A New Series of Antibacterial Nitrosopyrimidines: Synthesis and Structure-Activity Relationship

M OLIVELLA; A. MARCHAL; M. NOGUERAS; M. MELGUIZO; B.LIMA; A. TAPIA; G FERESIN; O. PARRAVICCINI; F. GIANNINI, ; S. ANDUJAR; J. COBO; R D ENRIZ

ARCHIV DER PHARMAZIE.

WILEY-V C H VERLAG GMBH

Lugar: Weinheim; Año: 2015 vol. 348 p. 60 - 80

0365-6233

New nitrosopyrimidines were synthesized and evaluated as potential antibacterial agents. Different 15 compounds structurally related with 4,6-bis(alkyl or arylamino)-5-nitrosopyrimidines were evaluated. 16 Some of these nitrosopyrimidines displayed significant antibacterial activity against human pathogenic 17 bacteria. Among them compounds 1c, 2a?c, and 9a?c exhibited remarkable activity against methicillin- 18 sensitive and -resistant Staphylococcus aureus, Escherichia coli, Yersinia enterocolitica, and Salmonella 19 enteritidis. A detailed structure?activity relationship study, supported by theoretical calculations, aided us 20 to identify and understand the minimal structural requirements for the antibacterial action of the 21 nitrosopyrimidines reported here. Thus, our results have led us to identify a topographical template that 22 provides a guide for the design of new nitrosopyrimidines with antibacterial effects.