Synthesis and biological evaluation of unprecedented classes of spiro-beta-lactams and azido-beta-lactams as acyl-CoA:cholesterol acyltransferase inhibitors

Fides Benfatti; Giuliana Cardillo; Luca Gentilucci; Alessandra Tolomelli

doi:10.1016/j.bmcl.2007.01.027

Synthesis and biological evaluation of unprecedented classes of spiro-beta-lactams and azido-beta-lactams as acyl-CoA:cholesterol acyltransferase inhibitors

Bioorg Med Chem Lett. 2007 Apr 1;17(7):1946-50. doi: 10.1016/j.bmcl.2007.01.027. Epub 2007 Jan 19.

Authors

Fides Benfatti¹, Giuliana Cardillo, Luca Gentilucci, Alessandra Tolomelli

Affiliation

¹ Dipartimento di Chimica G. Ciamician, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy.

PMID: 17275297
DOI: 10.1016/j.bmcl.2007.01.027

Abstract

Unprecedented classes of four- and five-membered hydroxyl-spiro-beta-lactams and hydroxyl-azido-beta-lactams were prepared via regioselective ring opening of hydroxyl-epoxides. The potential of these particular beta-lactams as biologically active compounds has been confirmed by the results obtained in ACAT inhibition assays.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Absorption
Acyl Coenzyme A / chemistry
Catalysis
Chemistry, Pharmaceutical / methods*
Cholesterol / chemistry
Drug Design
Enzyme Inhibitors / pharmacology*
Epoxy Compounds / chemistry
Humans
Inhibitory Concentration 50
Kinetics
Models, Chemical
Molecular Conformation
Sterol O-Acyltransferase / antagonists & inhibitors*
Sterol O-Acyltransferase / chemistry*
beta-Lactams / chemistry*

Substances

Acyl Coenzyme A
Enzyme Inhibitors
Epoxy Compounds
beta-Lactams
Cholesterol
Sterol O-Acyltransferase