Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005.

Abstract During the chemical investigation of marine-derived fungus, an unusual diketopiperazine (DKP) alkaloid, haenamindole ( 1 ), was isolated from a culture of the marine-derived fungus Penicillium sp. KCB12F005. The structure of 1 , which possesses benzyl-hydroxypiperazindione and phenyl-pyrimidoindole rings system in the molecule, was elucidated by analysis of NMR and MS data. The stereochemistry of 1 was determined by ROESY and advanced Marfey’s method.