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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
—— 7-<2-Diethylamino-ethoxy>-flavon 3353-56-8 C21H23NO3
7-<2-Diethylamino-ethoxy>-flavon
—— 6-Chloro-3-(4-chloro-benzyloxy)-2-phenyl-chromen-4-one 134145-80-5 C22H14Cl2O3
6-Chloro-3-(4-chloro-benzyloxy)-2-phenyl-chromen-4-one
—— 2-(3-fluoro-4-methoxyphenyl)-4H-chromen-4-one 884501-45-5 C16H11FO3
2-(3-fluoro-4-methoxyphenyl)-4H-chromen-4-one
—— (2R,3S,4S)-4,5,4'-trimethoxy-6,8-dimethyl-3,7-dihydroxy-flavan 74761-24-3 C20H24O6
(2R,3S,4S)-4,5,4'-trimethoxy-6,8-dimethyl-3,7-dihydroxy-flavan
—— [(2R,3R,4S)-4,7-dibenzoyloxy-5-methoxy-2-(4-methoxyphenyl)-6,8-dimethyl-3,4-dihydro-2H-chromen-3-yl] benzoate 74761-26-5 C40H34O9
[(2R,3R,4S)-4,7-dibenzoyloxy-5-methoxy-2-(4-methoxyphenyl)-6,8-dimethyl-3,4-dihydro-2H-chromen-3-yl] benzoate
—— (2R,3S,4S)-5,4'-dimethoxy-6,8-dimethyl-3,4,7-trihydroxy-flavan 74761-25-4 C19H22O6
(2R,3S,4S)-5,4'-dimethoxy-6,8-dimethyl-3,4,7-trihydroxy-flavan
—— 2-(6-Methoxy-4-oxo-2-phenylchromen-8-yl)acetic acid 87626-94-6 C18H14O5
2-(6-Methoxy-4-oxo-2-phenylchromen-8-yl)acetic acid
—— icosyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-37-4 C37H52O6
icosyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— apigenin 7,4'-bis-O-β-D-allopyranoside 95693-63-3 C27H30O15
apigenin 7,4'-bis-O-β-D-allopyranoside
—— naringenin 5-methyl ether 7,4'-diacetate 108977-51-1 C20H18O7
naringenin 5-methyl ether 7,4'-diacetate
—— Thevetiaflavon-diacetat 29376-69-0 C20H16O7
Thevetiaflavon-diacetat
—— 3,3-diphenyl-8-hydroxymethyl-[3H]-naphthol[2,1-b]pyran 369380-93-8 C26H20O2
3,3-diphenyl-8-hydroxymethyl-[3H]-naphthol[2,1-b]pyran
—— 8-chloromethyl-3,3-diphenyl-[3H]naphtho[2,1-b]pyran 369380-98-3 C26H19ClO
8-chloromethyl-3,3-diphenyl-[3H]naphtho[2,1-b]pyran
—— 2-(p-methoxyphenyl)-4-phenyl-3-benzoylchromane 116575-93-0 C29H24O3
2-(p-methoxyphenyl)-4-phenyl-3-benzoylchromane
—— 2-(4-Methoxy-phenyl)-chroman-4-one oxime 71906-93-9 C16H15NO3
2-(4-Methoxy-phenyl)-chroman-4-one oxime
—— cis-5,7,3',4'-Tetramethoxy-flavan-4-ol 10496-69-2 C19H22O6
cis-5,7,3',4'-Tetramethoxy-flavan-4-ol
—— 5,7,3',4'-Tetramethoxy-flavan-4-ol 10496-69-2 C19H22O6
5,7,3',4'-Tetramethoxy-flavan-4-ol
—— 2-(4-tert-butylphenyl)-6-methyl-4H-chromen-4-one 332102-75-7 C20H20O2
2-(4-tert-butylphenyl)-6-methyl-4H-chromen-4-one
—— 2-(4-tert-butylphenyl)-6-fluoro-4H-chromen-4-one 1426675-78-6 C19H17FO2
2-(4-tert-butylphenyl)-6-fluoro-4H-chromen-4-one
—— 2H-1-Benzopyran-3,4,5-triol,3,4-dihydro-2-(4-hydroxyphenyl)- (9CI) 21187-77-9 C15H14O5
2H-1-Benzopyran-3,4,5-triol,3,4-dihydro-2-(4-hydroxyphenyl)- (9CI)
—— 6-t-butyldimethylsilyloxy-2,2-(2'-methoxyphenyl)-2H,4H-5,6-dihydroanthraceno[9,1-bc]pyran 1370643-11-0 C36H40O4Si
6-t-butyldimethylsilyloxy-2,2-(2'-methoxyphenyl)-2H,4H-5,6-dihydroanthraceno[9,1-bc]pyran
—— trans-4'-hydroxyflavanonol 6514-94-9 C15H12O4
trans-4'-hydroxyflavanonol
—— 3'-Methylflavonol 95911-71-0 C16H12O3
3'-Methylflavonol
—— 3,3-diphenyl-9-(trifluoromethylsulfonyl)-3H-naphtho[2,1-b]pyran 231955-42-3 C26H17F3O4S
3,3-diphenyl-9-(trifluoromethylsulfonyl)-3H-naphtho[2,1-b]pyran
—— 5,7,3',4'-pentamethoxyflavan-4α-ol 10496-69-2 C19H22O6
5,7,3',4'-pentamethoxyflavan-4α-ol
—— 4'-O-Methylmorusin 64079-99-8 C26H26O6
4'-O-Methylmorusin
—— 2-methyl-2,4-diphenyl-2H-chromene 110582-07-5 C22H18O
2-methyl-2,4-diphenyl-2H-chromene
—— cis-3',4',7-Trimethoxydihydroflavonol 197632-32-9 C18H18O6
cis-3',4',7-Trimethoxydihydroflavonol
—— (-)-3',4',7-trimethoxyflavanone 74645-71-9 C18H18O5
(-)-3',4',7-trimethoxyflavanone
—— Flavanonoxim-tosylat 6956-39-4 C22H19NO4S
Flavanonoxim-tosylat
—— 7-O-Biotinyl-quercetin 1334110-96-1 C33H40N4O12S
7-O-Biotinyl-quercetin
—— 7-hydroxy-2'-chloro-4'-aminoflavone 1388722-93-7 C15H10ClNO3
7-hydroxy-2'-chloro-4'-aminoflavone
—— 4-bromo-2-phenyl-chroman 859439-08-0 C15H13BrO
4-bromo-2-phenyl-chroman
—— 3-hydroxy-5,6-dimethoxy-2-phenyl-chromen-4-one 743430-75-3 C17H14O5
3-hydroxy-5,6-dimethoxy-2-phenyl-chromen-4-one
—— (2S,4R)-2-Phenyl-4-chromanol 487-25-2 C15H14O2
(2S,4R)-2-Phenyl-4-chromanol
—— 3,5,6-trihydroxy-2-phenyl-chromen-4-one 744252-55-9 C15H10O5
3,5,6-trihydroxy-2-phenyl-chromen-4-one
—— 6-Chlor-2-o-chlorphenyl-3-nitro-Δ<sup>3</sup>-chromen 57544-10-2 C15H9Cl2NO3
6-Chlor-2-o-chlorphenyl-3-nitro-Δ<sup>3</sup>-chromen
—— 6-methoxy-2-phenylchroman-4-one 190831-06-2 C16H14O3
6-methoxy-2-phenylchroman-4-one
—— 6-(6-Hexamethyleneiminohexoxy)-2-phenyl-4H-1-benzopyran-4-one hydrochloride 139653-03-5 C27H33NO3*ClH
6-(6-Hexamethyleneiminohexoxy)-2-phenyl-4H-1-benzopyran-4-one hydrochloride
—— 2-(3-Fluorophenyl)-3-nitro-2H-chromene 1175542-11-6 C15H10FNO3
2-(3-Fluorophenyl)-3-nitro-2H-chromene
—— 7,8-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 57499-10-2 C18H18O5
7,8-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 6-methoxy-2-phenylchroman-4-one 84963-03-1 C16H14O3
6-methoxy-2-phenylchroman-4-one
—— 8-methoxy-4-phenyl-1,4-dihydrochromeno[3,4-d][1,2,3]triazole 1175542-34-3 C16H13N3O2
8-methoxy-4-phenyl-1,4-dihydrochromeno[3,4-d][1,2,3]triazole
—— 8-[6-(4-Oxo-2-phenyl-4H-chromen-6-yloxy)-hexyl]-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one 140439-02-7 C34H37N3O4
8-[6-(4-Oxo-2-phenyl-4H-chromen-6-yloxy)-hexyl]-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one
—— 8-allyl-3-nitro-2-(5-methoxy-2-nitrophenyl)-4H-1-benzopyran-4-one 596108-49-5 C19H14N2O7
8-allyl-3-nitro-2-(5-methoxy-2-nitrophenyl)-4H-1-benzopyran-4-one
—— 6-bromo-3-hydroxy-2-phenyl-4H-chromen-4-one 1222-12-4 C15H9BrO3
6-bromo-3-hydroxy-2-phenyl-4H-chromen-4-one
—— 6-[6-(Diethylamino)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-52-1 C25H31NO3
6-[6-(Diethylamino)hexoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 2-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]acetic acid 301206-20-2 C17H12O5
2-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]acetic acid
—— 6-chloro-2-(4-methoxy-phenyl)-3-nitro-2<i>H</i>-chromene 57544-03-3 C16H12ClNO4
6-chloro-2-(4-methoxy-phenyl)-3-nitro-2<i>H</i>-chromene
—— 6-(Pyrrolidylhexoxy)-2-phenyl-4H-1-benzopyran-4-one hydrochloride 139653-02-4 C25H29NO3*ClH
6-(Pyrrolidylhexoxy)-2-phenyl-4H-1-benzopyran-4-one hydrochloride