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2-苯基-四氢噻喃并嘧啶类化合物的合成及黄嘌呤氧化酶抑制活性

李晶, 任月娇, 关溯, 张雷

李晶, 任月娇, 关溯, 张雷. 2-苯基-四氢噻喃并嘧啶类化合物的合成及黄嘌呤氧化酶抑制活性[J]. 中国药科大学学报, 2015, 46(3): 294-300. DOI: 10.11665/j.issn.1000-5048.20150306
引用本文: 李晶, 任月娇, 关溯, 张雷. 2-苯基-四氢噻喃并嘧啶类化合物的合成及黄嘌呤氧化酶抑制活性[J]. 中国药科大学学报, 2015, 46(3): 294-300. DOI: 10.11665/j.issn.1000-5048.20150306
LI Jing, REN Yuejiao, GUAN Su, ZHANG Lei. Synthesis and xanthine oxidase inhibitory activities of 2-phenyl-tetrahydrothiopyrano[4, 3-d] pyrimidine derivatives[J]. Journal of China Pharmaceutical University, 2015, 46(3): 294-300. DOI: 10.11665/j.issn.1000-5048.20150306
Citation: LI Jing, REN Yuejiao, GUAN Su, ZHANG Lei. Synthesis and xanthine oxidase inhibitory activities of 2-phenyl-tetrahydrothiopyrano[4, 3-d] pyrimidine derivatives[J]. Journal of China Pharmaceutical University, 2015, 46(3): 294-300. DOI: 10.11665/j.issn.1000-5048.20150306

2-苯基-四氢噻喃并嘧啶类化合物的合成及黄嘌呤氧化酶抑制活性

基金项目: 广东省自然科学基金资助项目(No.S2013010012018)

Synthesis and xanthine oxidase inhibitory activities of 2-phenyl-tetrahydrothiopyrano[4, 3-d] pyrimidine derivatives

  • 摘要: 以4-羟基苯甲腈为原料,经醚化、水解、酰化、加成等反应,共合成12个新型的2-苯基-四氢噻喃并嘧啶类化合物( 6a ~ 6d8a ~ 8h ),并进行抑制黄嘌呤氧化酶活性测试。结果表明:化合物 8a ~ 8h (100 μmol/L)均表现出不同程度的抑酶活性,其活性明显强于化合物 6a ~ 6d ,即嘧啶环上引入羧基有利于提高抑酶活性;在化合物 8a ~ 8h 中,以嘧啶环上异丙酸取代,苯环羟基乙醚化的 8f 活性最强,IC50为76.0 μmol/L。
    Abstract: Twelve novel 2-phenyl -tetrahydrothiopyrano[4, 3-d]pyrimidine derivatives were synthesized from 4-hydroxy-benzonitrile by etherification, hydrolysis, acylation and addition reactions, etc. The inhibitory activities against xanthine oxidase were evaluated in vitro. Results showed that compounds 8a-8h exhibited varying inhibitory potencies on xanthine oxidase at 100 μmol/L, significantly better than those of compounds 6a-6d , indicating that carboxy-substituted pyrimidine is beneficial to the inhibitory activity. Among compounds 8a-8h , 8f with isopropionic acid-substituted pyrimidine and ethyl-substituted phenol showed the best inhibition with IC50 of 76. 0 μmol/L.
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  • 刊出日期:  2015-06-24

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