The Relative and Absolute Configuration of PF1140
Open Access
- 1 June 2005
- journal article
- research article
- Published by Springer Nature in The Journal of Antibiotics
- Vol. 58 (6) , 425-427
- https://doi.org/10.1038/ja.2005.56
Abstract
A potentially general approach for elucidating the absolute configuration of N-hydroxypyridone antibiotics has been developed. One member of this family of antibiotics, PF1140, was efficiently purified from a crude fungal extract following allylation of its N-hydroxyl group. Removal of the resultant allyl group permitted regeneration of the N-hydroxyl group as well as conversion into the corresponding pyridone derivative. The stereochemistry of PF1140 including the absolute configuration was established by X-ray crystallographic analysis of the S-2-methoxy-2-(1-naphthyl)propionic ester derivative.Keywords
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