Novel Sulfur-Containing Rapamycin Analogs Prepared by Precursor-Directed Biosynthesis
- 17 June 2003
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (14), 2385-2388
- https://doi.org/10.1021/ol034591k
Abstract
[reaction: see text] Two novel sulfur-containing analogs of the immunosuppressive natural product rapamycin (1) were obtained by feeding cultures of Streptomyces hygroscopicus with l-nipecotic acid (4) and either (S)-1,3-thiazane-4-carboxylic acid (5) or (S)-1,4-thiazane-3-carboxylic acid (6). The structures of the two new compounds, 20-thiarapamycin (2) and 15-deoxo-19-sulfoxylrapamycin (3), were determined by spectroscopic methods.Keywords
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