Synthesis and evaluation of macrocyclic diarylether heptanoid natural products and their analogs

Vashti C. Bryant, G. D. Kishore Kumar, Abijah M. Nyong, Amarnath Natarajan

Research output: Contribution to journalArticle

23 Scopus citations

Abstract

The macrocyclic diarylether heptanoid (MDEH) natural products have been used in folk medicine for centuries. MDEHs are reported to exert anti-tumor properties by inhibiting the activation of NF-κB. Here we report the synthesis of a small MDEH library (first reported synthesis of racemic platycarynol) using a Grubbs cross metathesis/Ullmann cyclization strategy. Evaluation of the library led to the identification of MDEH 9b which sensitizes pancreatic cancer cells to gemcitabine mediated growth inhibition and apoptosis.

Original languageEnglish (US)
Pages (from-to)245-248
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume22
Issue number1
DOIs
Publication statusPublished - Jan 1 2012

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Keywords

  • Grubbs/Ullmann
  • Macrocyclic diarylether heptanoid
  • NF-κB
  • Pancreatic cancer
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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