Structural Revision of Garcinielliptin Oxide and Garcinielliptone e

Robert B. Grossman, Xing Wei Yang

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

Previously, Lin et al. reported the isolation and structural determination of two triterpenoids, garcinielliptin oxide (GO) and garcinielliptone E (GE). Their unusual structural features, which remained unparalleled in subsequent decades despite the intervening discovery of hundreds of other polycyclic polyprenylated acylphloroglucinols (PPAPs), caused us to question the originally assigned structures, so GO was reisolated from Garcinia subelliptica, and its NMR spectra were reacquired. In this Note, we revise the structures of GO and the related GE via NMR analysis, biosynthetic considerations, and chemical conversion. Garcinielliptone T, a new PPAP, was also isolated and characterized. GO exhibited weak inhibitory activity against acetylcholinesterase with an IC50 value of 20.7 μM.

Original languageEnglish
Pages (from-to)2041-2044
Number of pages4
JournalJournal of Natural Products
Volume83
Issue number6
DOIs
StatePublished - Jun 26 2020

Bibliographical note

Funding Information:
The authors would like to thank the National Natural Sciences Foundation of China (31800296), the Youth Innovation Promotion Association CAS (2016350), and the National Key Research and Development Program of China (2017YFD0201402) for partial financial support.

Publisher Copyright:
Copyright © 2020 American Chemical Society and American Society of Pharmacognosy.

ASJC Scopus subject areas

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

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