title: Synthesis of novel 5-amino-thiazolo[4,5-d]pyrimidines as E. coli and S. aureus SecA inhibitors.
abstract: An efficient synthesis of a library of 5-amino-thiazolo[4,5-d]pyrimidines is reported. Regioselective displacements of chlorines, as well as regioselective diazotation reactions are described, which allow the introduction of structural diversity on the scaffold by consecutive reactions. Screening of this focused library led to the discovery of SecA inhibitors from Escherichia coli and Staphylococcus aureus.
authors.affiliation: Katholieke Universiteit Leuven, Rega Institute for Medical Research, Laboratory of Medicinal Chemistry, Minderbroedersstraat 10, 3000 Leuven, Belgium.
authors.forename: Mi-Yeon
authors.initials: MY
authors.lastname: Jang
authors.forename: Steven
authors.initials: S
authors.lastname: De Jonghe
authors.forename: Kenneth
authors.initials: K
authors.lastname: Segers
authors.forename: Jozef
authors.initials: J
authors.lastname: Anné
authors.forename: Piet
authors.initials: P
authors.lastname: Herdewijn
mesh_terms: D000251:Adenosine Triphosphatases / Q000037:antagonists & inhibitors*; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors*; D004926:Escherichia coli / Q000201:enzymology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D026901:Membrane Transport Proteins; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D000069816:SEC Translocation Channels; D000081416:SecA Proteins; D013211:Staphylococcus aureus / Q000201:enzymology*
chemical_list: D001426:Bacterial Proteins; D026901:Membrane Transport Proteins; D011743:Pyrimidines; D000069816:SEC Translocation Channels; D000251:Adenosine Triphosphatases; D000081416:SecA Proteins