Synthesis and antibacterial activity of 2α-functionalized 1β-methylcarbapenems related to KR-21012
| Autor: | Hyun Jung Kwak, Jae Hoon Kim, Cheol Hae Lee, Bong Jin Kim, Do Kyu Pyun, Eun Ji Kim, Hee J. Jeong |
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| Rok vydání: | 2000 |
| Předmět: |
Clinical Biochemistry
Pharmaceutical Science Alcohol Microbial Sensitivity Tests Gram-Positive Bacteria Biochemistry Medicinal chemistry Chemical synthesis Mice Structure-Activity Relationship chemistry.chemical_compound Drug Stability Streptococcal Infections Gram-Negative Bacteria Drug Discovery Animals Carboxylate Molecular Biology Escherichia coli Infections Antibacterial agent Mice Inbred ICR Bacteria Bicyclic molecule Organic Chemistry Combinatorial chemistry Anti-Bacterial Agents Survival Rate Carbapenems chemistry Reagent Lactam Molecular Medicine Antibacterial activity |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 10:333-336 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/s0960-894x(99)00692-7 |
| Popis: | The 2α-functionalized 1β-methylcarbapenems 3 were synthesized from the 2-formyl 1β-methylcarbapenem intermediate 5 Download : Download high-res image (85KB) Download : Download full-size image Scheme 1 . Reagents and reaction conditions; (i) MnO2, CH2Cl2, reflux (70%); (ii) RMgX or RLi, THF or Et2O (50–75%); (iii) KF, n-Bu4NBr, →KF, n-Bu4NBr, AcOH, THF (80%); (iv) Pd(PPh3)4, SHE, THF (62%). . The best compound in the series of 2α-(hydroxy)alkylcarbapenems, KR-21012, displayed well balanced in vitro and in vivo activity as a parent compound of oral carbapenem. |
| Databáze: | OpenAIRE |
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