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

22 Citations (Scopus)

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
StatePublished - Jan 1 2012

Fingerprint

gemcitabine
Biological Products
Libraries
Cyclization
Traditional Medicine
Pancreatic Neoplasms
Medicine
Tumors
Chemical activation
Cells
Apoptosis
Growth
Neoplasms

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

Cite this

Synthesis and evaluation of macrocyclic diarylether heptanoid natural products and their analogs. / Bryant, Vashti C.; Kishore Kumar, G. D.; Nyong, Abijah M.; Natarajan, Amarnath.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 22, No. 1, 01.01.2012, p. 245-248.

Research output: Contribution to journalArticle

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