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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
—— 2,5-bis(3,4-dimethoxyphenyl)-4-pyrone-3-aldehyde 80900-39-6 C22H20O7
2,5-bis(3,4-dimethoxyphenyl)-4-pyrone-3-aldehyde
—— 7-ethoxy-5-hydroxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 743427-30-7 C19H18O6
7-ethoxy-5-hydroxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7,8-diacetoxy-5-methoxy-2-phenyl-chromen-4-one 109805-38-1 C20H16O7
7,8-diacetoxy-5-methoxy-2-phenyl-chromen-4-one
—— 6-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-hexanoic acid 126480-37-3 C22H23NO4
6-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-hexanoic acid
—— 3-acetoxy-2-(4-nitro-phenyl)-chromen-4-one 108896-95-3 C17H11NO6
3-acetoxy-2-(4-nitro-phenyl)-chromen-4-one
—— 21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[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] 1268817-08-8 C46H46O6
21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[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]
—— trans-8-bromo-4-hydroxy-6-methylflavan 104833-87-6 C16H15BrO2
trans-8-bromo-4-hydroxy-6-methylflavan
—— 2-(4-fluorophenyl)-3-hydroxy-8-methyl-4H-chromen-4-one 600151-65-3 C16H11FO3
2-(4-fluorophenyl)-3-hydroxy-8-methyl-4H-chromen-4-one
—— 7-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(2-hydroxyphenyl)diazen-1-yl]-4H-chromen-4-one 1565623-01-9 C21H14N2O5
7-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(2-hydroxyphenyl)diazen-1-yl]-4H-chromen-4-one
—— 3-(2-fluorophenyl)-3-(4-methoxyphenyl)-8-hydroxy-9-carbopropoxy-3H-naphtho[2,1-b]pyran 163672-89-7 C30H25FO5
3-(2-fluorophenyl)-3-(4-methoxyphenyl)-8-hydroxy-9-carbopropoxy-3H-naphtho[2,1-b]pyran
—— 2,9-dimethoxy-4b,9b-dihydro-4b,9b-dimethylbenzofuro<3,2-b>benzofuran 105314-88-3 C18H18O4
2,9-dimethoxy-4b,9b-dihydro-4b,9b-dimethylbenzofuro<3,2-b>benzofuran
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanyl-11-phenylspiro[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] 1263318-23-5 C50H48O3S
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanyl-11-phenylspiro[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]
—— Acetic acid (S)-7-acetoxy-2-(4-acetoxy-phenyl)-6,8-dimethyl-4-oxo-chroman-5-yl ester 24211-31-2 C23H22O8
Acetic acid (S)-7-acetoxy-2-(4-acetoxy-phenyl)-6,8-dimethyl-4-oxo-chroman-5-yl ester
—— 6-Carboxymethylflavon 50400-55-0 C17H12O4
6-Carboxymethylflavon
—— 7-n-Butoxy-3',4'-dimethoxy-flavonol 59880-48-7 C21H22O6
7-n-Butoxy-3',4'-dimethoxy-flavonol
—— ((2R,3S)-2-Phenyl-chroman-3-yl)-(2-pyrrolidin-1-yl-ethyl)-amine 81289-33-0 C21H26N2O
((2R,3S)-2-Phenyl-chroman-3-yl)-(2-pyrrolidin-1-yl-ethyl)-amine
—— N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(4-chlorobenzohydrazide) 1352172-03-2 C41H28Cl2N4O3
N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(4-chlorobenzohydrazide)
—— 5-methoxy-8-methyl-2,4-diphenyl-chromen-7-one 855286-14-5 C23H18O3
5-methoxy-8-methyl-2,4-diphenyl-chromen-7-one
—— 4',5-dihydroxy-2',3',6,6',7-pentamethoxyflavone 105827-14-3 C20H20O9
4',5-dihydroxy-2',3',6,6',7-pentamethoxyflavone
—— 2-[4-[2-(diethylamino)ethoxy]benzoyl]-3-methyl-7-phenylfuro[3,2-g]chromen-5-one 108142-01-4 C31H29NO5
2-[4-[2-(diethylamino)ethoxy]benzoyl]-3-methyl-7-phenylfuro[3,2-g]chromen-5-one
—— N-((2R,3R)-8-Methoxy-2-phenyl-chroman-3-yl)-hydroxylamine 112513-95-8 C16H17NO3
N-((2R,3R)-8-Methoxy-2-phenyl-chroman-3-yl)-hydroxylamine
—— (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(hydroxy)benzoate 1338810-02-8 C32H28O14
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(hydroxy)benzoate
—— 2-(4-hydroxy-3-methoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 67718-32-5 C19H18O7
2-(4-hydroxy-3-methoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one
—— 8,8-dimethyl-5-methoxy-2-(2',4'-dimethoxyphenyl)-4H,8H-benzo<1,2-b:3,4-b'>dipyran-4-one 128031-10-7 C23H22O6
8,8-dimethyl-5-methoxy-2-(2',4'-dimethoxyphenyl)-4H,8H-benzo<1,2-b:3,4-b'>dipyran-4-one
—— (2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-5,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,3'-diol 105487-44-3 C38H42O12
(2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-5,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,3'-diol
—— Acetic acid 1-cyano-2-phenyl-7aH-7-oxa-cyclobuta[a]inden-2a-yl ester 65933-85-9 C19H13NO3
Acetic acid 1-cyano-2-phenyl-7aH-7-oxa-cyclobuta[a]inden-2a-yl ester
—— Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2R,3S,4R,5S,6S)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 67322-37-6 C48H56O26
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2R,3S,4R,5S,6S)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— (S)-9-((R)-1,2-Dihydroxy-2-methyl-propyl)-5-methoxy-2-phenyl-8,9-dihydro-furo[2,3-h]chromen-4-one 70270-40-5 C22H22O6
(S)-9-((R)-1,2-Dihydroxy-2-methyl-propyl)-5-methoxy-2-phenyl-8,9-dihydro-furo[2,3-h]chromen-4-one
—— 10-chloro-9-hydroxy-5-(3,4-difluorophenyl)-2,2,4-trimethyl-1H-2,5-dihydro[1]benzopyrano[3,4-f]quinoline 389090-76-0 C25H20ClF2NO2
10-chloro-9-hydroxy-5-(3,4-difluorophenyl)-2,2,4-trimethyl-1H-2,5-dihydro[1]benzopyrano[3,4-f]quinoline
—— 4α-(o-hydroxyphenyl)flavan 89840-18-6 C21H18O2
4α-(o-hydroxyphenyl)flavan
—— 1618096-20-0 C25H22O7
—— 3-(4-butoxyphenyl)-3-(4-methoxyphenyl)-5,7-difluoro-11-hydroxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-78-6 C39H34F2O4
3-(4-butoxyphenyl)-3-(4-methoxyphenyl)-5,7-difluoro-11-hydroxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— (2R)-5,7-dimethoxy-2r-(4-methoxy-phenyl)-3c-phenyloxoacetyloxy-chroman 114160-00-8 C26H24O7
(2R)-5,7-dimethoxy-2r-(4-methoxy-phenyl)-3c-phenyloxoacetyloxy-chroman
—— Salz 97357-51-2 C9H10N4O4*C19H19NO3
Salz
—— 6-chloro-8-(2-methoxycarbonylethenyl)-flavone 901768-80-7 C19H13ClO4
6-chloro-8-(2-methoxycarbonylethenyl)-flavone
—— (S)-4-(4-oxochroman-2-yl)benzonitrile 1315334-80-5 C16H11NO2
(S)-4-(4-oxochroman-2-yl)benzonitrile
—— (2R,3R)-cis-3',4'-methylenedioxyflavan-3-ol 1196870-38-8 C16H14O4
(2R,3R)-cis-3',4'-methylenedioxyflavan-3-ol
—— 2-((2R,3R,4R,5S)-5,9-Dimethoxy-3,4-dimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-2-yl)-6-methoxy-phenol 88865-26-3 C21H26O5
2-((2R,3R,4R,5S)-5,9-Dimethoxy-3,4-dimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-2-yl)-6-methoxy-phenol
—— 1-{4-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 67322-36-5 C28H36O16
1-{4-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
—— (2S,3R,4S,5S,6R)-2-[(2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-3,3'-dihydroxy-5,5',7'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-7-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 105351-65-3 C43H50O17
(2S,3R,4S,5S,6R)-2-[(2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-3,3'-dihydroxy-5,5',7'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-7-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
—— 6-carboxy-2'-(2-hydroxy-ethoxy)-flavone 57009-24-2 C18H14O6
6-carboxy-2'-(2-hydroxy-ethoxy)-flavone
—— Acetic acid 5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester 67197-58-4 C19H16O7
Acetic acid 5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester
—— 5-Hydroxy-7-methoxy-6-prenylflavon 50678-94-9 C21H20O4
5-Hydroxy-7-methoxy-6-prenylflavon
—— Cyanidin-3-o-rhamnoside 768299-10-1 C21H21O10+
Cyanidin-3-o-rhamnoside
—— 1462876-36-3 C32H20Cl2O7
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21-phenoxyspiro[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] 1268817-04-4 C50H46O6
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21-phenoxyspiro[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]
—— 88038-14-6 C75H78O24
—— 2-methyl-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429326-77-1 C22H18O2
2-methyl-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 3-(allyloxy)-2-(2'-methoxyphenyl)-4H-chromen-4-one 1233689-19-4 C19H16O4
3-(allyloxy)-2-(2'-methoxyphenyl)-4H-chromen-4-one
—— [(2R,3S,4S)-4-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-8-yl]-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl] acetate 1429125-64-3 C95H82O14
[(2R,3S,4S)-4-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-8-yl]-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl] acetate