95789-55-2Relevant academic research and scientific papers
Design, synthesis, structure-function relationship, bioconversion, and pharmacokinetic evaluation of ertapenem prodrugs
Singh, Sheo B.,Rindgen, Diane,Bradley, Prudence,Suzuki, Takao,Wang, Nengxue,Wu, Hao,Zhang, Basheng,Wang, Li,Ji, Chongmin,Yu, Hongshi,Soll, Richard M.,Olsen, David B.,Meinke, Peter T.,Nicoll-Griffith, Deborah A.
, p. 8421 - 8444 (2014/12/11)
Described here are synthesis and biological evaluations of diversified groups of over 57 ertapenem prodrugs which include alkyl, methylenedioxy, carbonate, cyclic carbonate, carbamate esters, and esters containing active transport groups (e.g., carboxyl, amino acid, fatty acids, cholesterol) and macrocyclic lactones linking the two carboxyl groups. Many of the prodrugs were rapidly hydrolyzed in rat plasma but not in human plasma and were stable in simulated gastrointestinal fluid. The diethyl ester prodrug showed the best total absorption (>30%) by intredeudenal dosing in dogs, which could potentially be improved by formulation development. However, its slow rate of the hydrolysis to ertapenem also led to the presence of large amounts of circulating monoester metabolites, which pose significant development challenges. This study also suggests that the size of susbtituents at C-2 of carbapenem (e.g., benzoic acid of ertapenem) has significant impact on the absorption and the hydrolysis of the prodrugs.
Cephalosporin ester derivatives
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, (2008/06/13)
A compound of the formula: STR1 wherein R1 is a hydrogen atom or a lower alkyl group; R2 is an unsubstituted or lower alkyl-substituted alicyclic alkyl group of 3 to 12 carbon atoms or a C3-6 alicyclic alkyl-substituted lower alkyl group or a pharmaceutically acceptable salt thereof, processes for preparing the same, a pharmaceutical composition thereof are provided. The compound has an improved absorbability and can be orally applied as antibiotics.
