title: Synthesis and biological activity of 7 alpha-hydroxyethyl-1-oxacephem derivatives.
abstract: A series of 7 alpha-hydroxyethyl-1-oxacephems (1) was synthesized. The main focus of this study was to investigate biological activity relationships between 1-oxacephems (1) and the corresponding cephems (2). Replacement of the sulfur atom of 2 by the oxygen atom caused an enhancement of antibacterial activity, although the antibacterial activity of 1 was not high enough. Additionally 1 showed beta-lactamase inhibitory activity, especially against cephalosporinase. However, the potency was lower than that of 2.
authors.affiliation: New Drug Research Laboratories, Fujisawa Pharmaceutical Co., Ltd., Osaka, Japan.
authors.forename: S
authors.initials: S
authors.lastname: Nishimura
authors.forename: H
authors.initials: H
authors.lastname: Sasaki
authors.forename: N
authors.initials: N
authors.lastname: Yasuda
authors.forename: Y
authors.initials: Y
authors.lastname: Matsumoto
authors.forename: T
authors.initials: T
authors.lastname: Kamimura
authors.forename: K
authors.initials: K
authors.lastname: Sakane
authors.forename: T
authors.initials: T
authors.lastname: Takaya
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D001419:Bacteria / Q000187:drug effects*; D055598:Chemical Phenomena; D002621:Chemistry; D004926:Escherichia coli / Q000187:drug effects; D007769:Lactams; D015394:Molecular Structure; D011514:Proteus vulgaris / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D007769:Lactams; C060462:7-hydroxyethyl-1-oxacephem