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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
—— Limocitrol-4'benzylaether 1181-17-5 C25H22O9
Limocitrol-4'benzylaether
—— 2-[2-(2-ethoxy-ethoxy)-4-methoxy-phenyl]-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-99-5 C21H20O7
2-[2-(2-ethoxy-ethoxy)-4-methoxy-phenyl]-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— (E)-((3S,4R,6R)-6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(thiophen-2-yl)acrylate 1257529-62-6 C28H24O12S
(E)-((3S,4R,6R)-6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(thiophen-2-yl)acrylate
—— (-)-8-amino-2-phenyl-chroman-4-one 108536-30-7 C15H13NO2
(-)-8-amino-2-phenyl-chroman-4-one
—— 4-Ethoxycarbonylamino-8-methoxy-flavan 94311-60-1 C19H21NO4
4-Ethoxycarbonylamino-8-methoxy-flavan
—— 5-acetoxy-3,7-bis-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-chromen-4-one 103389-02-2 C39H32O8
5-acetoxy-3,7-bis-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-chromen-4-one
—— 21,21-Dicyclohexyl-14,14-bis(4-propoxyphenyl)spiro[15,22-dioxa-20-thiahexacyclo[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-9,1'-cyclooctane] 1398417-14-5 C58H66O4S
21,21-Dicyclohexyl-14,14-bis(4-propoxyphenyl)spiro[15,22-dioxa-20-thiahexacyclo[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-9,1'-cyclooctane]
—— 7-benzyloxy-5,8-dimethoxy-2-phenyl-chromen-4-one 742076-91-1 C24H20O5
7-benzyloxy-5,8-dimethoxy-2-phenyl-chromen-4-one
—— Phloretin 2a(2)-xyloglucoside 145758-09-4 C26H32O14
Phloretin 2a(2)-xyloglucoside
—— (-)-robinetinidol-(2β-7;4β-8)-(+)-catechin mono-O-methyl ether 130519-76-5 C31H26O12
(-)-robinetinidol-(2β-7;4β-8)-(+)-catechin mono-O-methyl ether
—— 1',1'-Diethyl-14,14-bis(4-methoxyphenyl)-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[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-9,4'-cyclohexane] 1398416-72-2 C50H54O4S
1',1'-Diethyl-14,14-bis(4-methoxyphenyl)-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[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-9,4'-cyclohexane]
—— 4-[4-[14-(4-Methoxyphenyl)-1',1'-dimethyl-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[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-9,4'-cyclohexane]-14-yl]phenyl]morpholine 1398417-05-4 C51H55NO4S
4-[4-[14-(4-Methoxyphenyl)-1',1'-dimethyl-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[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-9,4'-cyclohexane]-14-yl]phenyl]morpholine
—— 1417564-42-1 C17H13ClO4
—— 4-(4-Methoxy-phenyl)-flavan-4-ol 95625-83-5 C22H20O3
4-(4-Methoxy-phenyl)-flavan-4-ol
—— 3-Ethoxycarbonylmethoxy-4',7-dimethoxy-flavon 100268-50-6 C21H20O7
3-Ethoxycarbonylmethoxy-4',7-dimethoxy-flavon
—— 5,7,4'-Tribenzyl-3-acetyl-pelargidanolon 96810-69-4 C38H32O7
5,7,4'-Tribenzyl-3-acetyl-pelargidanolon
—— Acetic acid 7-acetoxy-2-(5-chloro-2-methoxy-phenyl)-3-methoxy-4-oxo-4H-chromen-5-yl ester 95055-81-5 C21H17ClO8
Acetic acid 7-acetoxy-2-(5-chloro-2-methoxy-phenyl)-3-methoxy-4-oxo-4H-chromen-5-yl ester
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]-1,3-oxazole-4-carboxamide 1219445-72-3 C20H11F3N2O4
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]-1,3-oxazole-4-carboxamide
—— 3'-Nitro-4',4'''-biflavonylether 25317-94-6 C30H17NO7
3'-Nitro-4',4'''-biflavonylether
—— Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester methyl ester 217634-89-4 C28H30O11
Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester methyl ester
—— cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-β-glucopyranosyl)-6-O-(trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] 777039-74-4 C56H59O30
cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-β-glucopyranosyl)-6-O-(trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside]
—— (+/-)-2-(3-amino-phenyl)-chroman-4-one 108536-47-6 C15H13NO2
(+/-)-2-(3-amino-phenyl)-chroman-4-one
—— 3-O-β-D-glucopyranosyl-4/-O-(3'''-O-dihydrophaseoyl-β-D-glucopyranosyl)rhamnocitrin 142449-94-3 C43H52O20
3-O-β-D-glucopyranosyl-4/-O-(3'''-O-dihydrophaseoyl-β-D-glucopyranosyl)rhamnocitrin
—— 2-(3,4-bis(methoxymethoxy)phenyl)-6,8-dibromo-3-hydroxy-4H-chromen-4-one 1609456-21-4 C19H16Br2O7
2-(3,4-bis(methoxymethoxy)phenyl)-6,8-dibromo-3-hydroxy-4H-chromen-4-one
—— 7-hydroxy-4'-methylflavylium tetrafluorborate 1310814-67-5 BF4*C16H13O2
7-hydroxy-4'-methylflavylium tetrafluorborate
—— 7-Benzyloxy-6-methoxyflavon 38070-96-1 C23H18O4
7-Benzyloxy-6-methoxyflavon
—— 5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-7-methoxyflavanone 749256-79-9 C52H42O15
5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-7-methoxyflavanone
—— diethyl [2-(1,3-benzodioxol-4-yl)-4-oxo-4H-chromen-3-yl]phosphonate 1375533-48-4 C20H19O7P
diethyl [2-(1,3-benzodioxol-4-yl)-4-oxo-4H-chromen-3-yl]phosphonate
—— 4'-trifluoroacetamidoflavone 1236769-79-1 C17H10F3NO3
4'-trifluoroacetamidoflavone
—— 2,3,8,9-tetramethoxy-6-methyl-6-phenyl-6H-benzo[c]chromene 1569315-53-2 C24H24O5
2,3,8,9-tetramethoxy-6-methyl-6-phenyl-6H-benzo[c]chromene
—— 1451375-25-9 C31H30FNO3
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15-oxa-20,22-dithiahexacyclo[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] 1398416-07-3 C44H42O3S2
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15-oxa-20,22-dithiahexacyclo[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]
—— (2R,3R,4S)-7-Methoxy-2-(4-methoxy-phenyl)-chroman-3,4-diol 113725-60-3 C17H18O5
(2R,3R,4S)-7-Methoxy-2-(4-methoxy-phenyl)-chroman-3,4-diol
—— 4-[4-[21,21-Dicyclohexyl-14-(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20-dioxa-22-thiahexacyclo[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]-14-yl]phenyl]morpholine 1398417-11-2 C59H67NO4S
4-[4-[21,21-Dicyclohexyl-14-(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20-dioxa-22-thiahexacyclo[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]-14-yl]phenyl]morpholine
—— (2<i>R</i>)-3<i>t</i>,7-Dimethoxy-2<i>r</i>-(3,4,5-trimethoxy-phenyl)-chroman 112864-91-2 C20H24O6
(2<i>R</i>)-3<i>t</i>,7-Dimethoxy-2<i>r</i>-(3,4,5-trimethoxy-phenyl)-chroman
—— 7-Chlor-6-acetamino-3-hydroxy-flavon 93260-74-3 C17H12ClNO4
7-Chlor-6-acetamino-3-hydroxy-flavon
—— 2-(4-benzyloxy-3-methoxy-phenyl)-5,7-diethoxy-3,6-dimethoxy-chromen-4-one 19722-81-7 C29H30O8
2-(4-benzyloxy-3-methoxy-phenyl)-5,7-diethoxy-3,6-dimethoxy-chromen-4-one
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-3-carboxamide 1219445-62-1 C22H13F3N2O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-3-carboxamide
—— Caryatin-triethylether 95442-47-0 C23H26O7
Caryatin-triethylether
—— 3'-Jod-5-benzoyloxy-4',7-dimethoxy-flavon 95490-19-0 C24H17IO6
3'-Jod-5-benzoyloxy-4',7-dimethoxy-flavon
—— 5,7-diacetoxy-3,8-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 62953-04-2 C24H24O11
5,7-diacetoxy-3,8-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 79180-37-3 C20H21ClO6
—— (+/-)-5,7-dihydroxy-2-phenyl-chroman-4-one-(2,4-dinitro-phenylhydrazone) 88687-68-7 C21H16N4O7
(+/-)-5,7-dihydroxy-2-phenyl-chroman-4-one-(2,4-dinitro-phenylhydrazone)
—— 6-Benzoyl-8-methyl-flavonol-acetat 95819-03-7 C25H18O5
6-Benzoyl-8-methyl-flavonol-acetat
—— 3'-Jod-5-hydroxy-4',7-dimethoxy-flavon 93324-62-0 C17H13IO5
3'-Jod-5-hydroxy-4',7-dimethoxy-flavon
—— ethyl 5-imino-2-methyl-4-phenyl-6-(2,4,6-tribromophenyl)-4H-pyrano[2,3-d]pyridazine-8-carboxylate 126837-61-4 C23H18Br3N3O3
ethyl 5-imino-2-methyl-4-phenyl-6-(2,4,6-tribromophenyl)-4H-pyrano[2,3-d]pyridazine-8-carboxylate
—— 5-hydroxy-3,8-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4<i>H</i>-chromene-6-carbaldehyde 853931-04-1 C21H20O9
5-hydroxy-3,8-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4<i>H</i>-chromene-6-carbaldehyde
—— 2,4-dinitro-1-(2-phenylchroman-6-yloxy)-benzene 488848-70-0 C21H16N2O6
2,4-dinitro-1-(2-phenylchroman-6-yloxy)-benzene
—— 2-(4'-fluorophenyl)-3-bromomethyl-5,7-bisacetoxy-4H-1-benzopyran-4-one 132313-31-6 C20H14BrFO6
2-(4'-fluorophenyl)-3-bromomethyl-5,7-bisacetoxy-4H-1-benzopyran-4-one
—— (+/-)-7-methoxymethoxy-3',4'-methylenedioxy-flavanone 1134396-29-4 C18H16O6
(+/-)-7-methoxymethoxy-3',4'-methylenedioxy-flavanone