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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-methoxy-3,8-dimethyl-2-phenyl-chromen-4-one 93875-74-2 C18H16O3
7-methoxy-3,8-dimethyl-2-phenyl-chromen-4-one
—— 3'-Methoxy-flavylium 46897-43-2 C16H13O2
3'-Methoxy-flavylium
—— 1,4-di-(3-p-methoxyphenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene 874365-03-4 C46H34O4
1,4-di-(3-p-methoxyphenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-phenylurea 260063-69-2 C22H16N2O6
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-phenylurea
—— 1644047-84-6 C33H26O3
—— 7β-D-Glucopyranosyloxy-5-hydroxy-4'-methoxymethoxy-flavanon 27960-45-8 C23H26O11
7β-D-Glucopyranosyloxy-5-hydroxy-4'-methoxymethoxy-flavanon
—— 2-(N,N-diethylamino)-4,5-flavanyl-1,3-dithiolium hydrogensulfate 849357-23-9 C20H20NOS2*HO4S
2-(N,N-diethylamino)-4,5-flavanyl-1,3-dithiolium hydrogensulfate
—— bis(4'-flavonylmethyl) malonate 700843-46-5 C35H24O8
bis(4'-flavonylmethyl) malonate
—— 7-hydroxy-2-(4-methoxy-phenyl)-4-phenyl-chromenylium; chloride 20931-20-8 C22H17O3*Cl
7-hydroxy-2-(4-methoxy-phenyl)-4-phenyl-chromenylium; chloride
—— 21,21-Difluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15-oxa-20,22-diazahexacyclo[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] 1262589-79-6 C44H42F2N2O3
21,21-Difluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15-oxa-20,22-diazahexacyclo[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]
—— methyl 5-((2R,4S)-2-(2-(((R)-1-(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoate 1451372-79-4 C32H32FNO3
methyl 5-((2R,4S)-2-(2-(((R)-1-(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoate
—— C-7-methoxy-3,3-diphenyl-3H-naphtho[2,1-b]pyran 152151-61-6 C26H20O2
C-7-methoxy-3,3-diphenyl-3H-naphtho[2,1-b]pyran
—— 7-Benzyloxy-2-(3,4-dimethoxy-phenyl)-6-hydroxy-5,8-dimethoxy-chromen-4-one 13509-95-0 C26H24O8
7-Benzyloxy-2-(3,4-dimethoxy-phenyl)-6-hydroxy-5,8-dimethoxy-chromen-4-one
—— 7-O-(N,N-Dimethylaminocarbonylmethyl)3'-O-cyclopentyldiosmetin 205524-14-7 C25H27NO7
7-O-(N,N-Dimethylaminocarbonylmethyl)3'-O-cyclopentyldiosmetin
—— (5',8)-bis-6-bromo-(-)-fisetinidol 127612-99-1 C30H24Br2O10
(5',8)-bis-6-bromo-(-)-fisetinidol
—— 6-hydroxy-2-(4-methanesulfonyl-phenyl)-chroman-4-one 1426899-97-9 C16H14O5S
6-hydroxy-2-(4-methanesulfonyl-phenyl)-chroman-4-one
—— 7-methyl-2-o-tolyl-chroman-6-ol 1426900-10-8 C17H18O2
7-methyl-2-o-tolyl-chroman-6-ol
—— 2-(2-chloro-phenyl)-6-[4-(4-methyl-piperazin-1-yl)-phenyl]-pyran-4-one 73350-17-1 C22H21ClN2O2
2-(2-chloro-phenyl)-6-[4-(4-methyl-piperazin-1-yl)-phenyl]-pyran-4-one
—— 7-acetylamino-2,8-bis-(2,4-diacetoxy-phenyl)-phenoxazin-3-one 97657-44-8 C34H26N2O11
7-acetylamino-2,8-bis-(2,4-diacetoxy-phenyl)-phenoxazin-3-one
—— 2,3-dihydro-2-(5'-dodecyl-2'-methoxy-phenyl)-4H-1-benzopyran-4-one 1497456-76-4 C28H38O3
2,3-dihydro-2-(5'-dodecyl-2'-methoxy-phenyl)-4H-1-benzopyran-4-one
—— 7,4'-Diethoxy-3,6-dimethoxy-5-hydroxy-flavon 27782-49-6 C21H22O7
7,4'-Diethoxy-3,6-dimethoxy-5-hydroxy-flavon
—— 3-(β-phenylallyloxy)-2-phenyl-4H-chromen-4-one 1233689-73-0 C24H18O3
3-(β-phenylallyloxy)-2-phenyl-4H-chromen-4-one
—— 3-hydroxy-7-(methoxymethoxy)-4'-methoxyflavone 78437-97-5 C18H16O6
3-hydroxy-7-(methoxymethoxy)-4'-methoxyflavone
—— 2652-22-4 C27H22O8
—— 6-methoxy-2-phenyl-chromenylium; chloride 66715-30-8 C16H13O2*Cl
6-methoxy-2-phenyl-chromenylium; chloride
—— [(2R,3R)-6-bromo-2-(3,4-dimethoxyphenyl)-4,4,7-trimethoxy-2,3-dihydrochromen-3-yl] acetate 99260-78-3 C22H25BrO8
[(2R,3R)-6-bromo-2-(3,4-dimethoxyphenyl)-4,4,7-trimethoxy-2,3-dihydrochromen-3-yl] acetate
—— 2-(6-Methoxy-4-oxo-2-phenylchromen-8-yl)acetonitrile 87626-93-5 C18H13NO3
2-(6-Methoxy-4-oxo-2-phenylchromen-8-yl)acetonitrile
—— 3-acetoxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chroman 106765-16-6 C22H26O8
3-acetoxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chroman
—— 10-(3-acetyl-2,4,6-trihydroxy-5-methyl-benzyl)-5-hydroxy-8,8-dimethyl-2-phenyl-2,3,7,8-tetrahydro-6<i>H</i>-pyrano[3,2-<i>g</i>]chromen-4-one 116133-68-7 C30H30O8
10-(3-acetyl-2,4,6-trihydroxy-5-methyl-benzyl)-5-hydroxy-8,8-dimethyl-2-phenyl-2,3,7,8-tetrahydro-6<i>H</i>-pyrano[3,2-<i>g</i>]chromen-4-one
—— 11-(1-Adamantyloxy)-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1278523-73-1 C61H64O6
11-(1-Adamantyloxy)-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— bisdeacylplatyconin chloride 87256-70-0 C33H41O21*Cl
bisdeacylplatyconin chloride
—— 8-Iod-5-hydroxy-7,4'-diacetoxy-flavanon 3162-16-1 C19H15IO7
8-Iod-5-hydroxy-7,4'-diacetoxy-flavanon
—— (2S,3R,4R,5S,6S)-2-((5-acetoxy-2-(4-acetoxyphenyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)oxy)-5-(benzyloxy)-6-methyltetrahydro-2H-pyran-3,4-diyl dibenzoate 1374991-32-8 C46H38O14
(2S,3R,4R,5S,6S)-2-((5-acetoxy-2-(4-acetoxyphenyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)oxy)-5-(benzyloxy)-6-methyltetrahydro-2H-pyran-3,4-diyl dibenzoate
—— (E)-N-benzyl-3-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide 1412410-91-3 C27H23NO5
(E)-N-benzyl-3-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide
—— (2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan 69082-87-7 C29H32O9
(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan
—— 1400698-25-0 C16H9ClF2O2
—— 4,6-dibromo-7-hydroxy-2,8-bis-p-tolylsulfanyl-phenoxazin-3-one 53133-74-7 C26H17Br2NO3S2
4,6-dibromo-7-hydroxy-2,8-bis-p-tolylsulfanyl-phenoxazin-3-one
—— 1403357-06-1 C16H10Cl2O2
—— 10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-phenoxyspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1278522-84-1 C57H54O6
10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-phenoxyspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— benzyl [4-[(2R,3R)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-2-phenylmethoxycarbonyloxyphenyl] carbonate 130659-30-2 C33H30O10
benzyl [4-[(2R,3R)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-2-phenylmethoxycarbonyloxyphenyl] carbonate
—— 4-chloro-5-methoxyflav-3-ene 1233713-60-4 C16H13ClO2
4-chloro-5-methoxyflav-3-ene
—— 11-(2-Adamantyloxy)-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1278523-74-2 C61H64O6
11-(2-Adamantyloxy)-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-5-(2-pyridinyl)-2-thiophenesulfonamide 260063-50-1 C24H16N2O7S2
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-5-(2-pyridinyl)-2-thiophenesulfonamide
—— 2,3-cis-3,4-trans-7,4'-dimethoxy-4-p-tolyloxyflavan-3-ol 89840-28-8 C24H24O5
2,3-cis-3,4-trans-7,4'-dimethoxy-4-p-tolyloxyflavan-3-ol
—— Flavanon-benzaldazin 1692-43-9 C22H18N2O
Flavanon-benzaldazin
—— 6,8-dibromo-2-(4-methoxy-phenyl)-chroman-4-one 133131-58-5 C16H12Br2O3
6,8-dibromo-2-(4-methoxy-phenyl)-chroman-4-one
—— (E)-N-benzyl-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide 1412411-03-0 C25H19NO5
(E)-N-benzyl-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide
—— 1400698-21-6 C15H7ClF2O2
—— methyl 11-methyl-9-phenyl-8-oxa-10-azatricyclo<7.3.02,7>trideca-2,4,6,11-tetraene-12-carboxylate 117409-37-7 C20H19NO3
methyl 11-methyl-9-phenyl-8-oxa-10-azatricyclo<7.3.02,7>trideca-2,4,6,11-tetraene-12-carboxylate
—— 2,2,2-trichloroethyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate 1607814-69-6 C18H11Cl3O4
2,2,2-trichloroethyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate