Kumagai H, Nishida H, Imamura N, Tomoda H, Omura S, Bordner J
Research Center for Biological Function, Kitasato Institute, Kitasato University, Tokyo, Japan.
J Antibiot (Tokyo). 1990 Dec;43(12):1553-8. doi: 10.7164/antibiotics.43.1553.
The structures of atpenins A4, A5 and B, new antifungal antibiotics produced by Penicillium sp., have been deduced to be I, II and III, respectively, on the basis of spectroscopic and 1H and 13C NMR spectral data. The molecular structure of atpenin A4 with absolute configurations was finally confirmed to be 2'S,4'S,5'S-5,6-dimethoxy-4-hydroxy-5'-chloro-2',4'- dimethyl-1'-oxoheptyl-2-hydroxypyridine (I') by the single crystal X-ray crystallographic analysis. The absolute configurations of atpenins A5 and B were also expected to be 2'S,4'S,5'R-II (II') and 2'S,4'R-III (III'), respectively.
根据光谱以及1H和13C NMR光谱数据推断，由青霉菌产生的新型抗真菌抗生素阿替青霉素A4、A5和B的结构分别为I、II和III。通过单晶X射线晶体学分析，最终确定具有绝对构型的阿替青霉素A4的分子结构为2'S,4'S,5'S-5,6-二甲氧基-4-羟基-5'-氯-2',4'-二甲基-1'-氧代庚基-2-羟基吡啶（I'）。阿替青霉素A5和B的绝对构型预计分别为2'S,4'S,5'R-II（II'）和2'S,4'R-III（III'）。
