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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
—— 6,8-diiodocatechin 117820-42-5 C15H12I2O6
6,8-diiodocatechin
—— (2R)-(-)-3',4',5,7-Tetramethoxyflavan 138663-00-0 C19H22O5
(2R)-(-)-3',4',5,7-Tetramethoxyflavan
—— 4'-O-n-butyl-naringin 1419853-61-4 C31H40O14
4'-O-n-butyl-naringin
—— 7-fluoro-2-phenyl-2H-chromene-3-carbaldehyde 1616483-39-6 C16H11FO2
7-fluoro-2-phenyl-2H-chromene-3-carbaldehyde
—— 4'-O-(3''''-phenylpropyl)-naringin 1419854-02-6 C36H42O14
4'-O-(3''''-phenylpropyl)-naringin
—— 4'-O-(p-bromobenzyl)-naringin 1419854-10-6 C34H37BrO14
4'-O-(p-bromobenzyl)-naringin
—— ((-)-catechol)-pentaacetate 16198-01-9 C25H24O11
((-)-catechol)-pentaacetate
—— [2',3',5',6']-(6-C-β-D-glucopyranosylapigenin) 1192260-80-2 C21H20O10
[2',3',5',6']-(6-C-β-D-glucopyranosylapigenin)
—— 1616483-38-5 C17H14O2
—— 3-(3,4-dimethoxyphenyl)-1-(7-hydroxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)propan-1-one 112777-08-9 C27H28O5
3-(3,4-dimethoxyphenyl)-1-(7-hydroxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)propan-1-one
—— 4'-O-(p-fluorobenzyl)-naringin 1419854-18-4 C34H37FO14
4'-O-(p-fluorobenzyl)-naringin
—— 4'-O-(ethylacetato)-naringin 1419854-34-4 C31H38O16
4'-O-(ethylacetato)-naringin
—— 4'-Benzyl-apigenin 52309-82-7 C22H16O5
4'-Benzyl-apigenin
—— tetrabenzyl-(+)-epicatechin ester 1392108-95-0 C52H46O8
tetrabenzyl-(+)-epicatechin ester
—— 4'-O-n-pentyl-naringin 1419853-69-2 C32H42O14
4'-O-n-pentyl-naringin
—— Octaacetyl (apigenin 7-neohesperidosid) 6546-65-2 C43H46O22
Octaacetyl (apigenin 7-neohesperidosid)
—— [2',3',5',6'-D4]-(8-C-β-D-glucopyranosylapigenin) 1192260-79-9 C21H20O10
[2',3',5',6'-D4]-(8-C-β-D-glucopyranosylapigenin)
—— pelargonidin 3-O-β-D-glucoside 18466-51-8 C21H21O10*Cl
pelargonidin 3-O-β-D-glucoside
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxy-2-((7R,11R,E)-3,7,11,15-tetramethylhexadec-2-en-1-yl)benzoate 1173162-15-6 C42H56O11
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxy-2-((7R,11R,E)-3,7,11,15-tetramethylhexadec-2-en-1-yl)benzoate
—— 1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methylphenyl)propan-1-one 116247-55-3 C27H28O3
1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methylphenyl)propan-1-one
—— 1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one 116247-51-9 C27H28O4
1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methoxyphenyl)propan-1-one
—— [5-acetyloxy-2-(4-fluorophenyl)-4-oxo-3-[[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]sulfanylmethyl]chromen-7-yl] acetate 138101-71-0 C40H53FO6S
[5-acetyloxy-2-(4-fluorophenyl)-4-oxo-3-[[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]sulfanylmethyl]chromen-7-yl] acetate
—— 3-(3,4-dimethoxyphenyl)-1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)propan-1-one 116247-53-1 C28H30O5
3-(3,4-dimethoxyphenyl)-1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)propan-1-one
—— 2-(3-bromophenyl)-4-chloro-2-methyl-2H-1,3-benzoxazine 937371-37-4 C15H11BrClNO
2-(3-bromophenyl)-4-chloro-2-methyl-2H-1,3-benzoxazine
—— (1R,2R,3aS,12cR)-1,2,8-Trihydroxy-6-methoxy-1,2,3a,12c-tetrahydro-furo[3',2':4,5]furo[2,3-c]xanthen-7-one 79971-10-1 C18H14O8
(1R,2R,3aS,12cR)-1,2,8-Trihydroxy-6-methoxy-1,2,3a,12c-tetrahydro-furo[3',2':4,5]furo[2,3-c]xanthen-7-one
—— 3-(chloromercurio)flavone 90584-99-9 C15H9ClHgO2
3-(chloromercurio)flavone
—— 7,4'-di-triisopropylsilyloxy-8-prenylnaringenin 906368-85-2 C38H60O5Si2
7,4'-di-triisopropylsilyloxy-8-prenylnaringenin
—— (+/-)-2,3,7,8-Tetrahydro-5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,6H-benzo<1,2-b:5,4-b'>dipyran-4-on 68634-18-4 C20H20O5
(+/-)-2,3,7,8-Tetrahydro-5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,6H-benzo<1,2-b:5,4-b'>dipyran-4-on
—— Naringenin 7-O-(2-O-α-L-lyxopyranosyl-β-D-galactopyranoside) 87303-77-3 C26H30O14
Naringenin 7-O-(2-O-α-L-lyxopyranosyl-β-D-galactopyranoside)
—— 7,4'-di-triisopropylsilyloxy-isoxanthohumol 906368-84-1 C39H62O5Si2
7,4'-di-triisopropylsilyloxy-isoxanthohumol
—— 2-(3-bromophenyl)-N-methoxy-2-methyl-2H-1,3-benzoxazin-4-amine; trifluoroacetate salt 937371-36-3 C2HF3O2*C16H15BrN2O2
2-(3-bromophenyl)-N-methoxy-2-methyl-2H-1,3-benzoxazin-4-amine; trifluoroacetate salt
—— 3,3-diphenyl-5-[2-(N-tert-butylethanalnitrone][3H]-naphtho-[2,1-b]pyran 307550-52-3 C30H27NO2
3,3-diphenyl-5-[2-(N-tert-butylethanalnitrone][3H]-naphtho-[2,1-b]pyran
—— 2-chloromercurymethyl-2-phenyl-3,4-dihydro-2H-1-benzopyran 111094-84-9 C16H15ClHgO
2-chloromercurymethyl-2-phenyl-3,4-dihydro-2H-1-benzopyran
—— 2-(3,4-dihydroxy-phenyl)-3,5,7-trihydroxy-chromenylium; benzopyrylium hydroxide 445-86-3 C15H11O6*HO
2-(3,4-dihydroxy-phenyl)-3,5,7-trihydroxy-chromenylium; benzopyrylium hydroxide
—— 7-carboxymethyloxy-3',4',5-trimethoxy flavone anhydride 847909-48-2 C40H34O15
7-carboxymethyloxy-3',4',5-trimethoxy flavone anhydride
—— (2S,3S,4S)-4-(2,4-dihydroxyphenyl)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 65052-93-9 C21H18O8
(2S,3S,4S)-4-(2,4-dihydroxyphenyl)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— isoquercitrin caprylate 1237534-66-5 C29H34O13
isoquercitrin caprylate
—— kaempferol 3-O-(2G-xylosylrutinoside)-7-O-glucoside 131559-51-8 C38H48O24
kaempferol 3-O-(2G-xylosylrutinoside)-7-O-glucoside
—— 2,3-trans-3-(Phenylsulfonyloxy)flavanon 70188-27-1 C21H16O5S
2,3-trans-3-(Phenylsulfonyloxy)flavanon
—— biorobin nonaacetate 58947-55-0 C45H48O24
biorobin nonaacetate
—— 2-Phenyl-chromen-4-one; compound with GENERIC INORGANIC NEUTRAL COMPONENT 97070-84-3 C15H10O2*ClI
2-Phenyl-chromen-4-one; compound with GENERIC INORGANIC NEUTRAL COMPONENT
—— 2,3-cis-3-bromo-2-methoxyflavan 88186-69-0 C16H15BrO2
2,3-cis-3-bromo-2-methoxyflavan
—— 3-acetoxy-3-(phenylthio)flavanone 113094-10-3 C23H18O4S
3-acetoxy-3-(phenylthio)flavanone
—— 1-(4-Methoxy-phenyl)-1-oxo-2a-phenyl-1H,2aH-2,3-dioxa-1λ5-phospha-cyclobuta[b]naphthalene-8-thiol 134150-76-8 C22H17O4PS
1-(4-Methoxy-phenyl)-1-oxo-2a-phenyl-1H,2aH-2,3-dioxa-1λ5-phospha-cyclobuta[b]naphthalene-8-thiol
—— (2S,3S)-2-phenyl-3-(piperidin-1-yl)chroman-4-one 81281-80-3 C20H21NO2
(2S,3S)-2-phenyl-3-(piperidin-1-yl)chroman-4-one
—— 3-chloro-2-phenyl-2,3-dihydrochromen-4-one 70460-47-8 C15H11ClO2
3-chloro-2-phenyl-2,3-dihydrochromen-4-one
—— 2-phenyl-3-(phenylthio)-4H-chromen-4-one 113094-08-9 C21H14O2S
2-phenyl-3-(phenylthio)-4H-chromen-4-one
—— 3-chloro-2-phenyl-2,3-dihydrochromen-4-one 70460-47-8 C15H11ClO2
3-chloro-2-phenyl-2,3-dihydrochromen-4-one
—— ethyl (E)-3-(2-phenyl-4-oxo-4H-1-benzopyran-3-yl)acrylate 1393811-55-6 C20H16O4
ethyl (E)-3-(2-phenyl-4-oxo-4H-1-benzopyran-3-yl)acrylate
—— 2-phenyl-3-(trimethylsilyl)-4H-chromen-4-one 98153-11-8 C18H18O2Si
2-phenyl-3-(trimethylsilyl)-4H-chromen-4-one