1. Academic Validation
  2. Total synthesis of schizocommunin and revision of its structure

Total synthesis of schizocommunin and revision of its structure

  • J Nat Prod. 2013 Nov 22;76(11):2034-9. doi: 10.1021/np400263f.
Koji Uehata 1 Naoki Kimura Kazuya Hasegawa Shigeru Arai Mayumi Nishida Tomoo Hosoe Ken-ichi Kawai Atsushi Nishida
Affiliations

Affiliation

  • 1 Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan.
Abstract

A proposed structure for schizocommunin (Z)-1(hydroxy) and its geometric isomer (E)-1(hydroxy), which exist in a keto form, has been synthesized. However, the spectroscopic data of (Z)-1(keto) and (E)-1(keto) 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.

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