Total Synthesis of Schizocommunin and Revision of Its Structure

A proposed structure for schizocommunin (Z)-1hydroxy and its geometric isomer (E)-1hydroxy, which exist in a keto form, has been synthesized. However, the spectroscopic data of (Z)-1keto and (E)-1keto were not consistent with those reported for natural schizocommunin. After reinvestigating the spectral data for natural schizocommunin, we synthesized the quinazolinone derivative (Z)-2 as a revised structure for schizocommunin. All of the spectral data of (Z)-2 were completely identical to those reported for natural schizocommunin. (Z)-2 showed moderate antiproliferative activity.