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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
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-hexyloxy-4H-chromen-4-one 1201808-07-2 C42H40O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-hexyloxy-4H-chromen-4-one
—— 2-(4-benzyloxy-3,5-dimethoxy-phenyl)-5,7-dihydroxy-chromen-4-one 30778-02-0 C24H20O7
2-(4-benzyloxy-3,5-dimethoxy-phenyl)-5,7-dihydroxy-chromen-4-one
—— 6-acetoxy-5-benzyloxy-3',4'-diphenylmethylenedioxy-7-methoxyflavone 104480-97-9 C38H28O8
6-acetoxy-5-benzyloxy-3',4'-diphenylmethylenedioxy-7-methoxyflavone
—— 2-{3-(benzyloxy)-2-[4-(benzyloxy)-3-fluorophenyl]-6-methyl-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione 372102-40-4 C33H28FNO6S
2-{3-(benzyloxy)-2-[4-(benzyloxy)-3-fluorophenyl]-6-methyl-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione
—— t-butyl 3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-ylcarbamate 372102-91-5 C37H36N2O8S
t-butyl 3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-ylcarbamate
—— 2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)-N,N-dipropylhydrazinecarbothioamide 1312939-54-0 C22H27N3O3S
2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)-N,N-dipropylhydrazinecarbothioamide
—— 6-C-sophorosyl-7,4'-di-O-methylapigenin 88721-10-2 C29H34O15
6-C-sophorosyl-7,4'-di-O-methylapigenin
—— Hinokiflavon-pentamethylether 1919-74-0 C35H28O10
Hinokiflavon-pentamethylether
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5-hydroxy-6,7-dimethoxy-chromen-4-one 134082-34-1 C37H38O7
2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5-hydroxy-6,7-dimethoxy-chromen-4-one
—— 6-Benzoyloxy-7-benzyloxy-5-hydroxyflavon 67047-08-9 C29H20O6
6-Benzoyloxy-7-benzyloxy-5-hydroxyflavon
—— [(2S,3R)-2-(6,2'-Dimethoxy-5'-propyl-biphenyl-3-yl)-5-methoxy-7-(2-methoxy-5-propyl-phenyl)-2,3-dihydro-benzofuran-3-yl]-methanol 138591-36-3 C37H42O6
[(2S,3R)-2-(6,2'-Dimethoxy-5'-propyl-biphenyl-3-yl)-5-methoxy-7-(2-methoxy-5-propyl-phenyl)-2,3-dihydro-benzofuran-3-yl]-methanol
—— 5,6-Diacetoxy-7-hydroxyflavon-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosid) 74293-55-3 C33H32O16
5,6-Diacetoxy-7-hydroxyflavon-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosid)
—— 2-(3-chloro-4-methoxyphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-35-1 C21H21ClN2O3
2-(3-chloro-4-methoxyphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— 5-Amino-2-(4-amino-2-hydroxy)phenyl-4H-benzopyran-4-one 130599-58-5 C15H12N2O3
5-Amino-2-(4-amino-2-hydroxy)phenyl-4H-benzopyran-4-one
—— 3-(4-Isopropyl-benzyliden)-6-nitro-flavanon 18778-52-4 C25H21NO4
3-(4-Isopropyl-benzyliden)-6-nitro-flavanon
—— (+/-)-2-(4-methoxyphenyl)-2,3-dihydro-5,6-dimethoxybenzofuran 132802-69-8 C17H18O4
(+/-)-2-(4-methoxyphenyl)-2,3-dihydro-5,6-dimethoxybenzofuran
—— 4'-Benzyloxy-5,6,7,8,3',5'-hexamethoxyflavone 92831-91-9 C28H28O9
4'-Benzyloxy-5,6,7,8,3',5'-hexamethoxyflavone
—— 2-(4-methoxyphenyl)-2-phenyl-2H-chromene 1393641-94-5 C22H18O2
2-(4-methoxyphenyl)-2-phenyl-2H-chromene
—— (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid 1242087-79-1 C21H18O11
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid
—— (2R,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(4-hydroxy-phenyl)-chroman-3,7,8-triol 69082-81-1 C21H18O7
(2R,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(4-hydroxy-phenyl)-chroman-3,7,8-triol
—— N-{3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-yl}acetamide 372102-86-8 C34H30N2O7S
N-{3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-yl}acetamide
—— t-butyl 3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-yl(methyl)carbamate 372102-92-6 C38H38N2O8S
t-butyl 3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-yl(methyl)carbamate
—— 5-hydroxy-6,7-dimethoxy-8-methyl-2-phenyl-chromen-4-one 109309-40-2 C18H16O5
5-hydroxy-6,7-dimethoxy-8-methyl-2-phenyl-chromen-4-one
—— 2-(3,4-bis-benzyloxyphenyl)-7-benzyloxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-4H-1-benzopyran-4-one 381686-07-3 C70H62O11
2-(3,4-bis-benzyloxyphenyl)-7-benzyloxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-hydroxy-4H-1-benzopyran-4-one
—— 5,6,7-triacetoxy-8-bromoflavone 1373922-72-5 C21H15BrO8
5,6,7-triacetoxy-8-bromoflavone
—— flavanomarein 889888-33-9 C21H22O11
flavanomarein
—— 2-(3-fluoro-4-methoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-13-5 C20H19FN2O3
2-(3-fluoro-4-methoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one
—— 2-(4-ethoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-20-4 C22H24N2O3
2-(4-ethoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-4-oxo-7-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester 15700-27-3 C51H54O25
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-4-oxo-7-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester
—— 5-benzoyl-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4'-O-(2''',3''',4''',6'''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone 1437307-76-0 C51H52O24
5-benzoyl-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4'-O-(2''',3''',4''',6'''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone
—— 4β-Hydroxy-tetra-O-methyl-(-)-robinetinidol 131347-65-4 C19H22O7
4β-Hydroxy-tetra-O-methyl-(-)-robinetinidol
—— 1242983-35-2 C24H27NO5
—— 2,2'-(2-(4-oxo-2-phenyl-4H-chromen-6-yloxy)ethylazanediyl)diacetic acid 1250830-53-5 C21H19NO7
2,2'-(2-(4-oxo-2-phenyl-4H-chromen-6-yloxy)ethylazanediyl)diacetic acid
—— 2-benzo[1,3]dioxol-5-yl-3-hydroxy-2,3-dihydro-benzo[<i>h</i>]chromen-4-one 117882-21-0 C20H14O5
2-benzo[1,3]dioxol-5-yl-3-hydroxy-2,3-dihydro-benzo[<i>h</i>]chromen-4-one
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl benzoate 1201807-94-4 C43H32O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl benzoate
—— 4'-Methoxycarbonyl-7.8-benzoflavon 20093-89-4 C21H14O4
4'-Methoxycarbonyl-7.8-benzoflavon
—— 5-Hydroxy-3-benzoyloxy-7-methoxy-3',4'-diphenylmethylendioxy-flavon 98879-50-6 C36H24O8
5-Hydroxy-3-benzoyloxy-7-methoxy-3',4'-diphenylmethylendioxy-flavon
—— (-)-3',4',7,8-tetra-O-benzyl-mesquitol 609337-47-5 C43H38O6
(-)-3',4',7,8-tetra-O-benzyl-mesquitol
—— 2',5,7-triisopropyloxy-4',5',6-trimethoxyflavone 96410-35-4 C27H34O8
2',5,7-triisopropyloxy-4',5',6-trimethoxyflavone
—— 173217-92-0 C31H26O13S2
—— 2,2',2'',2'''-tetrakis(3,4-dihydroxyphenyl)-[4,8':4',8'':4'',8'''-quaterchromane]-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecaol 79763-29-4 C60H50O24
2,2',2'',2'''-tetrakis(3,4-dihydroxyphenyl)-[4,8':4',8'':4'',8'''-quaterchromane]-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecaol
—— 6-Chloro-2-(2-iodo-phenyl)-chromen-4-one 899829-25-5 C15H8ClIO2
6-Chloro-2-(2-iodo-phenyl)-chromen-4-one
—— [Zn(3',4'-dihydroxyflavone(2-))] 916887-13-3 C15H8O4Zn
[Zn(3',4'-dihydroxyflavone(2-))]
—— (1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide 373630-72-9 C24H22FNO3
(1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide
—— trans-3-Methoxyflavanon 20754-49-8 C16H14O3
trans-3-Methoxyflavanon
—— (E)-3-(3,7-dimethylocta-2,6-dienyloxy)-7-methoxy-2-p-tolyl-4H-chromen-4-one 1622397-61-8 C27H30O4
(E)-3-(3,7-dimethylocta-2,6-dienyloxy)-7-methoxy-2-p-tolyl-4H-chromen-4-one
—— 4'-chloro-7-methoxyflav-3-ene 1334121-09-3 C16H13ClO2
4'-chloro-7-methoxyflav-3-ene
—— 2,3-cis-3-bromo-2-(2,4-cis-flavan-4-yloxy)-4'-methoxyflavan 95731-47-8 C31H27BrO4
2,3-cis-3-bromo-2-(2,4-cis-flavan-4-yloxy)-4'-methoxyflavan
—— (+)-epifisetinidol-(4β,6)-(-)-fisetinidol 127644-39-7 C30H26O10
(+)-epifisetinidol-(4β,6)-(-)-fisetinidol
—— 6-(Phenylpiperidylmethyl)chrysin 67088-20-4 C27H25NO4
6-(Phenylpiperidylmethyl)chrysin