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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
—— 5,7-Diallyloxy-4'-methoxy-3-methyl-flavon 22395-15-9 C23H22O5
5,7-Diallyloxy-4'-methoxy-3-methyl-flavon
—— 4-(3,3,3-trifluoro-n-propyl)-6-phenyl-10-methyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione 1017281-73-0 C25H19F3O5
4-(3,3,3-trifluoro-n-propyl)-6-phenyl-10-methyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione
—— 3-<2-Methoxy-benzyliden>-6-nitro-flavanon 18778-55-7 C23H17NO5
3-<2-Methoxy-benzyliden>-6-nitro-flavanon
—— 3,6-Dimethyl-8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl carbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate 152736-27-1 CH4O3S*C32H35N3O4
3,6-Dimethyl-8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl carbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate
—— 2-(4-Chlor-phenyl)-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen 6586-33-0 C17H12Cl2O4
2-(4-Chlor-phenyl)-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen
—— 6,8,9-trimethyl-2-phenylspiro[benzo[h]chromene-3,1'-cyclopentan]-4(2H)-one 1402163-60-3 C26H26O2
6,8,9-trimethyl-2-phenylspiro[benzo[h]chromene-3,1'-cyclopentan]-4(2H)-one
—— 9-Chloro-5-(4-fluoro-phenyl)-5H-isochromeno[4,3-b]chromen-7-one 134145-83-8 C22H12ClFO3
9-Chloro-5-(4-fluoro-phenyl)-5H-isochromeno[4,3-b]chromen-7-one
—— Thioacetic acid S-[2-(4-chloro-phenyl)-4-oxo-4H-chromen-3-yl] ester 94953-71-6 C17H11ClO3S
Thioacetic acid S-[2-(4-chloro-phenyl)-4-oxo-4H-chromen-3-yl] ester
—— Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,5,7,8-tetramethoxy-4-oxo-4H-chromen-6-yl ester 1026394-05-7 C29H28O10
Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,5,7,8-tetramethoxy-4-oxo-4H-chromen-6-yl ester
—— 3-Hydroxy-2-(3',4'-dimethoxyphenyl)-5-methoxy-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2-b:3,4-b'>dipyran-4-one 88055-43-0 C23H24O7
3-Hydroxy-2-(3',4'-dimethoxyphenyl)-5-methoxy-8,8-dimethyl-9,10-dihydro-4H,8H-benzo<1,2-b:3,4-b'>dipyran-4-one
—— 5-Amino-2-(4-carboxymethylamino)phenyl-4H-benzopyran-4-one 130599-69-8 C17H14N2O4
5-Amino-2-(4-carboxymethylamino)phenyl-4H-benzopyran-4-one
—— 2,9-difluoro-dibenzo[a,h]anthracene-7,14-dione 1380505-44-1 C22H10F2O2
2,9-difluoro-dibenzo[a,h]anthracene-7,14-dione
—— 6-Phenyl-2-p-tolyl-chroman-4-one 58555-01-4 C22H18O2
6-Phenyl-2-p-tolyl-chroman-4-one
—— 5-Methoxy-6-allyl-7-(p-toluolsulfonyloxy)-flavon 18114-23-3 C26H22O6S
5-Methoxy-6-allyl-7-(p-toluolsulfonyloxy)-flavon
—— 3'-Carboxy-5.6-benzoflavon 20093-92-9 C20H12O4
3'-Carboxy-5.6-benzoflavon
—— 3-(3-(2-aminonaphthalen-1-yl)-6-bromo-2-oxoindolin-3-yl)chromane-2,4-dione 1352535-29-5 C27H17BrN2O4
3-(3-(2-aminonaphthalen-1-yl)-6-bromo-2-oxoindolin-3-yl)chromane-2,4-dione
—— 2-(4-methoxyphenyl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-20-1 C18H16N2O4*ClH
2-(4-methoxyphenyl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 8-{2-[4-(2-Methylphenyl)-1-piperazinyl]-1-oxoethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-14-3 C29H28N2O3*ClH
8-{2-[4-(2-Methylphenyl)-1-piperazinyl]-1-oxoethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 2-(3.4-Methylendioxy-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-80-5 C17H11ClO6
2-(3.4-Methylendioxy-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— 3.3'.4'-Triallyloxy-6.8-diallyl-5.7-dihydroxy-flavon 20046-05-3 C30H30O7
3.3'.4'-Triallyloxy-6.8-diallyl-5.7-dihydroxy-flavon
—— 2-(3-Chloro-phenyl)-6-phenyl-chromen-4-one 87241-85-8 C21H13ClO2
2-(3-Chloro-phenyl)-6-phenyl-chromen-4-one
—— Nona-O-acetyl-O<sup>2''</sup>-β-D-xylopyranosyl-vitexin 10343-08-5 C44H46O23
Nona-O-acetyl-O<sup>2''</sup>-β-D-xylopyranosyl-vitexin
—— cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-β-glucopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-pcoumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] 1104564-13-7 C72H77O38
cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-β-glucopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-pcoumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]
—— 3-((4-chlorophenyl)selanyl)-2-phenylchromen-4-one 1332697-94-5 C21H13ClO2Se
3-((4-chlorophenyl)selanyl)-2-phenylchromen-4-one
—— 6-Methoxy-5,7,3',4'-tetraethoxy-flavon 22346-50-5 C24H28O7
6-Methoxy-5,7,3',4'-tetraethoxy-flavon
—— 8-(3-bromopropoxycarbonyl)-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 152737-23-0 C20H17BrO4
8-(3-bromopropoxycarbonyl)-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 8-(3,5-difluoro-4-( methylamino )phenyl)chromeno [8,7-d] imidazole-2,6(1H,3H)dione 1548406-22-9 C17H11F2N3O3
8-(3,5-difluoro-4-( methylamino )phenyl)chromeno [8,7-d] imidazole-2,6(1H,3H)dione
—— 1351445-57-2 C25H15ClO3S
—— [(E)-[2-(4-chlorophenyl)-2,3-dihydrochromen-4-ylidene]amino] 4-methylbenzenesulfonate 37884-25-6 C22H18ClNO4S
[(E)-[2-(4-chlorophenyl)-2,3-dihydrochromen-4-ylidene]amino] 4-methylbenzenesulfonate
—— 2-(3-chloro-4-methoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-34-0 C20H19ClN2O3
2-(3-chloro-4-methoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one
—— 2-(3,4-dimethoxyphenyl)-6-(4-ethylpiperazin-1-yl)-4H-chromen-4-one 1459285-98-3 C23H26N2O4
2-(3,4-dimethoxyphenyl)-6-(4-ethylpiperazin-1-yl)-4H-chromen-4-one
—— 31643-86-4 C52H40O12
—— 2-(4-ethylphenyl)-7-methoxy-4H-chromen-4-one 1361966-28-0 C18H16O3
2-(4-ethylphenyl)-7-methoxy-4H-chromen-4-one
—— 4-(4-methoxyphenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione 122484-24-6 C26H25N3O3S
4-(4-methoxyphenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione
—— 4-Hydrazono-2-phenyl-chroman-6-ylamine 24449-60-3 C15H15N3O
4-Hydrazono-2-phenyl-chroman-6-ylamine
—— 2-methyl-5-((2S,4R)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoic acid hydrochloride 1451373-66-2 C31H31NO3*ClH
2-methyl-5-((2S,4R)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoic acid hydrochloride
—— [Pb(5-hydroxyflavone-1H)](1+) 863978-93-2 C15H9O3Pb
[Pb(5-hydroxyflavone-1H)](1+)
—— 5,7,3',4',5'-Pentamethoxy-3-methylflavon 18651-47-3 C21H22O7
5,7,3',4',5'-Pentamethoxy-3-methylflavon
—— 8-{2-[2-(2-Ethoxyphenoxy)-ethylamino]-ethoxymethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-40-5 C29H31NO5*ClH
8-{2-[2-(2-Ethoxyphenoxy)-ethylamino]-ethoxymethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 8-{3-[4-(2-oxo-1-Benzimidazolinyl)-1-piperidinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 152735-72-3 C32H32N4O4
8-{3-[4-(2-oxo-1-Benzimidazolinyl)-1-piperidinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 1257875-46-9 C26H20O2
—— 4',7-dihydroxy-3',5'-dimethoxyflavanone 1262526-55-5 C17H16O6
4',7-dihydroxy-3',5'-dimethoxyflavanone
—— N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)piperazine-1-carbothiohydrazide 1239578-59-6 C20H22N4O3S
N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)piperazine-1-carbothiohydrazide
—— zebrinin 110064-60-3 C74H73O37*Cl
zebrinin
—— 6,8-diacetyl-5,7-dihydroxyflavan 1384189-32-5 C19H18O5
6,8-diacetyl-5,7-dihydroxyflavan
—— (2S)-4',5,6,7-tetrahydroxyflavonone 7-O-β-D-glucuronopyranoside 119600-60-1 C21H20O12
(2S)-4',5,6,7-tetrahydroxyflavonone 7-O-β-D-glucuronopyranoside
—— 6,8-diprenylgalangin 42193-81-7 C25H26O5
6,8-diprenylgalangin
—— N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)piperidine-1-carbothiohydrazide 1239578-58-5 C21H23N3O3S
N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)piperidine-1-carbothiohydrazide
—— 61540-96-3 C15H13O6
—— 8-{3-[2-(2,6-Dimethoxyphenoxy)ethylamino]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152736-00-0 C30H32N2O6*ClH
8-{3-[2-(2,6-Dimethoxyphenoxy)ethylamino]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride