A new series of antibacterial nitrosopyrimidines. Synthesis and structure-activity relationship.

MONICA OLIVELLA ; ANTONIO MARCHAL; MANUEL NOGUERAS; MANUEL MELGUIZO; BEATRIZ LIMA; ALEJANDRO TAPIA; GABRIELA E. FERESIN; OSCAR PARRAVICINI; FERNANDO GIANNINI; SEBASTIÁN ANDUJAR; JUSTO COBO; RICARDO D. ENRIZ

ARCHIV DER PHARMAZIE.

WILEY-V C H VERLAG GMBH

Lugar: Weinheim; Año: 2015 vol. 349 p. 242 - 251

0365-6233

New nitrosopyrimidines were synthesized and evaluated as potential antibacterial agents. Different (34) compounds structurally related with 4,6-bis(alkyl or arylamino)-5-nitrosopyrimidines were evaluated. Some of these nitrosopyrimidines have displayed a significant antibacterial activity against human pathogenic bacteria. Among them compounds 1c, 2a-c and 9a-c exhibited remarkable antibacterial activity against S. aureus methicillin sensitive and resistant, E. coli, Y. enterocolitica and S. enteritidis. A detailed SAR study supported by theoretical calculations, aided us to identify and understand the minimal structural requirements for the antibacterial action of nitrosopyrimidines reported here. Thus, our results have led us to identify a topographical template which may provide a guide for the design of new nitrosopyrimidines with antibacterial effects.