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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
—— opt.inakt.4-Hydroxy-4',7-dimethoxy-2-methyl-isoflavan 5093-56-1 C18H20O4
opt.inakt.4-Hydroxy-4',7-dimethoxy-2-methyl-isoflavan
—— (S)-3-acetyl-5-(2-(methylthio)ethyl)-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one 1402841-93-3 C23H21N3O4S
(S)-3-acetyl-5-(2-(methylthio)ethyl)-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one
—— 88038-13-5 C60H43Br5O24
—— 14',14'-Bis(4-methoxyphenyl)-21',21'-bis(2-methylphenyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-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] 1398417-21-4 C57H50O4S
14',14'-Bis(4-methoxyphenyl)-21',21'-bis(2-methylphenyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-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]
—— Dihydro-artocarpesin-tetramethylaether 3373-96-4 C24H28O6
Dihydro-artocarpesin-tetramethylaether
—— 5-Methoxy-8-(4-methoxy-phenyl)-2,2-dimethyl-2H-pyrano[2,3-f]chromen-10-one 143725-44-4 C22H20O5
5-Methoxy-8-(4-methoxy-phenyl)-2,2-dimethyl-2H-pyrano[2,3-f]chromen-10-one
—— 4'-benzyloxy-5,7,8,3',5'-pentamethoxyflavone 111670-53-2 C27H26O8
4'-benzyloxy-5,7,8,3',5'-pentamethoxyflavone
—— 3-<2-Aethoxy-benzyliden>-6-nitro-flavanon 18778-56-8 C24H19NO5
3-<2-Aethoxy-benzyliden>-6-nitro-flavanon
—— 3,6-diacetyl 7-hydroxy-3',4'-dimethoxy flavone 261167-19-5 C21H18O7
3,6-diacetyl 7-hydroxy-3',4'-dimethoxy flavone
—— Rhamnetin-3-benzoat 97191-87-2 C23H16O8
Rhamnetin-3-benzoat
—— Isomelacacidin 38081-17-3 C15H14O7
Isomelacacidin
—— 3-(2-Fluoro-benzyliden)-6-nitro-flavanon 18778-59-1 C22H14FNO4
3-(2-Fluoro-benzyliden)-6-nitro-flavanon
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-dodecyl-5,6,7-trimethoxy-chromen-4-one 134082-21-6 C44H52O7
2-(3,4-Bis-benzyloxy-phenyl)-3-dodecyl-5,6,7-trimethoxy-chromen-4-one
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl butyrate 1201807-96-6 C40H34O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl butyrate
—— 2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-pentyloxy-chromen-4-one 103777-10-2 C36H36O7
2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-pentyloxy-chromen-4-one
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-octyloxy-4H-chromen-4-one 1201808-04-9 C44H44O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-octyloxy-4H-chromen-4-one
—— ethyl 3-methyl-4'-n-pentylflavone-8-carboxylate 90102-37-7 C24H26O4
ethyl 3-methyl-4'-n-pentylflavone-8-carboxylate
—— 2'-isopropyloxy-3',4',5,6,6',7-hexamethoxyflavone 95412-52-5 C24H28O9
2'-isopropyloxy-3',4',5,6,6',7-hexamethoxyflavone
—— 7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chroman-4-ol 99100-14-8 C19H22O6
7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chroman-4-ol
—— 1421324-71-1 C15H8Br2N2O4
—— 2-deutero-4'-methoxyflav-3-ene 1346936-75-1 C16H14O2
2-deutero-4'-methoxyflav-3-ene
—— (2R,3S,4R)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-3-ol 78284-41-0 C26H28O7
(2R,3S,4R)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-3-ol
—— 6,8-Di-C,C-prenylnaringenindiacetat 68634-16-2 C29H32O7
6,8-Di-C,C-prenylnaringenindiacetat
—— 1242983-40-9 C23H24ClNO5
—— 8-{N-acetyl-2-[4-(2-methoxyphenyl)-1-piperazinyl]-ethylaminomethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-36-9 C32H35N3O4*ClH
8-{N-acetyl-2-[4-(2-methoxyphenyl)-1-piperazinyl]-ethylaminomethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 8-Fluor-4'-methoxy-flavonol 577-75-3 C16H11FO4
8-Fluor-4'-methoxy-flavonol
—— 3-Amino-3',4'-methylendioxy-flavon 92858-46-3 C16H11NO4
3-Amino-3',4'-methylendioxy-flavon
—— 1030624-93-1 C43H38O7
—— {7-Hydroxy-2-(4-hydroxy-phenyl)-5-methoxy-8-[3-(4-methoxy-phenyl)-propionyl]-chroman-3-yl}-acetaldehyde 132396-72-6 C28H28O7
{7-Hydroxy-2-(4-hydroxy-phenyl)-5-methoxy-8-[3-(4-methoxy-phenyl)-propionyl]-chroman-3-yl}-acetaldehyde
—— 4'-benzyloxy-3'-bromoflavonol 1017266-17-9 C22H15BrO4
4'-benzyloxy-3'-bromoflavonol
—— 3-Hydroxy-2-(2-hydroxyphenyl)-4,9-dihydrocyclohepta<b>pyran-4,9-dione 135328-41-5 C16H10O5
3-Hydroxy-2-(2-hydroxyphenyl)-4,9-dihydrocyclohepta<b>pyran-4,9-dione
—— (2S,3S,4R,7S,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol 127644-51-3 C30H26O10
(2S,3S,4R,7S,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol
—— 6-(bromomethyl)-2-(4-(dibutylamino)phenyl)-3-hydroxy-4H-chromen-4-one 495375-31-0 C24H28BrNO3
6-(bromomethyl)-2-(4-(dibutylamino)phenyl)-3-hydroxy-4H-chromen-4-one
—— 6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-2-(4-ethoxyphenyl)-4H-chromen-4-one 1459286-19-1 C23H26N2O3
6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-2-(4-ethoxyphenyl)-4H-chromen-4-one
—— 3-Hydroxy-5,7,3',4'-tetramethoxy-4-hydroximino-flavan 94311-82-7 C19H21NO7
3-Hydroxy-5,7,3',4'-tetramethoxy-4-hydroximino-flavan
—— 2',3,4'-trimethylflavone-8-carboxylic acid N-n-butyl-N-ethylamide 90102-21-9 C25H29NO3
2',3,4'-trimethylflavone-8-carboxylic acid N-n-butyl-N-ethylamide
—— 3'-bromo-4',7-dihydroxyflavanone 1262526-70-4 C15H11BrO4
3'-bromo-4',7-dihydroxyflavanone
—— 7-{3-[4-(4-chloro-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one 39576-89-1 C29H29ClN2O3
7-{3-[4-(4-chloro-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one
—— isorhamnetin-3-O-β-D-glucopyranoside 885458-68-4 C22H22O12
isorhamnetin-3-O-β-D-glucopyranoside
—— 3,6,4'-Trihydroxyflavone 3-glucuronide 1242087-64-4 C21H18O11
3,6,4'-Trihydroxyflavone 3-glucuronide
—— 3-Ethyl-8-propenyl-flavon 6608-27-1 C20H18O2
3-Ethyl-8-propenyl-flavon
—— Penta-O-acetyl-5'-hydroxy-(-)-epicatechin-4'-methylaether 17425-70-6 C26H26O12
Penta-O-acetyl-5'-hydroxy-(-)-epicatechin-4'-methylaether
—— 3-ethoxymethyl-8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran 188017-27-8 C33H37N3O5
3-ethoxymethyl-8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran
—— rubraflavone-A trimethyl ether 107390-72-7 C28H32O5
rubraflavone-A trimethyl ether
—— 5,7-Diallyloxy-3-methyl-3',4'-dimethoxy-flavon 22395-18-2 C24H24O6
5,7-Diallyloxy-3-methyl-3',4'-dimethoxy-flavon
—— 2-(4-methoxy-3-methylphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-30-6 C22H24N2O3
2-(4-methoxy-3-methylphenyl)-6-[(3R)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— 2,4-diiodo-6-methoxy-3-fluorone 142189-40-0 C14H8I2O3
2,4-diiodo-6-methoxy-3-fluorone
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl pentanoate 1201807-99-9 C41H36O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl pentanoate
—— 8-(4-(dimethylamino)-3,5-difluorophenyl)chromeno [8,7-d]imidazole-2,6(1H,3H)dione 1548406-43-4 C18H13F2N3O3
8-(4-(dimethylamino)-3,5-difluorophenyl)chromeno [8,7-d]imidazole-2,6(1H,3H)dione
—— 6a-(4-methoxyphenyl)-3-methyl-5,6a-dihydroisochromeno[3,4-b]chromene 1620151-55-4 C24H20O3
6a-(4-methoxyphenyl)-3-methyl-5,6a-dihydroisochromeno[3,4-b]chromene