Ro 22-5417, a new clavam antibiotic from Streptomyces clavuligerus. III. Absolute stereochemistry.
- 1 January 1983
- journal article
- research article
- Published by Japan Antibiotics Research Association in The Journal of Antibiotics
- Vol. 36 (3) , 217-225
- https://doi.org/10.7164/antibiotics.36.217
Abstract
The complete stereostructure of the new antibiotic Ro 22-5417 was established as 3-[(3S,5S)-7-oxo-1-aza-4-oxabicyclo[3.2.0]hept-3-yl]-L-alanine. This result, together with the synthesis of a (3R,5R)-L-analog suggested that clavams require the R-configuration at the ring juncture for .beta.-lactamase inhibitory activity; S-stereochemistry is essential for antifungal activity.This publication has 8 references indexed in Scilit:
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