Studies on Fungal Products. VII. The Structures of Meleagrin and 9-O-p-Bromobenzoylmeleagrin

Abstract

The structure of meleagrin (1), isolated from Penicillium meleagrinum, was determined by X-ray crystallographic analysis of 9-O-p-bromobenzoylmeleagrin (7) monohydrate. The crystal structure of 7 monohydrate was determined by the heavy atom method : the final R value without hydrogen atoms was 0.094. The structure of meleagrin was established as the 9-O-demethyl compound of oxaline (4), isolated from Penicillium oxalicum. The absolute configurations at N₁, C₂, and C₃ are S, S, and R, respectively.