In the present investigation a series of pyrollo[2,3-d]pyrimidines analogues (4a-4q) were designed and subjected to molecular properties prediction and drug-likeness by Molinspiration (Molinspiraion 2008), Molsoft (Molsoft 2007) and Osiris. Out of 17 analogues, only 7 were chosen on conformity with Lipinski’s “Rule of Five” and other parameters for the synthesis and their onward screening for antimicrobial activity as orally active leads/molecules. Maximum drug-likeness model score for compound 4b was found to be (0.84). Selected compounds viz., 4b, 4f, 4h, 4j, 4k, 4m and 4n were synthesized and characterized by spectral analysis and then subjected to antimicrobial screening. All these compounds were found possess good antibacterial and antifungal activity. Compounds 4b, 4h showed pronounced activity against all strains of bacteria and compounds 4b and 4f possessed good antifungal activity.
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