One-pot synthesis and in vivo biological evaluation of new pyrimidine privileged scaffolds as potent anti-inflammatory agents

被引:22
|
作者
Undare, Santosh S. [1 ]
Valekar, Navnath J. [1 ]
Patravale, Ajinkya A. [1 ]
Jamale, Dattatraya K. [2 ]
Vibhute, Sunil S. [2 ]
Walekar, Laxman S. [1 ]
Kolekar, Govind B. [1 ]
Deshmukh, M. B. [1 ]
Anbhule, Prashant V. [1 ]
机构
[1] Shivaji Univ, Dept Chem, Med Chem Res Lab, Kolhapur 416004, Maharashtra, India
[2] Shri Shivaji Mahavidyalaya, Barshi, MS, India
关键词
Pyrimidines; Multifunctionalized pyrimidine; Acetamidine; In vivo anti-inflammatory activity; GASTROINTESTINAL TOXICITY; MULTICOMPONENT REACTION; SELECTIVE-INHIBITION; VITRO EVALUATION; FACILE SYNTHESIS; EFFICIENT; TUBERCULOSIS; DERIVATIVES; EXPRESSION; ROFECOXIB;
D O I
10.1007/s11164-015-2281-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple methodology has been developed for the synthesis of diverse members of multifunctionalized 4-hydroxy-2-methyl-6-(phenyl)pyrimidine-5-carbonitrile derivatives via multicomponent reaction of aromatic aldehydes, ethyl cyanoacetate, and acetamidine hydrochloride using a quantitative amount of NaOH in dry DMF at 80 A degrees C in a single procedural step. The carbon skeleton of synthesized compounds resembles the bacimethrin, an antibiotic active against several yeast and bacteria. The anti-inflammatory activities of all the synthesized compounds were assessed on Wistar rats using diclofenac sodium as a standard reference. The compound AC1, 2, 5, 9, and AC10 showed promising anti-inflammatory activity (80-83 %) in comparison with diclofenac sodium (85 %) in the carrageenan-induced rat paw edema assay, which is the key finding of this article. The synthesized 4-hydroxy-2-methyl-6-(phenyl)pyrimidine-5-carbonitrile derivatives shown promising anti-inflammatory activity (80-83 %) in comparison with diclofenac sodium (85 %) in the carrageenan-induced rat paw edema assay.
引用
收藏
页码:4373 / 4386
页数:14
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