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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'-O-CO-Glu-tricin 1270004-61-9 C23H21NO12
4'-O-CO-Glu-tricin
—— 4'-O-CO-Ala-tricin 1270004-55-1 C21H19NO10
4'-O-CO-Ala-tricin
—— quercetin-3-O-β-D-allopyranoside 90327-16-5 C21H20O12
quercetin-3-O-β-D-allopyranoside
—— 3,6-Dinitro-2-phenyl-chroman 106824-23-1 C15H12N2O5
3,6-Dinitro-2-phenyl-chroman
—— apigenin 7-O-β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl-(1->3)-β-D-glucopyranoside 1345995-44-9 C33H40O20
apigenin 7-O-β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl-(1->3)-β-D-glucopyranoside
—— quercuside B 1174172-69-0 C44H38O18
quercuside B
—— 3-hydroxy-2-(naphthalen-1-yl)-4H-chromen-4-one 109471-78-5 C19H12O3
3-hydroxy-2-(naphthalen-1-yl)-4H-chromen-4-one
—— 7-O-α-D-Galactopyranosyl-quercetin 36450-05-2 C21H20O12
7-O-α-D-Galactopyranosyl-quercetin
—— dimethyl 2,6-dimethyl-4-(3-methylflavon-8-yl)-1,4-dihydropyridine-3,5-dicarboxylate 110714-49-3 C27H25NO6
dimethyl 2,6-dimethyl-4-(3-methylflavon-8-yl)-1,4-dihydropyridine-3,5-dicarboxylate
—— quercetin 7-O-β-D-galactopyranoside 59985-52-3 C21H20O12
quercetin 7-O-β-D-galactopyranoside
—— 5,7,3',4'-tetrahydroxy-5'-C-prenylflavone 7-O-β-D-glucopyranoside 1256165-04-4 C26H28O11
5,7,3',4'-tetrahydroxy-5'-C-prenylflavone 7-O-β-D-glucopyranoside
—— Quercetin-7-O-β-D-glucopyranosid 491-50-9 C21H20O12
Quercetin-7-O-β-D-glucopyranosid
—— miquelianin 22688-79-5 C21H18O13
miquelianin
—— Quercetin 4'-glucuronide 201463-36-7 C21H18O13
Quercetin 4'-glucuronide
—— Quercetin-3-glucuronid 22688-79-5 C21H18O13
Quercetin-3-glucuronid
—— quercetin 3-O glucuronide 22688-79-5 C21H18O13
quercetin 3-O glucuronide
—— kaempferol 3-O-(β-D-xylopyranosyl(1->3)-(4-O-Z-p-coumaroyl-α-L-rhamnopyranosyl(1->2))[β-D-glucopyranosyl(1->6)]-β-D-galactopyranoside)-7-O-(α-L-rhamnopyranoside) 1252677-59-0 C53H64O30
kaempferol 3-O-(β-D-xylopyranosyl(1->3)-(4-O-Z-p-coumaroyl-α-L-rhamnopyranosyl(1->2))[β-D-glucopyranosyl(1->6)]-β-D-galactopyranoside)-7-O-(α-L-rhamnopyranoside)
—— kaempferol 3-O-(β-D-xylopyranosyl(1->3)-(4-O-E-p-coumaroyl-α-L-rhamnopyranosyl(1->2))[β-D-glucopyranosyl(1->6)]-β-D-galactopyranoside)-7-O-(α-L-rhamnopyranoside) 1252677-58-9 C53H64O30
kaempferol 3-O-(β-D-xylopyranosyl(1->3)-(4-O-E-p-coumaroyl-α-L-rhamnopyranosyl(1->2))[β-D-glucopyranosyl(1->6)]-β-D-galactopyranoside)-7-O-(α-L-rhamnopyranoside)
—— Kaempferol-3-β-D-glucuronid 22688-78-4 C21H18O12
Kaempferol-3-β-D-glucuronid
—— epiafzelechin-(4β->8)-epiafzelechin-(4β->8)-epiafzelechin 114653-48-4 C45H38O15
epiafzelechin-(4β->8)-epiafzelechin-(4β->8)-epiafzelechin
—— (-)-epiafzelechin 4β-benzylthioether 114653-49-5 C22H20O5S
(-)-epiafzelechin 4β-benzylthioether
—— (2S)-7,4'-dihydroxyflavan-(4β->6)-epiafzelechin 114637-89-7 C30H26O8
(2S)-7,4'-dihydroxyflavan-(4β->6)-epiafzelechin
—— epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epiafzelechin 130918-30-8 C45H36O17
epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epiafzelechin
—— epiafzelechin-(4β->8,2β->O->7)-epiafzelechin 4'-benzylthioether 130942-28-8 C37H30O10S
epiafzelechin-(4β->8,2β->O->7)-epiafzelechin 4'-benzylthioether
—— (-)-epi-afzlechin(4β->8)(-)-epi-afzelechin 114715-48-9 C30H26O10
(-)-epi-afzlechin(4β->8)(-)-epi-afzelechin
—— (2S)-7,4'-dihydroxyflavan-(4β->8)-epiafzelechin-(4β->8)-epiafzelechin 114637-90-0 C45H38O13
(2S)-7,4'-dihydroxyflavan-(4β->8)-epiafzelechin-(4β->8)-epiafzelechin
—— Pinnatifidin 51857-20-6 C22H22O12
Pinnatifidin
—— (2S)-7,4'-dihydroxyflavan-(4α->6)-epiafzelechin 114715-51-4 C30H26O8
(2S)-7,4'-dihydroxyflavan-(4α->6)-epiafzelechin
—— 3,5,7,4'-tetrahydroxy-8-methoxyflavone-3-O-β-D-glucopyranoside 51857-20-6 C22H22O12
3,5,7,4'-tetrahydroxy-8-methoxyflavone-3-O-β-D-glucopyranoside
—— delphinidin 3,5-O-diglucopyranoside 47851-70-7 C27H31O17
delphinidin 3,5-O-diglucopyranoside
—— (2S)-7,4'-dihydroxyflavan-(4α->8)-epiafzelechin 114715-50-3 C30H26O8
(2S)-7,4'-dihydroxyflavan-(4α->8)-epiafzelechin
—— (2R,3S,4S)-4-benzylsulfanyl-8-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 114637-92-2 C37H32O8S
(2R,3S,4S)-4-benzylsulfanyl-8-[(2S,4R)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2S,3R)-2,3-trans-4',5,7-trihydroxyflavan-3-ol 19879-28-8 C15H14O5
(2S,3R)-2,3-trans-4',5,7-trihydroxyflavan-3-ol
—— epicatechin-(4β->8)-epiafzelechin 98104-38-2 C30H26O11
epicatechin-(4β->8)-epiafzelechin
—— (epi)afzelechin‐(4‐8)‐(epi)catechin 114715-49-0 C30H26O11
(epi)afzelechin‐(4‐8)‐(epi)catechin
—— (2S,3S)-2,3-cis-4',5,7-trihydroxyflavan-3-ol 36801-69-1 C15H14O5
(2S,3S)-2,3-cis-4',5,7-trihydroxyflavan-3-ol
—— (-)-epi-afzelachin 3-O-β-D-glucopyranoside 114637-87-5 C21H24O10
(-)-epi-afzelachin 3-O-β-D-glucopyranoside
—— 3'-Fluoroflavone 1744-33-8 C15H9FO2
3'-Fluoroflavone
—— (1R,5R,6S,7S,13S,21R)-7-benzylsulfanyl-13-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol 130942-29-9 C37H30O11S
(1R,5R,6S,7S,13S,21R)-7-benzylsulfanyl-13-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
—— (2R,3S,4S)-4-benzylsulfanyl-2-(4-hydroxyphenyl)-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol 114637-91-1 C37H32O10S
(2R,3S,4S)-4-benzylsulfanyl-2-(4-hydroxyphenyl)-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— epiafzelechin-(4β->8,2β->O->7)-epiafzelechin-(4α->8)-epiafzelechin 130918-25-1 C45H36O15
epiafzelechin-(4β->8,2β->O->7)-epiafzelechin-(4α->8)-epiafzelechin
—— (2S)-7,4'-dihydroxyflavan-(4β->8)-epiafzelechin 114637-88-6 C30H26O8
(2S)-7,4'-dihydroxyflavan-(4β->8)-epiafzelechin
—— (+)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-ol 773859-54-4 C36H32O5
(+)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-ol
—— 7-decyl-3,2',3',4',5'-pentahydroxyflavone 1354708-10-3 C25H30O7
7-decyl-3,2',3',4',5'-pentahydroxyflavone
—— 3-(2-(naphthalen-2-yl)-2-oxoethoxy)-2-phenyl-4H-chromen-4-one 855978-75-5 C27H18O4
3-(2-(naphthalen-2-yl)-2-oxoethoxy)-2-phenyl-4H-chromen-4-one
—— apigenin 7-O-β-D-glucuronide 29741-09-1 C21H18O11
apigenin 7-O-β-D-glucuronide
—— Luteolin-7-glucuronid 29741-10-4 C21H18O12
Luteolin-7-glucuronid
—— luteolin 7-O-β-D-glucuronide 29741-10-4 C21H18O12
luteolin 7-O-β-D-glucuronide
—— luteolin 7-O-glucuronopyranoside 29741-10-4 C21H18O12
luteolin 7-O-glucuronopyranoside
—— (+)-afzelechin 5-O-β-D-glucopyranoside 1395093-95-4 C21H24O10
(+)-afzelechin 5-O-β-D-glucopyranoside