synthesis of some new pyridine-2,6-carboxamide-derived schiff bases as potential antimicrobial agents合成一些新的pyridine-2,6-carboxamide-derived希夫碱作为潜在的抗菌药物.pdfVIP

Molecules 2010, 15, 4711-4721; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of Some New Pyridine-2,6-carboxamide-derived Schiff Bases as Potential Antimicrobial Agents Mohamed A. Al-Omar and Abd El-Galil E. Amr * Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia * Author to whom correspondence should be addressed; E-Mail: aamr1963@. Received: 13 June 2010; in revised form: 30 June 2010 / Accepted: 1 July 2010 / Published: 6 July 2010 Abstract: A series of pyridine-bridged 2,6-bis-carboxamide Schiffs bases has been prepared starting from 2,6-pyridinedicarbonyl dichloride (1) and L-alanine or 2-methyl- alanine methyl ester. The coupling of acid chloride 1 with L-alanine methyl ester hydrochloride -or 2-methylalanine methyl ester hydrochloride gave the corresponding 2,6- bis-carboxamide pyridine methyl esters 2a,b. Hydrazonolysis of 2 with hydrazine hydrate afforded the corresponding bis-hydrazides 3a,b. Treatment of 3a,b with appropriate aromatic or heterocyclic aldehydes afforded the corresponding pyridine- bridged 2,6-bis- carboxamide Schiffs bases 4a-f and 5a-f, respectively. The newly synthesized compounds 2-5 were screened for their bactericidal and fungicidal activities. Many of the obtained compounds exhibited significant antimicrobial activity, comparable to streptomycin and