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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
—— macaflavanone C 1076245-30-1 C30H34O6
macaflavanone C
—— 2-(4-Chloro-phenyl)-6-hydroxy-3,7-dimethyl-chromen-4-one 98230-88-7 C17H13ClO3
2-(4-Chloro-phenyl)-6-hydroxy-3,7-dimethyl-chromen-4-one
—— 2-(4-Methoxyphenyl)-3,6-dimethyl-2,3-dihydrochromen-4-one 1403356-73-9 C18H18O3
2-(4-Methoxyphenyl)-3,6-dimethyl-2,3-dihydrochromen-4-one
—— 7-benzyloxy-3-hydroxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one 112322-39-1 C23H17NO7
7-benzyloxy-3-hydroxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one
—— 2-(1,3-benzodioxol-5-yl)-3,8-dibromo-7-butoxy-6-nitrochromen-4-one 139589-40-5 C20H15Br2NO7
2-(1,3-benzodioxol-5-yl)-3,8-dibromo-7-butoxy-6-nitrochromen-4-one
—— 21,21,22,22-Tetrafluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5',20,23-hexamethylspiro[15-oxa-20,23-diazahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane] 1262589-73-0 C47H46F4N2O3
21,21,22,22-Tetrafluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5',20,23-hexamethylspiro[15-oxa-20,23-diazahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]
—— (R)-2-(4-methoxyphenyl)-4-(nitromethyl)-4H-chromene-3-carbaldehyde 1220193-93-0 C18H15NO5
(R)-2-(4-methoxyphenyl)-4-(nitromethyl)-4H-chromene-3-carbaldehyde
—— 1233322-03-6 C22H14O4
—— betuletrin hexaacetate 128450-82-8 C35H36O18
betuletrin hexaacetate
—— 10-methyl-2-phenyl-pyrano[2,3-<i>f</i>]chromene-4,8-dione 89152-33-0 C19H12O4
10-methyl-2-phenyl-pyrano[2,3-<i>f</i>]chromene-4,8-dione
—— 5S-{3-[2-(4-methylpiperazin-1-yl)-ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 1157856-88-6 C30H32N2O5
5S-{3-[2-(4-methylpiperazin-1-yl)-ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— 5,7-diethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one 6169-14-8 C23H26O6
5,7-diethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one
—— 6-Chloro-2-(4-chloro-phenyl)-3-nitro-chromen-4-one 143468-29-5 C15H7Cl2NO4
6-Chloro-2-(4-chloro-phenyl)-3-nitro-chromen-4-one
—— 3-(benzenesulfonyl)-2-(4-chlorophenyl)-6-methylchromen-4-one 87127-69-3 C22H15ClO4S
3-(benzenesulfonyl)-2-(4-chlorophenyl)-6-methylchromen-4-one
—— 1096656-96-0 C37H36O14
—— 3-[5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromen-8-yl]-propionic acid amide 853925-37-8 C21H21NO6
3-[5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromen-8-yl]-propionic acid amide
—— 6-benzoyl-3-bromo-2-(4-methoxy-phenyl)-chroman-4-one 102545-50-6 C23H17BrO4
6-benzoyl-3-bromo-2-(4-methoxy-phenyl)-chroman-4-one
—— quercetol C 119061-08-4 C22H24O5
quercetol C
—— 5-(2S,3R)-5,7-bis(2-nitrophenylsulfonyloxy)-2-(3,4,5-tris(2-nitrophenylsulfonyloxy)phenyl)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate 1186527-25-2 C65H41N7O39S7
5-(2S,3R)-5,7-bis(2-nitrophenylsulfonyloxy)-2-(3,4,5-tris(2-nitrophenylsulfonyloxy)phenyl)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate
—— {4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl]phenoxy}acetaldehyde 1056053-20-3 C37H48O6Si2
{4-[2,8-bis-(tert-butyldimethylsilanyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl]phenoxy}acetaldehyde
—— 7-benzyloxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-6-nitro-chromen-4-one 113056-81-8 C24H19NO8
7-benzyloxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-6-nitro-chromen-4-one
—— (2R)-2-(4-fluorophenyl)-4-methyl-2H-chromene 1273579-03-5 C16H13FO
(2R)-2-(4-fluorophenyl)-4-methyl-2H-chromene
—— 7-benzyloxy-3',4'-dimethoxy-6-n-pentyloxy flavone 203191-56-4 C29H30O6
7-benzyloxy-3',4'-dimethoxy-6-n-pentyloxy flavone
—— 3,2',4'-Trihydroxy-4-methoxychalcone 4'-O-β-D-galactopyranoside 88155-74-2 C22H24O10
3,2',4'-Trihydroxy-4-methoxychalcone 4'-O-β-D-galactopyranoside
—— 2-[6-(2-(4-fluorophenyl)chroman-6-yloxy)pyridin-3-ylcarbamoyl]-(S)-pyrrolidine-1-carboxylic acid tert-butyl ester 728935-83-9 C30H32FN3O5
2-[6-(2-(4-fluorophenyl)chroman-6-yloxy)pyridin-3-ylcarbamoyl]-(S)-pyrrolidine-1-carboxylic acid tert-butyl ester
—— methyl 9-ethylcarbonato-6aα,12aα-dihydro-11-hydroxy-6-oxo-1-phenylspiro<naphthaceno<1,12-bc>furan-12(6H,7H)-2'-<1,3>-dithiolan>-10-carboxylate 78752-89-3 C32H26O8S2
methyl 9-ethylcarbonato-6aα,12aα-dihydro-11-hydroxy-6-oxo-1-phenylspiro<naphthaceno<1,12-bc>furan-12(6H,7H)-2'-<1,3>-dithiolan>-10-carboxylate
—— (2R,3S)-5,7,3'-tri-O-benzylcatechin 4'-β-D-glucuronic acid 1422182-76-0 C42H40O12
(2R,3S)-5,7,3'-tri-O-benzylcatechin 4'-β-D-glucuronic acid
—— 7-carboxymethyloxy-5-hydroxy-6-n-propyloxy-3',4'-dimethoxy flavone 203191-26-8 C22H22O9
7-carboxymethyloxy-5-hydroxy-6-n-propyloxy-3',4'-dimethoxy flavone
—— 2-(1,3-Benzodioxol-5-yl)-3-methoxy-6-methyl-8-nitrochromen-4-one 934374-03-5 C18H13NO7
2-(1,3-Benzodioxol-5-yl)-3-methoxy-6-methyl-8-nitrochromen-4-one
—— Acetic acid (2S,3S,4S)-4-(2,4-dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman-3-yl ester 17422-87-6 C29H32O9
Acetic acid (2S,3S,4S)-4-(2,4-dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman-3-yl ester
—— (2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-8-iodo-3,5,7-tris((phenyl-d5)methoxy-d2)chromane 1438268-50-8 C50H43IO6
(2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-8-iodo-3,5,7-tris((phenyl-d5)methoxy-d2)chromane
—— 4'-acetoxy-6-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-5,7-dihydroxyflavan 1253227-75-6 C28H30O12
4'-acetoxy-6-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-5,7-dihydroxyflavan
—— 6-fluoro-2-(4-nitrophenyl)chroman-4-one 1315610-33-3 C15H10FNO4
6-fluoro-2-(4-nitrophenyl)chroman-4-one
—— 6-methyl-2,2,4-triphenyl-2H-chromene 1397746-30-3 C28H22O
6-methyl-2,2,4-triphenyl-2H-chromene
—— (2R,3S,4S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-4-(2-ethoxyethoxy)-5,7-bis((phenyl-d5)methoxy-d2)chroman-3-yl benzoate 1438268-70-2 C54H50O9
(2R,3S,4S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-4-(2-ethoxyethoxy)-5,7-bis((phenyl-d5)methoxy-d2)chroman-3-yl benzoate
—— 8-(2-bromo-propyl)-7-hydroxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 102237-26-3 C20H19BrO5
8-(2-bromo-propyl)-7-hydroxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— (S)-2-tert-butoxycarbonylamino-4-[6-(2-phenylchroman-6-yloxy)-pyridine-3-ylcarbamoyl]butyric acid tert-butyl ester 728936-17-2 C34H41N3O7
(S)-2-tert-butoxycarbonylamino-4-[6-(2-phenylchroman-6-yloxy)-pyridine-3-ylcarbamoyl]butyric acid tert-butyl ester
—— 2',4'-dimethoxy-5,6-benzoflavone 136116-14-8 C21H16O4
2',4'-dimethoxy-5,6-benzoflavone
—— 5R-{3-[2-(4-methylpiperazin-1-yl)-ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 1157856-87-5 C30H32N2O5
5R-{3-[2-(4-methylpiperazin-1-yl)-ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— 1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethyl)-pyrimidine-2,4,6-trione 19581-21-6 C22H18N2O5
1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethyl)-pyrimidine-2,4,6-trione
—— 2-(4-((S)-2-(azepan-1-yl)propoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate 1352307-07-3 C2HF3O2*C31H35NO4
2-(4-((S)-2-(azepan-1-yl)propoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate
—— 8-chloro-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selenadiazole 1266399-38-5 C15H9ClN2OSe
8-chloro-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selenadiazole
—— 620627-19-2 C32H38FNO6S
—— (+/-)-trans-8-(2-hydroxymethyl-1-methylpyrrolidin-3-yl)-5,7-dimethoxy-2-(2-methoxyphenyl)-chromen-4-one 1242983-31-8 C24H27NO6
(+/-)-trans-8-(2-hydroxymethyl-1-methylpyrrolidin-3-yl)-5,7-dimethoxy-2-(2-methoxyphenyl)-chromen-4-one
—— 7-amino-3-bromo-2-phenyl-1-benzopyran-4-one 1279088-69-5 C15H10BrNO2
7-amino-3-bromo-2-phenyl-1-benzopyran-4-one
—— 4'-methoxy-4-methyl-5,7-dihydroxyflavinium chloride 20931-21-9 C17H15O4*Cl
4'-methoxy-4-methyl-5,7-dihydroxyflavinium chloride
—— 7-benzyloxy-3',4',5-trimethoxy flavanone 203191-69-9 C25H24O6
7-benzyloxy-3',4',5-trimethoxy flavanone
—— 6,8-Dichloro-3-methyl-2-phenyl-3-piperidin-1-ylmethyl-chroman-4-one 90486-55-8 C22H23Cl2NO2
6,8-Dichloro-3-methyl-2-phenyl-3-piperidin-1-ylmethyl-chroman-4-one
—— 5,6,7,8-Tetrachlor-5',6'-dihydro-r-3-(4-methoxyphenyl)-2'-methyl-1',3'-diphenylspiro<1,4-benzodioxan-s-2,4'-<4H>cyclopenta<c>pyrrol> 77979-17-0 C34H25Cl4NO3
5,6,7,8-Tetrachlor-5',6'-dihydro-r-3-(4-methoxyphenyl)-2'-methyl-1',3'-diphenylspiro<1,4-benzodioxan-s-2,4'-<4H>cyclopenta<c>pyrrol>
—— 6,8-Dichloro-3-[4-(2-hydroxy-ethyl)-piperazin-1-ylmethyl]-3-methyl-2-phenyl-chroman-4-one 90486-57-0 C23H26Cl2N2O3
6,8-Dichloro-3-[4-(2-hydroxy-ethyl)-piperazin-1-ylmethyl]-3-methyl-2-phenyl-chroman-4-one