Synthesis and human leukocyte elastase inhibitory evaluation of phosphate triesters and acyl phosphates of penam sulfides and sulfones

M. LABORDE; G. PEZZENATI; P. YOVALDI; O. A. MASCARETTI; R. C. ROSSI; J. P. ROSSI

BIOORGANIC & MEDICINAL CHEMISTRY.

Elsevier Science

Año: 2001 vol. 9 p. 2113 - 2117

0968-0896

The synthesis of 6,6-dibromo-3alpha-(diphenylphosphate)oxymethyl-2,2-dimethyl penam sulfone (3a), 6alpha-chloro-3alpha-(diphenylphosphate)oxymethyl-2,2-dimethyl penam sulfone (3b), benzyl 6alpha-(diphenyl-phosphate)oxypenicillanate sulfone (4) and 6,6-dibromo-3alpha-(methylphosphate)carbonyl-2,2-dimethylpenam sulfone (12) are reported. When tested as inhibitors of human leukocyte elastase, the compound 4 proved to be the most active.