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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-methyl-7-phenyl-2-[4-(2-piperidin-1-ylethoxy)benzoyl]furo[3,2-g]chromen-5-one 108142-03-6 C32H29NO5
3-methyl-7-phenyl-2-[4-(2-piperidin-1-ylethoxy)benzoyl]furo[3,2-g]chromen-5-one
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl beta-L-arabinofuranoside 66454-63-5 C20H22O10
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl beta-L-arabinofuranoside
—— 5-(4-bromophenyl)-2-(4-fluorophenyl)-6-[(E)-3-(4-fluorophenyl)acryloyl]-7-methylchroman-4-one 1365935-20-1 C31H21BrF2O3
5-(4-bromophenyl)-2-(4-fluorophenyl)-6-[(E)-3-(4-fluorophenyl)acryloyl]-7-methylchroman-4-one
—— (2S,3S,4S,5R,6S)-6-{3,5-Dihydroxy-4-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-phenoxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid 929051-24-1 C21H20O11
(2S,3S,4S,5R,6S)-6-{3,5-Dihydroxy-4-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-phenoxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid
—— 8-methyl-2-phenyl-3,11-dihydro-2H-pyrano[2,3-a]carbazol-4-one 875535-11-8 C22H17NO2
8-methyl-2-phenyl-3,11-dihydro-2H-pyrano[2,3-a]carbazol-4-one
—— (2R,3R)-methyl 3-fluoro-4-oxo-2-phenyl-3,4-dihydro-2H-chromene-3-carboxylate 1207514-97-3 C17H13FO4
(2R,3R)-methyl 3-fluoro-4-oxo-2-phenyl-3,4-dihydro-2H-chromene-3-carboxylate
—— khonklonginol B 1159909-60-0 C26H28O6
khonklonginol B
—— epicatechin-(4β->6)-epicatechin-3-O-gallate-peracetate 1262408-90-1 C61H54O28
epicatechin-(4β->6)-epicatechin-3-O-gallate-peracetate
—— 18-Methoxy-4,4-bis(4-methylphenyl)-3-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),5,8,10,12,15(20),16,18-nonaene 1194840-27-1 C36H30O2
18-Methoxy-4,4-bis(4-methylphenyl)-3-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),5,8,10,12,15(20),16,18-nonaene
—— 5,7-diacetoxy-6-diacetoxymethyl-8-methyl-2-phenyl-chromen-4-one 59677-79-1 C25H22O10
5,7-diacetoxy-6-diacetoxymethyl-8-methyl-2-phenyl-chromen-4-one
—— (S)-ethyl 4-(3-chlorophenyl)-6-hydroxy-3,4-dihydro-2H-pyran-5-carboxylate 1332624-52-8 C14H15ClO4
(S)-ethyl 4-(3-chlorophenyl)-6-hydroxy-3,4-dihydro-2H-pyran-5-carboxylate
—— (2R,3R)-3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-(methoxymethoxy)chromane 1365537-69-4 C45H42O7
(2R,3R)-3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-(methoxymethoxy)chromane
—— 5-O-Demethylpolystachin 70270-42-7 C25H24O8
5-O-Demethylpolystachin
—— (2R,3R:8S,9R,10R)-3,5,9-Trihydroxy-2,8-bis-(3,4-dihydroxyphenyl)-10-(2,4,6-trihydroxyphenyl)-2,3-cis-8,9-trans-9,10-cis-3,4,9,10-tetrahydro-2H,8H-pyrano<2,3-h>chromene 130999-36-9 C30H26O12
(2R,3R:8S,9R,10R)-3,5,9-Trihydroxy-2,8-bis-(3,4-dihydroxyphenyl)-10-(2,4,6-trihydroxyphenyl)-2,3-cis-8,9-trans-9,10-cis-3,4,9,10-tetrahydro-2H,8H-pyrano<2,3-h>chromene
—— [5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl] phenyl carbonate 1416850-05-9 C22H16O7
[5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl] phenyl carbonate
—— 2-{(3S,4S)-4-[(2R,3S)-2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-6-yl]-3-formyl-5,6,7-trimethoxy-1-oxo-isochroman-8-yl}-3,4,5-trimethoxy-benzoic acid methyl ester 97775-96-7 C43H46O17
2-{(3S,4S)-4-[(2R,3S)-2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-6-yl]-3-formyl-5,6,7-trimethoxy-1-oxo-isochroman-8-yl}-3,4,5-trimethoxy-benzoic acid methyl ester
—— (E)-N-tert-butyl-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide 1412411-01-8 C22H21NO5
(E)-N-tert-butyl-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)acrylamide
—— 2-{3-acetoxy-4-[(2-methylbut-3-en-2-yl)oxy]phenyl}-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate 1621401-92-0 C28H28O11
2-{3-acetoxy-4-[(2-methylbut-3-en-2-yl)oxy]phenyl}-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate
—— 1198053-62-1 C21H15ClO4
—— 3-bromo-4'-methoxy-6-methylflavone 35947-90-1 C17H13BrO3
3-bromo-4'-methoxy-6-methylflavone
—— 7-hydroxy-4-oxo-2-phenyl-chroman-6-carboxylic acid 67883-98-1 C16H12O5
7-hydroxy-4-oxo-2-phenyl-chroman-6-carboxylic acid
—— 4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(4-methylbenzoate) 1244966-65-1 C31H22O6
4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(4-methylbenzoate)
—— 3-Hydroxy-7-methoxyflavone 3-glucuronide 1242087-48-4 C22H20O10
3-Hydroxy-7-methoxyflavone 3-glucuronide
—— (2S,3R)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2-hydroxyethoxy)chroman-3-yl acetate 888026-45-7 C33H32O7
(2S,3R)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2-hydroxyethoxy)chroman-3-yl acetate
—— 6-Brom-8-methoxy-3-nitro-2-m-nitrophenyl-Δ<sup>3</sup>-chromen 57544-28-2 C16H11BrN2O6
6-Brom-8-methoxy-3-nitro-2-m-nitrophenyl-Δ<sup>3</sup>-chromen
—— 2-(3-benzyloxy-4,5-dimethoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one 64030-55-3 C27H26O9
2-(3-benzyloxy-4,5-dimethoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one
—— (2R,3S,4R,5S,6R)-2-[4-Hydroxy-5,7-dimethoxy-2-(4-methoxy-phenyl)-chroman-3-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol 69415-93-6 C24H30O10
(2R,3S,4R,5S,6R)-2-[4-Hydroxy-5,7-dimethoxy-2-(4-methoxy-phenyl)-chroman-3-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol
—— 1198053-65-4 C29H19ClO4
—— 1311276-99-9 C27H29N3O3
—— 3-hydroxy-2-(4-hydroxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 58539-90-5 C16H10O6
3-hydroxy-2-(4-hydroxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,8)-tetra-O-methyl-3-O-galloyl-(+)-catechin 117479-73-9 C49H52O16
tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,8)-tetra-O-methyl-3-O-galloyl-(+)-catechin
—— 7-(3-bromopropoxy)-2-(4-(dimethylamino)phenyl)-4H-chromen-4-one 1489101-89-4 C20H20BrNO3
7-(3-bromopropoxy)-2-(4-(dimethylamino)phenyl)-4H-chromen-4-one
—— 9-ethyl-7-imino-10-methyl-6a-nitro-6-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile 1248412-57-8 C23H21N3O3
9-ethyl-7-imino-10-methyl-6a-nitro-6-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile
—— 4,4',6'-Trihydroxy-2'-(3-O-methyl-β-D-glucopyranosyloxy)-dihydrochalkon 40529-43-9 C22H26O10
4,4',6'-Trihydroxy-2'-(3-O-methyl-β-D-glucopyranosyloxy)-dihydrochalkon
—— (E)-3-Thiophen-2-yl-acrylic acid 3,3-diphenyl-3H-benzo[f]chromen-9-yl ester 211796-95-1 C32H22O3S
(E)-3-Thiophen-2-yl-acrylic acid 3,3-diphenyl-3H-benzo[f]chromen-9-yl ester
—— (2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-glucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside 917563-36-1 C29H34O16
(2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-glucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside
—— Isoswertiajaponin 7648-79-5 C22H22O11
Isoswertiajaponin
—— 2-p-Chlorphenyl-6,7-dimethyl-3-nitro-Δ<sup>3</sup>-chromen 57544-21-5 C17H14ClNO3
2-p-Chlorphenyl-6,7-dimethyl-3-nitro-Δ<sup>3</sup>-chromen
—— 1333244-74-8 C19H12Cl2N2O2
—— 4-(4-methoxybenzylidene)-1-(4-oxo-2-phenyl-4H-chromen-6-yl)-2-phenyl-1H-imidazol-5-one 1422722-55-1 C32H22N2O4
4-(4-methoxybenzylidene)-1-(4-oxo-2-phenyl-4H-chromen-6-yl)-2-phenyl-1H-imidazol-5-one
—— TGX-258 663620-28-8 C21H15NO2
TGX-258
—— 21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,24-trioxahexacyclo[15.9.0.02,10.03,8.011,16.019,25]hexacosa-1(26),2(10),3,5,7,11(16),12,17,19(25)-nonaene-9,3'-cyclohexane] 1268817-16-8 C47H48O6
21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,24-trioxahexacyclo[15.9.0.02,10.03,8.011,16.019,25]hexacosa-1(26),2(10),3,5,7,11(16),12,17,19(25)-nonaene-9,3'-cyclohexane]
—— 1-methyl-8,16-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaene 25297-04-5 C16H14O2
1-methyl-8,16-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaene
—— (2S)-2-[2-[(E)-7-azido-3,7-dimethyloct-2-enyl]-3,4-dimethoxyphenyl]-6-(3-azido-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one 1130021-53-2 C34H46N6O6
(2S)-2-[2-[(E)-7-azido-3,7-dimethyloct-2-enyl]-3,4-dimethoxyphenyl]-6-(3-azido-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one
—— 3-Methyl-7-(3-isopropylamino-2-hydroxypropoxy) flavone hydrochloride 38186-01-5 C22H25NO4*ClH
3-Methyl-7-(3-isopropylamino-2-hydroxypropoxy) flavone hydrochloride
—— Dihydrosophoronol 62499-03-0 C21H22O7
Dihydrosophoronol
—— (2S,3R)-3-[(2S,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one 89618-14-4 C32H26O10
(2S,3R)-3-[(2S,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— isonitrosoflavanone acetate 33096-76-3 C17H13NO4
isonitrosoflavanone acetate
—— 3,8-dimethoxy-6,6-diphenyl-6H-benzo[c]chromene 1569315-66-7 C27H22O3
3,8-dimethoxy-6,6-diphenyl-6H-benzo[c]chromene
—— epiafzelechin-(4β->8)-epicatechin-3-O-gallate-peracetate 1262408-74-1 C59H52O26
epiafzelechin-(4β->8)-epicatechin-3-O-gallate-peracetate