Acyloxymethyl as a drug protecting group. Part 3. Tertiary O-Amidomethyl esters of penicillin G: Chemical hydrolysis and anti-bacterial activity
…, T Calheiros, J Cabrita, E Mendes, M Pimentel…
Index: Moreira, Rui; Calheiros, Teresa; Cabrita, Jose; Mendes, Eduarda; Pimentel, Madalena; Iley, Jim Pharmaceutical Research, 1996 , vol. 13, # 1 p. 70 - 75
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Citation Number: 21
Abstract
Abstract Purpose. O-(N-alkylamido) methyl esters of penicillin G were studied as a new class of prodrugs. Methods. Their hydrolysis in aqueous buffers containing 20%(v/v) of acetonitrile was investigated by HPLC. Results. A U-shaped pH-rate profile was seen with a pH- independent process extending from pH ca. 2 to pH ca. 10. This pathway is characterised by kinetic data that are consistent with a uni-molecular mechanism involving rate-limiting ...
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