Monobactams—structure-activity relationships leading to SQ 26,776

Simple syntheses of a number of classes of analogues of the naturally occurring monobactam SQ 26,180 have been achieved. The absolute configuration of the biologically active enantiomer in the key series of analogues leading to the inaugural monobactam, SQ 26,776, has been determined. Systematic var...

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Bibliographic Details
Published in:Journal of antimicrobial chemotherapy 1981-12, Vol.8 (suppl-E), p.21-28
Main Authors: Breuer, H., Cimarusti, C. M., Denzel, Th, Koster, W. H., Slusarchyk, W. A., Treuner, U. D.
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemical synthesis
Aztreonam
Bacteria - drug effects
Drug Resistance, Microbial
Lactams - chemical synthesis
Stereoisomerism
Structure-Activity Relationship
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Summary:Simple syntheses of a number of classes of analogues of the naturally occurring monobactam SQ 26,180 have been achieved. The absolute configuration of the biologically active enantiomer in the key series of analogues leading to the inaugural monobactam, SQ 26,776, has been determined. Systematic variation of the acyl moiety leads to structure-activity relationships that parallel those exhibited by the penicillins and cephalosporins. Based on these preliminary studies SQ 26,776, a synthetic analogue of SQ 26,180, was prepared.
ISSN:0305-7453
1460-2091
DOI:10.1093/jac/8.suppl_E.21