Novel sulfur-containing rapamycin analogs prepared by precursor-directed biosynthesis |
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| Authors: | Graziani Edmund I Ritacco Frank V Summers Mia Y Zabriskie T Mark Yu Ker Bernan Valerie S Greenstein Michael Carter Guy T |
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| Institution: | Department of Chemical & Screening Sciences, Wyeth Research, 401 North Middletown Road, Pearl River, New York 10965, USA. graziaei@wyeth.com |
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| 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. |
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