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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
—— 5.7-Diacetoxy-8-allyl-flavon 15067-77-3 C22H18O6
5.7-Diacetoxy-8-allyl-flavon
—— 3'-nitrorhoifolin 890661-82-2 C27H29NO16
3'-nitrorhoifolin
—— Acetic acid (S)-2-(4-acetoxy-phenyl)-7-methoxy-chroman-5-yl ester 88607-72-1 C20H20O6
Acetic acid (S)-2-(4-acetoxy-phenyl)-7-methoxy-chroman-5-yl ester
—— 1,2,3,9-tetrahydro-9-(S)-(+)-[4-[2-(1-piperidinyl)ethoxy]phenyl]-[1]benzopyrano[4,3-e][1]benzoxocin-6,12-diol 554431-93-5 C31H33NO5
1,2,3,9-tetrahydro-9-(S)-(+)-[4-[2-(1-piperidinyl)ethoxy]phenyl]-[1]benzopyrano[4,3-e][1]benzoxocin-6,12-diol
—— Acetic acid 5-acetoxy-8-[2-acetoxy-5-(5,7-diacetoxy-4-oxo-chroman-2-yl)-phenyl]-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yl ester 52936-82-0 C42H32O16
Acetic acid 5-acetoxy-8-[2-acetoxy-5-(5,7-diacetoxy-4-oxo-chroman-2-yl)-phenyl]-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yl ester
—— 3,7-Dihydroxy-5,8,3'-trimethoxy-4'-benzyloxyflavon 5946-74-7 C25H22O8
3,7-Dihydroxy-5,8,3'-trimethoxy-4'-benzyloxyflavon
—— (2R,3R,4S,8R,9S)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 130878-02-3 C31H28O11
(2R,3R,4S,8R,9S)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— 3-Acetoxy-2'.4'.6'.7-tetramethyl-flavon 2552-67-2 C21H20O4
3-Acetoxy-2'.4'.6'.7-tetramethyl-flavon
—— Bis-<5,6-benzoflavan-4-on>-hydrazon 2874-50-2 C38H28N2O2
Bis-<5,6-benzoflavan-4-on>-hydrazon
—— 2-phenyl-3-(4-pyridin-2-yl-piperazin-1-ylmethyl)-chromen-4-one 21826-23-3 C25H23N3O2
2-phenyl-3-(4-pyridin-2-yl-piperazin-1-ylmethyl)-chromen-4-one
—— 5,6,7-trihydroxy-2-(4-hydroxy-phenyl)-chromenylium; iodide 97320-41-7 C15H11O5*I
5,6,7-trihydroxy-2-(4-hydroxy-phenyl)-chromenylium; iodide
—— 5-methoxy-2'-nitroflavone 953129-66-3 C16H11NO5
5-methoxy-2'-nitroflavone
—— delphinidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(trans-p-coumaroyl)-β-glucopyranoside]-5-O-β-glucopyranoside 1346257-28-0 C41H45O23
delphinidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(trans-p-coumaroyl)-β-glucopyranoside]-5-O-β-glucopyranoside
—— 3-(4''-methoxybenzylidene)-2-(4'-methoxyphenyl)-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one 111599-79-2 C25H22O5
3-(4''-methoxybenzylidene)-2-(4'-methoxyphenyl)-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one
—— 25763-70-6 C57H62O18
—— 8-bromo-5,7-dimethoxy-2-phenyl-chroman-4-one 93329-58-9 C17H15BrO4
8-bromo-5,7-dimethoxy-2-phenyl-chroman-4-one
—— 5,7-Dihydroxy-2-(4-iodophenyl)-3-methoxychromen-4-one 328548-24-9 C16H11IO5
5,7-Dihydroxy-2-(4-iodophenyl)-3-methoxychromen-4-one
—— luteolin glucocapriate 1374960-72-1 C31H38O12
luteolin glucocapriate
—— ent-abyssinone IV 4'-OMe 1184961-95-2 C26H30O4
ent-abyssinone IV 4'-OMe
—— 4-(5-acetoxy-7-(benzyloxy)-4-oxochroman-2-yl)phenyl acetate 1253227-70-1 C26H22O7
4-(5-acetoxy-7-(benzyloxy)-4-oxochroman-2-yl)phenyl acetate
—— 6-C-(1,1-dimethyl-2-propen-1-yl)norwogonin 146195-89-3 C20H18O5
6-C-(1,1-dimethyl-2-propen-1-yl)norwogonin
—— 5-Hydroxy-2-(4-methoxy-3-propoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-07-2 C22H24O8
5-Hydroxy-2-(4-methoxy-3-propoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— 2-<Benzo<1,3>dioxol-5-yl>-3,6,7,8-tetramethoxy-5-acetoxy-chromen-4-on 5071-49-8 C22H20O10
2-<Benzo<1,3>dioxol-5-yl>-3,6,7,8-tetramethoxy-5-acetoxy-chromen-4-on
—— Tamarixetin-7-neohesperidosid 28383-43-9 C28H32O16
Tamarixetin-7-neohesperidosid
—— 2-(4-Benzyloxy-phenyl)-3-methoxy-6-nitro-chromen-4-one 132020-78-1 C23H17NO6
2-(4-Benzyloxy-phenyl)-3-methoxy-6-nitro-chromen-4-one
—— 6-iodo-3',4',5,7-tetramethoxyluteolin 1192850-60-4 C19H17IO6
6-iodo-3',4',5,7-tetramethoxyluteolin
—— 5-carboxymethoxy-7-(2,3-dihydroxypropoxy)-2-(3-carboxymethoxy-4-methoxy-2-propylphenyl)-4H-1-benzopyran-4-one 198886-19-0 C26H28O12
5-carboxymethoxy-7-(2,3-dihydroxypropoxy)-2-(3-carboxymethoxy-4-methoxy-2-propylphenyl)-4H-1-benzopyran-4-one
—— 7,4'-Dimethoxy-6,8-dijod-flavon 4253-17-2 C17H12I2O4
7,4'-Dimethoxy-6,8-dijod-flavon
—— 5-Hydroxy-2-(3-isopropylcarbonyloxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178366-95-5 C23H24O9
5-Hydroxy-2-(3-isopropylcarbonyloxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— Tri-O-acetyl-tamaraxin 31015-80-2 C28H28O15
Tri-O-acetyl-tamaraxin
—— 5,7-dihydroxy-2-phenyl-6-(piperidin-1-ylmethyl)-4H-chromen-4-one 67088-21-5 C21H21NO4
5,7-dihydroxy-2-phenyl-6-(piperidin-1-ylmethyl)-4H-chromen-4-one
—— benzyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate 1607814-68-5 C23H16O4
benzyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate
—— naringenin 7-O-(2-O-β-D-fucopyranosyl-β-D-galactopyranoside) 88294-39-7 C27H32O14
naringenin 7-O-(2-O-β-D-fucopyranosyl-β-D-galactopyranoside)
—— gallomyricitrin peracetate 58902-88-8 C48H44O26
gallomyricitrin peracetate
—— 8-Allyl-2-(2,4,5-trimethoxy-phenyl)-chromen-4-one 198351-11-0 C21H20O5
8-Allyl-2-(2,4,5-trimethoxy-phenyl)-chromen-4-one
—— 5-Hydroxy-7-methoxy-6-(3-methyl-butylamino)-2-phenyl-chromen-4-one 272774-08-0 C21H23NO4
5-Hydroxy-7-methoxy-6-(3-methyl-butylamino)-2-phenyl-chromen-4-one
—— 401947-95-3 C19H14O5
—— (3R,4S)-3-(3,4-Dimethoxy-phenyl)-8-methoxy-5-methyl-4-phenyl-isochroman-1-one 119522-57-5 C25H24O5
(3R,4S)-3-(3,4-Dimethoxy-phenyl)-8-methoxy-5-methyl-4-phenyl-isochroman-1-one
—— 7-Methoxy-3-prenylflavon 65612-79-5 C21H20O3
7-Methoxy-3-prenylflavon
—— 2,2,3,3-Tetrakis-(2-methoxy-phenyl)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan 1793-12-0 C39H36O5
2,2,3,3-Tetrakis-(2-methoxy-phenyl)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan
—— Homoneohesperidin 19229-47-1 C29H36O15
Homoneohesperidin
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (4-methoxyphenyl) bis(2-chloroethyl)phosphoramidate 1254975-86-4 C26H24Cl2NO7P
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (4-methoxyphenyl) bis(2-chloroethyl)phosphoramidate
—— 5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl phosphoric acid dimethyl ester 1453477-46-7 C17H15O7P
5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl phosphoric acid dimethyl ester
—— 8-Chlor-6-fluor-4'-hydroxy-3'-methoxyflavanon 4257-31-2 C16H12ClFO4
8-Chlor-6-fluor-4'-hydroxy-3'-methoxyflavanon
—— 3-Acetoxy-2',5,6-trimethoxy-flavon 1248-24-4 C20H18O7
3-Acetoxy-2',5,6-trimethoxy-flavon
—— 4.4-Dibenzyl-flavan 2874-49-9 C29H26O
4.4-Dibenzyl-flavan
—— 2-(2-chlorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one 859505-55-8 C18H15ClO5
2-(2-chlorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one
—— 8-bromo-6-chloro-2-(3-methoxy-2-nitrophenyl)chromone 1621457-83-7 C16H9BrClNO5
8-bromo-6-chloro-2-(3-methoxy-2-nitrophenyl)chromone
—— Acetic acid (2S,4S)-2-hydroxy-2-phenyl-chroman-4-yl ester 192221-56-0 C17H16O4
Acetic acid (2S,4S)-2-hydroxy-2-phenyl-chroman-4-yl ester
—— 2'-Glucosyloxy-3,4,4',5,6'-pentahydroxy-chalkon 20126-64-1 C21H22O12
2'-Glucosyloxy-3,4,4',5,6'-pentahydroxy-chalkon