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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
—— 3,5-di-O-octanoyl-(+)-D-catechin 904705-97-1 C31H42O8
3,5-di-O-octanoyl-(+)-D-catechin
—— (2S,3R,4R,5S,6R)-3,4,5-Triacetoxy-6-[5-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid 34366-22-8 C31H28O16
(2S,3R,4R,5S,6R)-3,4,5-Triacetoxy-6-[5-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid
—— Methyl 9-morpholino-2-(4-dimethylaminophenyl)-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 263026-68-2 C34H34N2O5
Methyl 9-morpholino-2-(4-dimethylaminophenyl)-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 7'-methoxy-2',3'-diphenyl-spiro[benzo[<i>f</i>]chromene-3,4'-chromene] 38627-18-8 C34H24O3
7'-methoxy-2',3'-diphenyl-spiro[benzo[<i>f</i>]chromene-3,4'-chromene]
—— Toluene-4-sulfonic acid 3-hydroxy-6,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester 124909-98-4 C27H26O11S
Toluene-4-sulfonic acid 3-hydroxy-6,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester
—— 1542609-38-0 C53H64O34
—— 7-carboxymethoxy-5-(2,3-dihydroxypropoxy)-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-21-4 C24H24O10
7-carboxymethoxy-5-(2,3-dihydroxypropoxy)-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-(3-aminophenyl)-5,6,7-trimethoxy-4H-chromen-4-one 1467668-53-6 C18H17NO5
2-(3-aminophenyl)-5,6,7-trimethoxy-4H-chromen-4-one
—— 5,7-dihydroxy-8-methoxy-2-(4-chlorophenyl)-4H-chromen-4-one 884867-44-1 C16H11ClO5
5,7-dihydroxy-8-methoxy-2-(4-chlorophenyl)-4H-chromen-4-one
—— 8-Brom-6-fluor-3',4'-methylendioxy-flavanon 4257-33-4 C16H10BrFO4
8-Brom-6-fluor-3',4'-methylendioxy-flavanon
—— 3,3-bis(4-methylsulfonylphenyl)-3H-naphtho[2,1-b]pyran 1068438-80-1 C27H22O5S2
3,3-bis(4-methylsulfonylphenyl)-3H-naphtho[2,1-b]pyran
—— Methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol 125536-25-6 C18H19O3+
Methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol
—— 5-Acetoxy-6,7,8-trimethoxyflavon 3353-55-7 C20H18O7
5-Acetoxy-6,7,8-trimethoxyflavon
—— 3,4-dihydro-8-methyl-2-phenyl-2H-1-benzopyran-7-yloxyacetic acid hydrazide 122483-92-5 C18H20N2O3
3,4-dihydro-8-methyl-2-phenyl-2H-1-benzopyran-7-yloxyacetic acid hydrazide
—— 2-Aethyl-4-acetoxy-3',4',5,7-tetramethoxy-isoflavan 5991-96-8 C23H28O7
2-Aethyl-4-acetoxy-3',4',5,7-tetramethoxy-isoflavan
—— 2'-Benzyloxy-4'-methoxy-7-hydroxy-flavanon 14432-44-1 C23H20O5
2'-Benzyloxy-4'-methoxy-7-hydroxy-flavanon
—— 3,5,8,4'-Tetraacetoxy-flavon 7736-85-8 C23H18O10
3,5,8,4'-Tetraacetoxy-flavon
—— 7-O-(N-Methoxy-N-methylaminocarbonylmethyl)-3'-O-cyclopentyldiosmetin 205524-07-8 C25H27NO8
7-O-(N-Methoxy-N-methylaminocarbonylmethyl)-3'-O-cyclopentyldiosmetin
—— 2',3,4',5,7-pentahydroxy-6-methylflavone 7555-91-1 C16H12O7
2',3,4',5,7-pentahydroxy-6-methylflavone
—— 16-[4-(2-phenyl-2H-benzo[f]chromen-2-yl)phenyl]-1,4,7,10,13-pentaoxa-16-azacyclooctadecane 753454-06-7 C37H41NO6
16-[4-(2-phenyl-2H-benzo[f]chromen-2-yl)phenyl]-1,4,7,10,13-pentaoxa-16-azacyclooctadecane
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-2-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-30-2 C30H33NO4*ClH
3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-2-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 2-(4-hydroxyphenyl)-3-phenyl-7-<(tetrahydropyran-2-yl)oxy>-2,3-dihydro-4H-1-benzopyran-4-one 130064-24-3 C26H24O5
2-(4-hydroxyphenyl)-3-phenyl-7-<(tetrahydropyran-2-yl)oxy>-2,3-dihydro-4H-1-benzopyran-4-one
—— embinin peracetate 98899-96-8 C43H48O21
embinin peracetate
—— 2-(2,4-difluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one 1613023-74-7 C25H22F2O4
2-(2,4-difluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one
—— 2-[4-(2-chloroethoxy)-phenyl]-7-(tetrahydropyran-2-yloxy)-3-[4-(tetrahydropyran-2-yloxy)-phenyl]-2,3-dihydro-4H-1-benzopyran-4-one 361391-02-8 C33H35ClO7
2-[4-(2-chloroethoxy)-phenyl]-7-(tetrahydropyran-2-yloxy)-3-[4-(tetrahydropyran-2-yloxy)-phenyl]-2,3-dihydro-4H-1-benzopyran-4-one
—— 1-(3-chlorophenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea 122484-02-0 C25H24ClN3O3S
1-(3-chlorophenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea
—— 5,7,3',4'-Tetramethoxy-3-tosyloxy-flavon 13698-17-4 C26H24O9S
5,7,3',4'-Tetramethoxy-3-tosyloxy-flavon
—— Bis-<2-(4-methoxyphenyl)-2,3-dihydro-chromen-4-on-6-yl> 15837-59-9 C32H26O6
Bis-<2-(4-methoxyphenyl)-2,3-dihydro-chromen-4-on-6-yl>
—— 8-Benzo[1,3]dioxol-5-yl-5-methoxy-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-10-one 86978-08-7 C22H20O6
8-Benzo[1,3]dioxol-5-yl-5-methoxy-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-10-one
—— 3-methoxy-7-amino-6,9-diphenyl-6H-dibenzo[b,d]pyran-8-carbonitirle 1248412-04-5 C27H20N2O2
3-methoxy-7-amino-6,9-diphenyl-6H-dibenzo[b,d]pyran-8-carbonitirle
—— 3,7,8,4'-Tetraacetoxyflavan-4-ol 2652-33-7 C23H22O10
3,7,8,4'-Tetraacetoxyflavan-4-ol
—— 4-(1-ethoxy-1-phenyl-1H-benzo[ f ]chromen-3-yl)phenol 1365174-62-4 C27H22O3
4-(1-ethoxy-1-phenyl-1H-benzo[ f ]chromen-3-yl)phenol
—— 3,4',7,8-Tetraacetoxyflavon 16854-94-7 C23H18O10
3,4',7,8-Tetraacetoxyflavon
—— 2-(4-chlorophenyl)-3-hydroxy-4H-chromen-4-one 36136-82-0 C15H11ClO3
2-(4-chlorophenyl)-3-hydroxy-4H-chromen-4-one
—— (E)-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)-N-phenylacrylamide 1412411-02-9 C24H17NO5
(E)-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)-N-phenylacrylamide
—— 2',7-dibenzyloxy-3,4',5,5',6,8-hexamethoxyflavone 107644-02-0 C35H34O10
2',7-dibenzyloxy-3,4',5,5',6,8-hexamethoxyflavone
—— 1,3-Dimethyl-6-(4-[3-(2-phenyl-4-oxo-4H-1-benzopyran-8-yl)oxypropyl]piperazine-1-yl)-2,4(1H,3H)-pyrimidinedione oxalate 135653-41-7 C2H2O4*C28H30N4O5
1,3-Dimethyl-6-(4-[3-(2-phenyl-4-oxo-4H-1-benzopyran-8-yl)oxypropyl]piperazine-1-yl)-2,4(1H,3H)-pyrimidinedione oxalate
—— 4-oxo-2-phenyl-4H-1-benzopyran-7-yl phosphoric acid dimethyl ester 1453477-47-8 C17H15O6P
4-oxo-2-phenyl-4H-1-benzopyran-7-yl phosphoric acid dimethyl ester
—— 2-(2-fluoro-4,5-dimethoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-24-8 C22H23FN2O4
2-(2-fluoro-4,5-dimethoxyphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— 2-Aethyl-4-hydroxy-3',4',5,7-tetramethoxy-isoflavan 5181-63-5 C21H26O6
2-Aethyl-4-hydroxy-3',4',5,7-tetramethoxy-isoflavan
—— Nona(trimethylsilyl)(tamarixetin-7-neohesperidosid) 6195-58-0 C55H104O16Si9
Nona(trimethylsilyl)(tamarixetin-7-neohesperidosid)
—— 5,8-Dihydroxy-3,7,3',4'-tetramethoxy-6-methyl-flavon 16807-46-8 C20H20O8
5,8-Dihydroxy-3,7,3',4'-tetramethoxy-6-methyl-flavon
—— 6,7,8,9-tetrahydro-5-hydroxy-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one 112649-60-2 C21H16O4
6,7,8,9-tetrahydro-5-hydroxy-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one
—— 2-(4-chloro-3,5-dimethylphenyl)-4H-chromen-4-one 1414513-88-4 C17H13ClO2
2-(4-chloro-3,5-dimethylphenyl)-4H-chromen-4-one
—— 10-Methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-11-methylsulfanyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene 1263317-87-8 C38H34O4S
10-Methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-11-methylsulfanyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene
—— 5,6,7,8-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 102508-32-7 C27H22O14
5,6,7,8-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one
—— trans-3-(1-tetrazolyl)flavanone 127897-20-5 C16H12N4O2
trans-3-(1-tetrazolyl)flavanone
—— methylcassinopin 129393-20-0 C34H42O18
methylcassinopin
—— sudachiin A hexaacetate 70575-18-7 C36H38O19
sudachiin A hexaacetate
—— rac-Silandrin-5',7',4''-trimethylether 99967-47-2 C28H28O9
rac-Silandrin-5',7',4''-trimethylether