通过前体定向生物合成制备的新型含硫雷帕霉素类似物。
Novel sulfur-containing rapamycin analogs prepared by precursor-directed biosynthesis.
作者信息
Graziani Edmund I, Ritacco Frank V, Summers Mia Y, Zabriskie T Mark, Yu Ker, Bernan Valerie S, Greenstein Michael, Carter Guy T
机构信息
Department of Chemical & Screening Sciences, Wyeth Research, 401 North Middletown Road, Pearl River, New York 10965, USA.
出版信息
Org Lett. 2003 Jul 10;5(14):2385-8. doi: 10.1021/ol034591k.
[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.
[反应：见正文] 通过用L-哌啶酸（4）和（S）-1,3-噻嗪烷-4-羧酸（5）或（S）-1,4-噻嗪烷-3-羧酸（6）喂养吸水链霉菌培养物，获得了免疫抑制天然产物雷帕霉素（1）的两种新型含硫类似物。通过光谱方法确定了两种新化合物20-硫代雷帕霉素（2）和15-脱氧-19-硫氧代雷帕霉素（3）的结构。
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