Synthesis and human leukocyte elastase inhibitory evaluation of phosphate triesters and acyl phosphates of penam sulfides and sulfones.
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.
Laborde
M
M
Instituto de Química Orgánica de Síntesis, Casilla de Correo 991, 2000, Rosario, Argentina.
Pezzenati
G
G
Yovaldi
P
P
Mascaretti
O A
OA
Rossi
R C
RC
Rossi
J P
JP
D004952:Esters / Q000737:chemistry; D006801:Humans; D019272:Leukocyte Elastase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010710:Phosphates / Q000737:chemistry; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D004952:Esters; D010710:Phosphates; D013440:Sulfides; D013450:Sulfones; D019272:Leukocyte Elastase