2810-50-6 C43H40O9
—— tetraacetyleruberin A 90145-59-8 C32H36O13
tetraacetyleruberin A
—— 1',1'-Diethyl-21,21-di(propan-2-yl)-14,14-bis(4-propoxyphenyl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane] 1398416-71-1 C54H62O4S
1',1'-Diethyl-21,21-di(propan-2-yl)-14,14-bis(4-propoxyphenyl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane]
—— 14',14'-Bis(4-methoxyphenyl)-21',21'-di(propan-2-yl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene] 1398416-75-5 C49H50O4S
14',14'-Bis(4-methoxyphenyl)-21',21'-di(propan-2-yl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene]
—— 2-<Naphthyl-(1)>-3,6-dimethoxy-4-oxo-7-brom-4H-chromen 6586-34-1 C21H15BrO4
2-<Naphthyl-(1)>-3,6-dimethoxy-4-oxo-7-brom-4H-chromen
—— 7-[2-Hydroxy-3-(4-phenyl-piperazin-1-yl)-propoxy]-2-phenyl-chromen-4-one 117096-83-0 C28H28N2O4
7-[2-Hydroxy-3-(4-phenyl-piperazin-1-yl)-propoxy]-2-phenyl-chromen-4-one
—— 2-(3,4-dihydroxy-phenyl)-chromenylium; chloride 15402-04-7 C15H11O3*Cl
2-(3,4-dihydroxy-phenyl)-chromenylium; chloride
—— (2RS,3SR,6'Ξ)-6'-Acetoxy-3-phenyl-4,5:2'3'-dibenzogrisen-(2') 102480-18-2 C29H24O3
(2RS,3SR,6'Ξ)-6'-Acetoxy-3-phenyl-4,5:2'3'-dibenzogrisen-(2')
—— 7-n-Butoxy-3',4'-dimethoxy-flavanon 59880-57-8 C21H24O5
7-n-Butoxy-3',4'-dimethoxy-flavanon
—— (6-methyl-3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde 1134455-62-1 C18H17NO4
(6-methyl-3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde
—— 6-Benzoyl-3',4'-dimethoxy-8-methyl-flavanon 95817-35-9 C25H22O5
6-Benzoyl-3',4'-dimethoxy-8-methyl-flavanon
—— 7-Chlor-6-chlorsulfonylflavon 92429-34-0 C15H8Cl2O4S
7-Chlor-6-chlorsulfonylflavon
—— 5,8-Dibenzyloxy-flavanon 96273-15-3 C29H24O4
5,8-Dibenzyloxy-flavanon
—— 4'-Oxo-6'-phenylpyrano-<3',2':3,4>-6-methylchinolin 98638-41-6 C19H13NO2
4'-Oxo-6'-phenylpyrano-<3',2':3,4>-6-methylchinolin
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-propenylbenzoyl)]glucosyl-4H-chromen-4-one 1246840-58-3 C68H60O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-propenylbenzoyl)]glucosyl-4H-chromen-4-one
—— N-(5-methyl-1,3-thiazol-2-yl)-4-oxo-2-[2-(trifluoromethyl)phenyl]chromene-8-carboxamide 1219445-75-6 C21H13F3N2O3S
N-(5-methyl-1,3-thiazol-2-yl)-4-oxo-2-[2-(trifluoromethyl)phenyl]chromene-8-carboxamide
—— 2-Methyl-5,7-Diacetoxy-isoflavanon 109649-78-7 C20H18O6
2-Methyl-5,7-Diacetoxy-isoflavanon
—— (2R,3R)-8-Methoxy-2-naphthalen-1-yl-chroman-3-ylamine 112514-12-2 C20H19NO2
(2R,3R)-8-Methoxy-2-naphthalen-1-yl-chroman-3-ylamine
—— 3-methyl-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde-phenylimine 114840-00-5 C23H17NO2
3-methyl-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde-phenylimine
—— 7-Chlor-3-hydroxy-6-chlorsulfonylflavon 92429-36-2 C15H8Cl2O5S
7-Chlor-3-hydroxy-6-chlorsulfonylflavon
—— 2-ethoxy-2-benzyl-4-phenylchroman 81603-26-1 C24H24O2
2-ethoxy-2-benzyl-4-phenylchroman
—— flavylium, 3-nitrophenylmethylene 128347-93-3 C22H15NO3
flavylium, 3-nitrophenylmethylene
—— 3'-Acetoxy-5,7,4'-trimethoxy-flavanon 94683-78-0 C20H20O7
3'-Acetoxy-5,7,4'-trimethoxy-flavanon
—— 6',7-dimethylspiro[4,5-dihydro-3H-pyrano[2,3-b]chromene-2,3'-4H-chromene]-2'-one 56685-70-2 C22H20O4
6',7-dimethylspiro[4,5-dihydro-3H-pyrano[2,3-b]chromene-2,3'-4H-chromene]-2'-one
—— (8S)-N-cyclopropyl-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-31-4 C23H25N3O2
(8S)-N-cyclopropyl-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— pelargonidin-3-O-glucoside 125107-92-8 C21H21O10*Cl
pelargonidin-3-O-glucoside
—— 6-amino-2-(2-hydroxy-phenyl)-chroman-4-one 93945-57-4 C15H13NO3
6-amino-2-(2-hydroxy-phenyl)-chroman-4-one
—— 2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-8-methyl-chromen-4-one 83206-86-4 C20H20O7
2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-8-methyl-chromen-4-one
—— 7-methoxy-5-(prop-2-enyloxy)flavanone 1220680-30-7 C19H18O4
7-methoxy-5-(prop-2-enyloxy)flavanone
—— 2'-benzyl-3'-hydroxy-4'-methoxyflavanone 1209470-02-9 C23H20O4
2'-benzyl-3'-hydroxy-4'-methoxyflavanone
—— 1-(4-chlorophenyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one 1089663-30-8 C21H21ClO7
1-(4-chlorophenyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one
—— (2S)-2-phenyl-4-[(1S)-1-phenylethyl]imino-7-phenylmethoxy-2,3-dihydrochromen-5-ol 1159852-71-7 C30H27NO3
(2S)-2-phenyl-4-[(1S)-1-phenylethyl]imino-7-phenylmethoxy-2,3-dihydrochromen-5-ol
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl octanoate 1201807-98-8 C44H42O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl octanoate
—— N-[4-oxo-2-(2-propan-2-ylphenyl)chromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-85-8 C22H18N2O3S
N-[4-oxo-2-(2-propan-2-ylphenyl)chromen-8-yl]-1,3-thiazole-4-carboxamide
—— N-[2-(2-chloro-3-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-97-2 C19H10ClFN2O3S
N-[2-(2-chloro-3-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide