Synthesis characterization and biological activity of some novel heterocyclic compounds

Abstract

This Ph.D. thesis comprises several chapters focused on the synthesis of various derivatives newlinecontaining ketene dithioacetal, including thiazole, thiazole hydrazide, and thiophene newlinederivatives, as well as the synthesis of Thiazolo[3,2-a]pyrimidine and its further cyclization to newlineform pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidine derivatives. newlineChapter 1 describes the synthesis and characterization of a diverse range of thiazole derivatives newlinecontaining ketene dithioacetal. The synthetic methodologies involve multistep reactions, newlineleading to the formation of structurally diverse compounds. A series of novel ethyl (E)-2- newlinecyano-3-((4-methyl-5-(arylcarbamoyl)thiazol-2-yl)amino)-3-(methylthio)acrylate have been newlinesynthesized starting from various 2-amino-N-aryl-4-methylthiazole-5-carboxamide. The newlinesignificant features of this reaction procedure are novel, modest and short time. Synthesized newlinemolecules were evaluated in vitro for their and#945;-amylase inhibitory activity and displayed newlinemoderate to excellent inhibition with IC50 values varying from 12.55 and#956;g/mL to 69.47 and#956;g/mL newlineusing acarbose as control. Moreover, a molecular docking study was carried out for synthesized newlinemolecules against human pancreatic and#945;-amylase (2QV4) via utilizing the Autodock technique. newlineThe docking outcomes of some molecule showed very good cytotoxic activity. newlineChapter 2 focuses on the cyclization of ketene dithioacetal to synthesize Thiazolo newline[3,2-a]pyrimidine, a heterocyclic framework with promising properties. The synthesis route is newlineoptimized to provide a concise and efficient method for accessing this valuable scaffold. newlineA series of novel N-aryl-6-cyano-5-imino-3-methyl-7-(methylthio)-5H-thiazolo newline newline[3,2-a]pyrimidine-2-carboxamide has been synthesized starting from various 2-amino-N-aryl- newline4-methylthiazole-5-carboxamide. The important characteristics of this reaction technique are newline newlinenew, easy and less time-consuming. Molecules were assessed for cytotoxic activity against newlinehuman breast carcinoma cell line (MCF-7), human lung adenocarcinoma cell line (A549)