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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
—— 4-[4-(18,18,19,19-Tetramethyl-13-phenyl-5,7,12-trioxahexacyclo[15.8.0.02,10.04,8.011,16.020,25]pentacosa-1(17),2,4(8),9,11(16),14,20,22,24-nonaen-13-yl)phenyl]morpholine 945425-14-9 C42H39NO4
4-[4-(18,18,19,19-Tetramethyl-13-phenyl-5,7,12-trioxahexacyclo[15.8.0.02,10.04,8.011,16.020,25]pentacosa-1(17),2,4(8),9,11(16),14,20,22,24-nonaen-13-yl)phenyl]morpholine
—— 2-[4,5,6,2',3',4'-Hexahydroxy-6'-((2R,3R)-3,5,7-trihydroxy-chroman-2-yl)-biphenyl-2-yl]-3,5,7-trihydroxy-chromen-4-one 143884-00-8 C30H22O15
2-[4,5,6,2',3',4'-Hexahydroxy-6'-((2R,3R)-3,5,7-trihydroxy-chroman-2-yl)-biphenyl-2-yl]-3,5,7-trihydroxy-chromen-4-one
—— 7-Allyloxy-2-(4-chloro-phenyl)-chromen-4-one 185339-70-2 C18H13ClO3
7-Allyloxy-2-(4-chloro-phenyl)-chromen-4-one
—— (R)-2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-chroman 1309652-10-5 C21H25BO3
(R)-2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-chroman
—— 4α-Phenylsulfonyl-flavan 55539-40-7 C21H18O3S
4α-Phenylsulfonyl-flavan
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)aniline 373631-20-0 C28H25NO4
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)aniline
—— 5,7-Di-O-Benzyl-3',4',5'-trimethoxy-flavanon 62252-09-9 C32H30O7
5,7-Di-O-Benzyl-3',4',5'-trimethoxy-flavanon
—— Haplanthin 62346-16-1 C22H24O10
Haplanthin
—— Triacetylsophoronol 62499-00-7 C27H26O10
Triacetylsophoronol
—— Dolabriproanthocyanidin-pentadecaacetat 61671-08-7 C75H68O33
Dolabriproanthocyanidin-pentadecaacetat
—— 59269-62-4 C29H22O8
—— 3,6,8,4'-Tetramethoxy-5,7-diacetoxy-flavon 50461-87-5 C23H22O10
3,6,8,4'-Tetramethoxy-5,7-diacetoxy-flavon
—— 3-(3,4-Dimethoxy-phenyl)-3-hydroxy-2-[2-methoxymethoxy-4-(3,5,7-trimethoxy-4-oxo-4H-chromen-2-yl)-phenoxy]-propionic acid ethyl ester 56606-58-7 C33H36O13
3-(3,4-Dimethoxy-phenyl)-3-hydroxy-2-[2-methoxymethoxy-4-(3,5,7-trimethoxy-4-oxo-4H-chromen-2-yl)-phenoxy]-propionic acid ethyl ester
—— 1224255-90-6 C25H24O10
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-thiophene-2-sulfonamide 373631-29-9 C26H23NO6S2
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-thiophene-2-sulfonamide
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2-methylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-42-6 C46H43NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2-methylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 85802-39-7 C57H62O12
—— [5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromen-8-yl]-acetic acid 855462-43-0 C19H16O7
[5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromen-8-yl]-acetic acid
—— 6-bromo-2,2-diphenyl-8-methyl-2H-1-benzopyran 949111-77-7 C22H17BrO
6-bromo-2,2-diphenyl-8-methyl-2H-1-benzopyran
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-benzylaniline 373631-24-4 C35H31NO4
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-benzylaniline
—— 3-methyl-4'-n-octylflavone-8-carboxylic acid N,N-diethylamide 90102-42-4 C29H37NO3
3-methyl-4'-n-octylflavone-8-carboxylic acid N,N-diethylamide
—— 2-(3,4-Dimethoxy-phenyl)-6-methoxy-3-oxo-2,3-dihydro-benzofuran-2-carboxylic acid allyl ester 132835-33-7 C21H20O7
2-(3,4-Dimethoxy-phenyl)-6-methoxy-3-oxo-2,3-dihydro-benzofuran-2-carboxylic acid allyl ester
—— 6,8-dichloro-2-(2-hydroxyphenyl)-4H-chromen-4-one 107917-85-1 C15H8Cl2O3
6,8-dichloro-2-(2-hydroxyphenyl)-4H-chromen-4-one
—— 3',4'-bis(benzyloxy)-5-(hexyloxy)-3,6,7-trimethoxyflavone 134082-42-1 C38H40O8
3',4'-bis(benzyloxy)-5-(hexyloxy)-3,6,7-trimethoxyflavone
—— 2-(4-Benzyloxy-3-methoxymethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 56606-55-4 C27H26O8
2-(4-Benzyloxy-3-methoxymethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— (Ξ)-5,7-bis-β-D-glucopyranosyloxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one 5180-67-6 C28H34O16
(Ξ)-5,7-bis-β-D-glucopyranosyloxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
—— 7-O-Methylgossypetin-3-rhamnosid-acetat 56768-34-4 C36H36O19
7-O-Methylgossypetin-3-rhamnosid-acetat
—— 4,9,10-trimethoxy-1-(3,5,7-trimethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzo[<i>c</i>]chromen-6-one 57371-19-4 C28H24O10
4,9,10-trimethoxy-1-(3,5,7-trimethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzo[<i>c</i>]chromen-6-one
—— 3,3-bis(4-methoxyphenyl)-7-methoxy-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1380687-80-8 C37H32O4
3,3-bis(4-methoxyphenyl)-7-methoxy-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— Acetic acid 7-benzyloxy-2-(4-benzyloxy-phenyl)-3-[(2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3R,4R,5S)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4-oxo-4H-chromen-5-yl ester 58699-67-5 C54H54O22
Acetic acid 7-benzyloxy-2-(4-benzyloxy-phenyl)-3-[(2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-((2S,3R,4R,5S)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4-oxo-4H-chromen-5-yl ester
—— (2S,3S,4R,4aS)-ethyl 3-cyano-2-(2-oxopropyl)-4-phenyl-2,3,4,4a-tetrahydrodiben zo[b,d]furan-3-carboxylate 1612794-78-1 C25H23NO4
(2S,3S,4R,4aS)-ethyl 3-cyano-2-(2-oxopropyl)-4-phenyl-2,3,4,4a-tetrahydrodiben zo[b,d]furan-3-carboxylate
—— 2-((2S,4R)-2-Phenyl-chroman-4-yl)-benzene-1,3,5-triol 61540-98-5 C21H18O4
2-((2S,4R)-2-Phenyl-chroman-4-yl)-benzene-1,3,5-triol
—— Centaureidin-triacetat 17313-54-1 C24H22O11
Centaureidin-triacetat
—— 6-[(E)-2-(4-chlorophenyl)diazen-1-yl]-7-hydroxy-2-phenyl-4H-chromen-4-one 1565623-03-1 C21H13ClN2O3
6-[(E)-2-(4-chlorophenyl)diazen-1-yl]-7-hydroxy-2-phenyl-4H-chromen-4-one
—— 5-Hydroxy-7-O-benzyl-3',4',5'-trimethoxy-flavanon 62287-43-8 C25H24O7
5-Hydroxy-7-O-benzyl-3',4',5'-trimethoxy-flavanon
—— 5,7-Dihydroxy-6-C-prenyl-3',4',5'-trimethyoxyflavanon 62252-15-7 C23H26O7
5,7-Dihydroxy-6-C-prenyl-3',4',5'-trimethyoxyflavanon
—— 55850-48-1 C47H50N4O
—— 2,2-Diphenyl-chroman-3,4-dion 4970-20-1 C21H14O3
2,2-Diphenyl-chroman-3,4-dion
—— [(2S,3R,4R)-4-acetyloxy-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] acetate 131348-64-6 C22H24O8
[(2S,3R,4R)-4-acetyloxy-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— 7-(allyloxy)-5-methoxy-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde 1616883-51-2 C20H16O5
7-(allyloxy)-5-methoxy-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde
—— 3-acetylkaranjin 84898-37-3 C19H12O5
3-acetylkaranjin
—— 4-oxo-2-(pentafluorophenyl)-4H-1-benzopyran-8-acetic acid 131401-98-4 C17H7F5O4
4-oxo-2-(pentafluorophenyl)-4H-1-benzopyran-8-acetic acid
—— 4'-(benzyloxy)-3,5,7-trimethoxyflavone 132020-80-5 C25H22O6
4'-(benzyloxy)-3,5,7-trimethoxyflavone
—— 7-hydroxy-6-[(E)-2-(2-methoxyphenyl)diazen-1-yl]-2-phenyl-4H-chromen-4-one 1565622-92-5 C22H16N2O4
7-hydroxy-6-[(E)-2-(2-methoxyphenyl)diazen-1-yl]-2-phenyl-4H-chromen-4-one
—— Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-7,8-dimethoxy-4-oxo-4H-chromen-5-yl ester 67718-33-6 C22H20O9
Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-7,8-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— 5,6-dihydroxy-3,4',8-trimethoxyflavone diacetate 62953-01-9 C22H20O9
5,6-dihydroxy-3,4',8-trimethoxyflavone diacetate
—— 1309871-97-3 C129H110O18
—— 3'-Benzyloxy-7,4-dimethoxyflavon 57710-98-2 C24H20O5
3'-Benzyloxy-7,4-dimethoxyflavon
—— 3-hydroxy-2-(2-hydroxymethyl-3,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one 58544-76-6 C19H18O7
3-hydroxy-2-(2-hydroxymethyl-3,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea 373632-53-2 C25H24F2N2O4S
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea