Orally absorbable cephalosporin antibiotics. 1. Structure-activity relationships of benzothienyl- and naphthylglycine derivatives of 7-aminodeacetoxycephalosporanic acid
| Autor: | S, Kukolja, S E, Draheim, J L, Pfeil, R D, Cooper, B J, Graves, R E, Holmes, D A, Neel, G W, Huffman, J A, Webber, M D, Kinnick |
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| Rok vydání: | 1985 |
| Předmět: |
Chemical Phenomena
medicine.drug_class Staphylococcus Cephalosporin Antibiotics Glycine Administration Oral Thiophenes Naphthalenes Gram-Positive Bacteria chemistry.chemical_compound Structure-Activity Relationship In vivo Drug Discovery medicine Organic chemistry Cephalosporin Antibiotic Antibacterial agent Cephalexin biology Streptococcus Stereoisomerism biology.organism_classification Haemophilus influenzae Cephalosporins Chemistry chemistry Lactam Molecular Medicine Bacteria |
| Zdroj: | Journal of medicinal chemistry. 28(12) |
| ISSN: | 0022-2623 |
| Popis: | A structure-activity relationship study of a number of orally absorbed cephalosporins together with their syntheses is described. These new cephalosporins are benzothienyl- and naphthylglycine derivatives of 7-aminodeacetoxycephalosporanic acid. Several different synthetic methods for the glycine side chains, their protection, and the final acylations are reported. Several of these analogues were more active than cephalexin both in vitro and in vivo against commonly encountered Gram-positive bacteria. (R)-7-(3-Benzothienylglycylamido)-3-methyl-3-cephem-4-carboxylic acid (1R) has emerged as a potent antibacterial agent and is currently undergoing preclinical evaluation. |
| Databáze: | OpenAIRE |
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