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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-methoxy-2-phenyl-chromenylium; chloride 132129-96-5 C16H13O2*Cl
3-methoxy-2-phenyl-chromenylium; chloride
—— (2R,3R)-cis-3'-bromo-4',5'-dimethoxyflavan-3-ol 1196870-36-6 C17H17BrO4
(2R,3R)-cis-3'-bromo-4',5'-dimethoxyflavan-3-ol
—— tetrahydroartocarpin-dimethylether 122554-90-9 C28H36O6
tetrahydroartocarpin-dimethylether
—— pelargonidin 3-sophoroside-5-glucoside 108266-58-6 C33H41O20
pelargonidin 3-sophoroside-5-glucoside
—— (7-{2-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-oxo-ethoxy}-4-oxo-2-phenyl-4H-chromen-5-yloxy)-acetic acid; compound with 2-amino-ethanol 41988-35-6 C2H7NO*C39H37NO11
(7-{2-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-oxo-ethoxy}-4-oxo-2-phenyl-4H-chromen-5-yloxy)-acetic acid; compound with 2-amino-ethanol
—— 2-(3-Benzyloxy-4-methoxy-phenyl)-6-hydroxy-5,7-dimethoxy-chromen-4-one 170234-93-2 C25H22O7
2-(3-Benzyloxy-4-methoxy-phenyl)-6-hydroxy-5,7-dimethoxy-chromen-4-one
—— 3-hydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo<1,2-b:5,6-b'>dipyran-4-one 86414-53-1 C21H18O5
3-hydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo<1,2-b:5,6-b'>dipyran-4-one
—— 2-(2-isopropyl-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-73-5 C19H16O4
2-(2-isopropyl-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 5-Hydroxy-3,7-bis-methoxymethoxy-6-(3-methyl-but-2-enyl)-2-phenyl-chromen-4-one 143724-74-7 C24H26O7
5-Hydroxy-3,7-bis-methoxymethoxy-6-(3-methyl-but-2-enyl)-2-phenyl-chromen-4-one
—— 2-(2,4-dimethoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-94-0 C18H14O6
2-(2,4-dimethoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 6-(dibromomethyl)-2-[4-(dibromomethyl)phenyl]chromen-4-one 118092-42-5 C17H10Br4O2
6-(dibromomethyl)-2-[4-(dibromomethyl)phenyl]chromen-4-one
—— 3-O-<5'''-O-p-coumaroyl-β-D-apiofuranosyl-(1'''<*>2'')-β-D-glucopyranosyl>rhamnocitrin 147899-34-1 C36H36O17
3-O-<5'''-O-p-coumaroyl-β-D-apiofuranosyl-(1'''<*>2'')-β-D-glucopyranosyl>rhamnocitrin
—— 4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(4-nitrobenzoate) 1244966-63-9 C29H16N2O10
4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(4-nitrobenzoate)
—— 7-n-Butoxy-3'-methoxy-4'-aethoxy-flavanon 59880-58-9 C22H26O5
7-n-Butoxy-3'-methoxy-4'-aethoxy-flavanon
—— 2,3-trans-3,4-trans-4-phenoxy-4'-methoxyflavan-3-ol 89840-21-1 C22H20O4
2,3-trans-3,4-trans-4-phenoxy-4'-methoxyflavan-3-ol
—— 2-(3-hydroxy-4-methoxy-phenyl)-7,8-dimethoxy-chroman-4-one 109469-85-4 C18H18O6
2-(3-hydroxy-4-methoxy-phenyl)-7,8-dimethoxy-chroman-4-one
—— 3-phenyl-3-(4-methoxyphenyl)-5,7-difluoro-11-hydroxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-83-3 C35H26F2O3
3-phenyl-3-(4-methoxyphenyl)-5,7-difluoro-11-hydroxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— (S)-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-4-(3-benzyl-2-isopropyl-8-oxo-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide 1311276-93-3 C36H32N4O4
(S)-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-4-(3-benzyl-2-isopropyl-8-oxo-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide
—— 2-[3-Benzyloxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl]-propionic acid 141070-65-7 C26H22O6
2-[3-Benzyloxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl]-propionic acid
—— 2-[2-(4-Chloro-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-propionic acid methyl ester 141070-56-6 C20H17ClO5
2-[2-(4-Chloro-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-propionic acid methyl ester
—— 3,3-bis(4-methoxyphenyl)-5,7-dibromo-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-07-1 C36H28Br2O3
3,3-bis(4-methoxyphenyl)-5,7-dibromo-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 5,7-Dimethoxy-6-methoxymethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 170234-87-4 C22H24O9
5,7-Dimethoxy-6-methoxymethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxymethoxy-chromen-4-one 109688-49-5 C19H18O7
2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxymethoxy-chromen-4-one
—— 2-(3,4-Dimethoxy-phenyl)-5-methoxy-7-[(2S,3R,4S,5R,6R)-4-methoxy-6-methoxymethyl-3,5-bis-((2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-chromen-4-one 69414-02-4 C44H62O19
2-(3,4-Dimethoxy-phenyl)-5-methoxy-7-[(2S,3R,4S,5R,6R)-4-methoxy-6-methoxymethyl-3,5-bis-((2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-chromen-4-one
—— 4',7-Dibenzyloxy-5,6,8-trimethoxy-flavon 4281-29-2 C32H28O7
4',7-Dibenzyloxy-5,6,8-trimethoxy-flavon
—— 6-(2-hydroxyethoxy)-4'-nitroflavone 1147337-05-0 C17H13NO6
6-(2-hydroxyethoxy)-4'-nitroflavone
—— 2-(4-acetoxy-phenyl)-3,5,6,7-tetramethoxy-chromen-4-one 111161-59-2 C21H20O8
2-(4-acetoxy-phenyl)-3,5,6,7-tetramethoxy-chromen-4-one
—— 5-Hydroxy-6,8-bis-(dimethylaminomethyl)-flavon 67719-97-5 C21H24N2O3
5-Hydroxy-6,8-bis-(dimethylaminomethyl)-flavon
—— (2R,3R,8R)-8-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-5,7a,10a-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-3,4,7a,10a-tetrahydro-2H,8H-furo[3',4':4,5]furo[2,3-h]chromen-10-one 126715-98-8 C30H36O13
(2R,3R,8R)-8-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-5,7a,10a-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-3,4,7a,10a-tetrahydro-2H,8H-furo[3',4':4,5]furo[2,3-h]chromen-10-one
—— 3-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-propan-1-ol 126480-42-0 C19H19NO3
3-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-propan-1-ol
—— Acetic acid (3R,4S,5R,6R)-4,5-diacetoxy-2-{3-acetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propyl]-5-hydroxy-phenoxy}-6-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester 128374-00-5 C44H54O22
Acetic acid (3R,4S,5R,6R)-4,5-diacetoxy-2-{3-acetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propyl]-5-hydroxy-phenoxy}-6-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester
—— (2S,3S)-cis-3',4'-dimethoxy-6-methylflavan-3-ol 1196870-33-3 C18H20O4
(2S,3S)-cis-3',4'-dimethoxy-6-methylflavan-3-ol
—— 7-chloro-3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one 1230-13-3 C16H11ClO4
7-chloro-3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 4-(4-methoxyphenyl)benzo[g][1,4]benzoxazepine 134272-45-0 C20H15NO2
4-(4-methoxyphenyl)benzo[g][1,4]benzoxazepine
—— 5,7,8,2'-tetramethoxyflavanone 100079-37-6 C19H20O6
5,7,8,2'-tetramethoxyflavanone
—— 1429422-62-7 C39H38O7
—— isophthalic acid bis-[3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-5-yl] ester 1071726-04-9 C54H46O22
isophthalic acid bis-[3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-5-yl] ester
—— 5-Acetyl-morusin-dimethylaether 67492-57-3 C29H30O7
5-Acetyl-morusin-dimethylaether
—— (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3R)-2,3-cis-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 57526-59-7 C30H26O11
(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3R)-2,3-cis-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan
—— Toluene-4-sulfonic acid 7-benzyloxy-5,6,8-trimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl ester 176662-17-2 C32H28O9S
Toluene-4-sulfonic acid 7-benzyloxy-5,6,8-trimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl ester
—— 21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,22-trioxahexacyclo[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-9,3'-cyclohexane] 1268816-98-3 C45H44O6
21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,22-trioxahexacyclo[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-9,3'-cyclohexane]
—— spiro<3-acetyl-5-methyl-2,3-dihydro-1,3,4-oxadiazole-2,4'-flavan> 139061-53-3 C19H18N2O3
spiro<3-acetyl-5-methyl-2,3-dihydro-1,3,4-oxadiazole-2,4'-flavan>
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-9,9-dimethyl-15,21-dioxaheptacyclo[15.11.0.02,10.03,8.011,16.020,28.022,27]octacosa-1(28),2(10),3,5,7,11(16),12,17,19,22,24,26-dodecaene 1259401-33-6 C43H34O5
19-Methoxy-14,14-bis(4-methoxyphenyl)-9,9-dimethyl-15,21-dioxaheptacyclo[15.11.0.02,10.03,8.011,16.020,28.022,27]octacosa-1(28),2(10),3,5,7,11(16),12,17,19,22,24,26-dodecaene
—— 2-(3,4-bis-benzyloxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one 20046-25-7 C31H26O8
2-(3,4-bis-benzyloxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one
—— 2-(4-chlorophenyl)-9-(4-methylbenzoyl)pyrano[2,3-f]chromene-4,8-dione 1372630-63-1 C26H15ClO5
2-(4-chlorophenyl)-9-(4-methylbenzoyl)pyrano[2,3-f]chromene-4,8-dione
—— 6-Benzoyl-3'-chlor-4'-methoxy-8-methyl-flavon 95490-12-3 C24H17ClO4
6-Benzoyl-3'-chlor-4'-methoxy-8-methyl-flavon
—— Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-{4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-2-acetoxymethyl-5-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 67322-41-2 C42H50O20
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-{4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-2-acetoxymethyl-5-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— 2-[3-(2-Ethoxy-ethoxy)-phenyl]-4-oxo-4H-chromene-6-carboxylic acid 66848-82-6 C20H18O6
2-[3-(2-Ethoxy-ethoxy)-phenyl]-4-oxo-4H-chromene-6-carboxylic acid
—— (2R,3R,4S)-4-Benzylsulfanyl-7-methoxy-2-(4-methoxy-phenyl)-chroman-3-ol 83217-85-0 C24H24O4S
(2R,3R,4S)-4-Benzylsulfanyl-7-methoxy-2-(4-methoxy-phenyl)-chroman-3-ol
—— 69085-71-8 C22H16O6