Novel cephalosporin derivatives possessing a substituted cinnamoyl moiety at the 7 beta-position. Synthesis, structural characterization and antibacterial activity of 3-acetoxymethyl cephalosporin derivatives
| Autor: | Rizette Avila, Ramón Carrasco, Ileana González, Miguel A. López, Zalua Rodríguez, Blanca Tolón, Maritza González, Taimirys Mamposo, Leonor Garmendía, Herman Velez, Adamo Fini, Rolando F. Pellón |
|---|---|
| Přispěvatelé: | LOPEZ MA, RODRIGUEZ Z, GONZALEZ M, TOLON B, AVILA R, GONZALEZ I, GARMENDIA L, MAMPOSO T, CARRASCO R, PELLON R, VELEZ H, FINI A. |
| Rok vydání: | 2004 |
| Předmět: |
Pharmacology
Staphylococcus aureus medicine.drug_class Chemistry Stereochemistry Organic Chemistry Cephalosporin General Medicine Microbial Sensitivity Tests Antimicrobial medicine.disease_cause Chemical synthesis Anti-Bacterial Agents Cephalosporins Structure-Activity Relationship Cinnamates Drug Discovery medicine Moiety Humans Antibacterial activity Staphylococcus Antibacterial agent |
| Zdroj: | European journal of medicinal chemistry. 39(8) |
| ISSN: | 0223-5234 |
| Popis: | Twenty 3-acetoxymethyl cephalosporin derivatives, with various cinnamoyl (3-phenyl-2-propenoyl) substituted groups at the 7β-position, were synthesized and evaluated for antibacterial activity in vitro. Some of these cephalosporin derivatives showed good selective activity against Gram-positive bacteria. Although substitution on the aromatic ring of cinnamoyl moiety generally reduced antimicrobial activity against Staphylococcus sp. and Enterococcus sp., a hydroxy group at the para position, and particularly ortho, para di-chloro substitution, improved the activity against methicillin resistant strains of Staphylococcus aureus (MRSA). Substitution on the double bond α position of the cinnamoyl moiety also affected the antimicrobial activity. A cyano group attached to this position increased activity against both negative coagulase Staphylococcus and Enterococcus sp. and extended the antibacterial spectrum towards Gram-negative bacteria. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect