Synthesis and Biological Evaluation of Azido- and Aziridino-hydroxyl-β-lactams through Stereo- and Regioselective Epoxide Ring Opening

Two new classes of azido- and aziridino-hydroxyl-β-lactam containing structures have been prepared by means of a stereo- and regioselective epoxide ring opening. The straightforwardness of the procedure makes this strategy useful for the synthesis of potentially bioactive compounds. Some selected ex...

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Veröffentlicht in:	Journal of organic chemistry 2006-11, Vol.71 (24), p.9229-9232
Hauptverfasser:	Benfatti, Fides, Cardillo, Giuliana, Gentilucci, Luca, Perciaccante, Rossana, Tolomelli, Alessandra, Catapano, Alberico
Format:	Artikel
Sprache:	eng
Schlagworte:	Azides - chemistry Aziridines - chemistry beta-Lactams - chemical synthesis beta-Lactams - chemistry Chemistry Epoxy Compounds - chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Magnetic Resonance Spectroscopy Organic chemistry Preparations and properties
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Beschreibung
Zusammenfassung:	Two new classes of azido- and aziridino-hydroxyl-β-lactam containing structures have been prepared by means of a stereo- and regioselective epoxide ring opening. The straightforwardness of the procedure makes this strategy useful for the synthesis of potentially bioactive compounds. Some selected examples showed promising activity in acyl CoA-cholesterol acyltransferase inhibition assays.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo0615652