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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
—— 3,7''-Diflavonyloxymethan 55091-81-1 C33H24O7
3,7''-Diflavonyloxymethan
—— 5-hydroxy-9-methoxy-2,2-dimethyl-8-phenyl-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one 40603-73-4 C21H20O5
5-hydroxy-9-methoxy-2,2-dimethyl-8-phenyl-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one
—— 2-(2-hydroxy-4,6-dimethoxyphenyl)-4-(4-hydroxyphenyl)-5,7-dimethoxyflavan-3-one 74628-73-2 C25H24O8
2-(2-hydroxy-4,6-dimethoxyphenyl)-4-(4-hydroxyphenyl)-5,7-dimethoxyflavan-3-one
—— 4'-Methoxy-4α-phenylsulfonylflavon 55539-46-3 C22H20O4S
4'-Methoxy-4α-phenylsulfonylflavon
—— 5-hydroxy-2,2-dimethyl-8-phenyl-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one 50678-97-2 C20H18O4
5-hydroxy-2,2-dimethyl-8-phenyl-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one
—— 5-O-Demethyltephrodin 42345-12-0 C24H20O8
5-O-Demethyltephrodin
—— (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[5,6-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid 54917-67-8 C33H30O18
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[5,6-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid
—— 5'-(7-hydroxy-5-methoxy-6-methyl-4-oxo-chroman-2-yl)-2,2'-dimethoxy-biphenyl-3-carboxylic acid methyl ester 52200-81-4 C27H26O8
5'-(7-hydroxy-5-methoxy-6-methyl-4-oxo-chroman-2-yl)-2,2'-dimethoxy-biphenyl-3-carboxylic acid methyl ester
—— 2-[7-Hydroxy-2-(4-methoxyphenyl)-4-oxochromen-5-yl]acetic acid 1389342-05-5 C18H14O6
2-[7-Hydroxy-2-(4-methoxyphenyl)-4-oxochromen-5-yl]acetic acid
—— 6-(2-Amino-6-p-tolyl-pyrimidin-4-yl)-8-methyl-2-phenyl-chroman-7-ol 116625-94-6 C27H25N3O2
6-(2-Amino-6-p-tolyl-pyrimidin-4-yl)-8-methyl-2-phenyl-chroman-7-ol
—— 4'-(p-Aminobenzolsulfonylamino)-flavonol 42520-03-6 C21H16N2O5S
4'-(p-Aminobenzolsulfonylamino)-flavonol
—— Acetic acid 3'-acetoxy-2',2'-dimethyl-8,8'-bis-(3-methyl-but-2-enyl)-4-oxo-3,4,3',4'-tetrahydro-2H,2'H-[2,6']bichromenyl-7-yl ester 50675-31-5 C34H40O7
Acetic acid 3'-acetoxy-2',2'-dimethyl-8,8'-bis-(3-methyl-but-2-enyl)-4-oxo-3,4,3',4'-tetrahydro-2H,2'H-[2,6']bichromenyl-7-yl ester
—— (S)-2-(2,4-Dimethoxy-phenyl)-8,8-dimethyl-10-(3-methyl-but-2-enyl)-2,3-dihydro-8H-pyrano[3,2-g]chromen-4-one 50773-34-7 C27H30O5
(S)-2-(2,4-Dimethoxy-phenyl)-8,8-dimethyl-10-(3-methyl-but-2-enyl)-2,3-dihydro-8H-pyrano[3,2-g]chromen-4-one
—— Acetic acid 6-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-4H-chromen-5-yl ester 54917-69-0 C45H48O24
Acetic acid 6-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-4H-chromen-5-yl ester
—— Acetic acid (2S,3S,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{5,7-diacetoxy-2-[3-acetoxy-4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-4-oxo-4H-chromen-6-yl}-tetrahydro-pyran-3-yl ester 140845-16-5 C49H52O27
Acetic acid (2S,3S,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{5,7-diacetoxy-2-[3-acetoxy-4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-4-oxo-4H-chromen-6-yl}-tetrahydro-pyran-3-yl ester
—— 3,5,3',4',5'-Pentamethoxy-7-tosyloxyflavon 54614-60-7 C27H26O10S
3,5,3',4',5'-Pentamethoxy-7-tosyloxyflavon
—— 4'-(p-Tosylamino)-6-chlor-flavonol 42519-99-3 C22H16ClNO5S
4'-(p-Tosylamino)-6-chlor-flavonol
—— 51256-56-5 C29H17BrO4
—— (S)-5,7-Dihydroxy-8-methyl-2-phenyl-6-[(E)-(3-phenyl-acryloyl)]-chroman-4-one 55802-08-9 C25H20O5
(S)-5,7-Dihydroxy-8-methyl-2-phenyl-6-[(E)-(3-phenyl-acryloyl)]-chroman-4-one
—— 7-methoxy-2-phenyl-4H-1-benzopyran 66715-20-6 C16H14O2
7-methoxy-2-phenyl-4H-1-benzopyran
—— 4'-acetoxy-6-C-(tri-O-acetyl-β-D-xylopyranosyl)-8-C-(tri-O-acetyl-α-L-arabinopyranosyl)-5,7-dihydroxyflavan 1253227-83-6 C39H44O19
4'-acetoxy-6-C-(tri-O-acetyl-β-D-xylopyranosyl)-8-C-(tri-O-acetyl-α-L-arabinopyranosyl)-5,7-dihydroxyflavan
—— 1422044-88-9 C25H22O4
—— 6-hydroxy-2-(4'-tert-butylphenyl)chromone 1331769-14-2 C19H18O3
6-hydroxy-2-(4'-tert-butylphenyl)chromone
—— 2-[3,4-bis-(2-hydroxy-ethoxy)-phenyl]-3-hydroxy-5,7-bis-(2-hydroxy-ethoxy)-chromen-4-one 23077-87-4 C23H26O11
2-[3,4-bis-(2-hydroxy-ethoxy)-phenyl]-3-hydroxy-5,7-bis-(2-hydroxy-ethoxy)-chromen-4-one
—— sudachitin 7-tetra-O-acetyl-β-D-glucopyranoside 83906-34-7 C32H34O17
sudachitin 7-tetra-O-acetyl-β-D-glucopyranoside
—— Isosaponarin-decaacetat 19342-13-3 C47H50O25
Isosaponarin-decaacetat
—— 3-Acetoxy-3',4'-dibenzyloxy-5,6,7-trimethoxyflavon 52378-74-2 C34H30O9
3-Acetoxy-3',4'-dibenzyloxy-5,6,7-trimethoxyflavon
—— 2,2'-Dihydroxy-5'-[5-hydroxy-6-methyl-4-oxo-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chroman-2-yl]-biphenyl-3-carboxylic acid methyl ester 52429-95-5 C30H30O13
2,2'-Dihydroxy-5'-[5-hydroxy-6-methyl-4-oxo-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chroman-2-yl]-biphenyl-3-carboxylic acid methyl ester
—— Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 61284-19-3 C46H54O24
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— 3'-benzyloxy-5,7,8,4',5'-pentamethoxyflavone 76011-63-7 C27H26O8
3'-benzyloxy-5,7,8,4',5'-pentamethoxyflavone
—— Psiadiarabin diacetate 144525-26-8 C24H24O11
Psiadiarabin diacetate
—— N-((2R,3R)-6-Nitro-2-phenyl-chroman-3-yl)-hydroxylamine 112513-99-2 C15H14N2O4
N-((2R,3R)-6-Nitro-2-phenyl-chroman-3-yl)-hydroxylamine
—— 1a,7a-Dihydro-4,5-dimethoxy-7(1H)-(2-dimethylaminoethyloxyimino)-1a-phenylcyclopropa[b]chromen 139771-22-5 C22H26N2O4
1a,7a-Dihydro-4,5-dimethoxy-7(1H)-(2-dimethylaminoethyloxyimino)-1a-phenylcyclopropa[b]chromen
—— 5-O-Demethyltephrodinol 42345-16-4 C22H18O6
5-O-Demethyltephrodinol
—— (2-Phenyl-chroman-4-yl)-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine 52477-10-8 C23H19N3O2
(2-Phenyl-chroman-4-yl)-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine
—— 8-allyl-2-(4-methoxyphenyl)chroman-4-one 178666-48-3 C19H18O3
8-allyl-2-(4-methoxyphenyl)chroman-4-one
—— methyl (2S,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-5-yl]oxy]oxane-2-carboxylate 1421313-34-9 C56H54O15
methyl (2S,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-5-yl]oxy]oxane-2-carboxylate
—— 2,3-trans-7,4'-dimethoxyflavan-3-ol 83248-00-4 C17H18O4
2,3-trans-7,4'-dimethoxyflavan-3-ol
—— 7-Methoxy-2-methyl-chroman-2-ol 121175-60-8 C11H14O3
7-Methoxy-2-methyl-chroman-2-ol
—— 2-[(3,4-dihydroxy)]-phenyl-3-(1-imidazolyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-ol 85928-97-8 C18H16N2O6
2-[(3,4-dihydroxy)]-phenyl-3-(1-imidazolyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-ol
—— 3',4',5'-Trimethoxyisoxazolo<7,8>flavon 42345-49-3 C19H15NO6
3',4',5'-Trimethoxyisoxazolo<7,8>flavon
—— 5-hydroxy-7-methoxy-8-(4-methoxy-phenacyl)-2-(4-methoxy-phenyl)-chromen-4-one 859439-39-7 C26H22O7
5-hydroxy-7-methoxy-8-(4-methoxy-phenacyl)-2-(4-methoxy-phenyl)-chromen-4-one
—— 5-(4-methoxy-phenyl)-4-(2-phenyl-chroman-4-yl)-2,4-dihydro-[1,2,4]triazole-3-thione 52477-17-5 C24H21N3O2S
5-(4-methoxy-phenyl)-4-(2-phenyl-chroman-4-yl)-2,4-dihydro-[1,2,4]triazole-3-thione
—— Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-[5-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-4-oxo-chroman-7-yloxy]-2-acetoxymethyl-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 61284-10-4 C44H50O23
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-[5-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-4-oxo-chroman-7-yloxy]-2-acetoxymethyl-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— 4'-(p-Tosylamino)-flavonol 42519-98-2 C22H17NO5S
4'-(p-Tosylamino)-flavonol
—— 5'-(7-hydroxy-5-methoxy-6-methyl-4-oxo-chroman-2-yl)-4,2'-dimethoxy-biphenyl-3-carbaldehyde 52200-63-2 C26H24O7
5'-(7-hydroxy-5-methoxy-6-methyl-4-oxo-chroman-2-yl)-4,2'-dimethoxy-biphenyl-3-carbaldehyde
—— 6-bromo-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one 1609456-13-4 C15H9BrO4
6-bromo-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
—— kaempferol 3-O-2"',4"'-diacetylrhamninoside 1340600-30-7 C37H44O21
kaempferol 3-O-2"',4"'-diacetylrhamninoside
—— Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 61284-17-1 C46H54O24
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— 2,3-trans-3,4-trans-4-p-tolyloxy-4'-methoxyflavan-3-ol 89840-23-3 C23H22O4
2,3-trans-3,4-trans-4-p-tolyloxy-4'-methoxyflavan-3-ol