Synthesis of a dihydroxythiophene analogue of catechosporines.
A vinylogous cephalosporine bearing a dihydroxythiophene moiety as a potential catechol surrogate has been synthesised (I-e-beta). Even if the anti staphylococcus spectrum displayed by this compound is of interest, its activity against Pseudomonas species, expected for such a structure, remains disappointing.
Dini
C
C
Medicinal Chemistry Department, Hoechst Marion Roussel, Romainville, France. christophe.dini@hmag.com
Aszodi
J
J
D002396:Catechols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002511:Cephalosporins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D011549:Pseudomonas / Q000187:drug effects; D013210:Staphylococcus / Q000187:drug effects; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
C407726:3-(2-(2-aminothiazol-4-yl)-2-((((5-cyano-3,4-dihydroxythiophen-2-yl)carboxymethyl)oxy)imino)acetamido)-7-(3-(1-quinolinium)-1-propenyl)-5-thia-1-azabicyclo(4.2.0)octane-2-carboxylic acid; D002396:Catechols; D002511:Cephalosporins; D013876:Thiophenes