Total Synthesis of the Neuroprotective Agent Cudraisoflavone J

Qili Lu, Dipesh S. Harmalkar, Guofeng Quan, Haeun Kwon, Jungsook Cho, Yongseok Choi, Dongho Lee, Kyeong Lee

Research output: Contribution to journalArticlepeer-review

Abstract

Cudraisoflavone J (1), isolated from Cudrania tricuspidata, is a potent neuroprotective compound with a chiral center. Herein, we report the first total synthesis of racemic cudraisoflavone J (1) using a Claisen rearrangement and a Suzuki coupling reaction as the key steps. Racemic secondary alcohol was kinetically resolved to give (+)- and (-)-cudraisoflavone J with up to 97 and 88% enantiomeric excess, respectively. The modified Mosher's method was used to elucidate the absolute configuration of naturally occurring cudraisoflavone J.

Original languageEnglish
JournalJournal of Natural Products
DOIs
Publication statusAccepted/In press - 2021

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Total Synthesis of the Neuroprotective Agent Cudraisoflavone J'. Together they form a unique fingerprint.

Cite this