An eco-friendly and water mediated product selective synthesis of 2-aminopyrimidines and their in vitro anti-bacterial evaluation

• Published in: Bioorganic & medicinal chemistry letters Vol. 24; no. 21; pp. 4999 - 5007
• Main Authors: Nagarajan, Sangaraiah, Shanmugavelan, Poovan, Sathishkumar, Murugan, Selvi, Ramasamy, Ponnuswamy, Alagusundaram, Harikrishnan, Hariharan, Shanmugaiah, Vellasamy, Murugavel, Saminathan
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.11.2014; Elsevier
• Subjects: 2-Aminopyrimidines; Anti-bacterial; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - pharmacology; Chemistry; Chemistry, Medicinal; Chemistry, Organic; Eco-friendly; Escherichia coli; Escherichia coli - drug effects; Humans; In Vitro Techniques; Klebsiella; Klebsiella pneumoniae - drug effects; Life Sciences & Biomedicine; Microbial Sensitivity Tests; Molecular Structure; Pharmacology & Pharmacy; Physical Sciences; Product selective; Pyrimidines - chemistry; Pyrimidines - pharmacology; Science & Technology; Staphylococcus aureus; Staphylococcus aureus - drug effects; Structure-Activity Relationship; Water - chemistry; Water mediated; Water mediated; Anti-bacterial; 2-Aminopyrimidines; Eco-friendly; Product selective; 3-COMPONENT SYNTHESIS; INFECTIONS; FACILE SYNTHESIS; SOLVENT-FREE; RESISTANCE; INHIBITORS; EFFICIENT; KLEBSIELLA-PNEUMONIAE; HYBRIDS; AMIDES
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2014.09.027

An efficient, eco-friendly product selective synthesis of a library of 2-amino-6-styryl pyrimidines/dihydro analogues and their in vitro anti-bacterial activity has been achieved. [Display omitted] A greener water mediated protocol for the efficient synthesis of a library of 2-amino-6-styryl pyrimidines (4) and their dihydro analogues (3) has been reported. Most of the saturated compounds (3) rather than their unsaturated analogues (4) showed better anti-bacterial (in vitro) activity against three human pathogens viz. Staphylococcus aureus, Klebsiella pneumonia and Escherichia coli. In particular, three of them (3b, 3i &3k) exhibited high inhibition against the growth of all the three pathogens comparable with that of the reference drug, tetracycline.