Synthesis and biological evaluation of azido- and aziridino-hydroxyl-beta-lactams through stereo- and regioselective epoxide ring opening.
Two new classes of azido- and aziridino-hydroxyl-beta-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.
Benfatti
Fides
F
Department of Chemistry "G. Ciamician", University of Bologna, Via Selmi 2, 40126 Bologna, Italy.
Cardillo
Giuliana
G
Gentilucci
Luca
L
Perciaccante
Rossana
R
Tolomelli
Alessandra
A
Catapano
Alberico
A
D001386:Azides / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry
D001386:Azides; D001388:Aziridines; D004852:Epoxy Compounds; D047090:beta-Lactams