Ring-closing metathesis: A powerful tool for the synthesis of simplified salicylihalamide-based V-ATPase inhibitors

Sylvain Lebreton, Xiao Song Xie, Deborah Ferguson, Jef K. De Brabander

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

Based on our synthetic strategy developed for the total synthesis of the macrocyclic salicylate natural product salicylihalamide, we describe herein the synthesis of a series of simplified salicylihalamide-based analogs. Alterations in the aromatic fragment, the macrolactone scaffold and side-chain were evaluated for in vitro inhibition of V-ATPase activity and human tumor cell growth. Graphical abstract.

Original languageEnglish (US)
Pages (from-to)9635-9647
Number of pages13
JournalTetrahedron
Volume60
Issue number43 SPEC. ISS.
DOIs
StatePublished - Oct 18 2004

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Salicylates
Plant shutdowns
Biological Products
Human Activities
Adenosine Triphosphatases
Cell growth
Growth
Scaffolds
Tumors
Neoplasms
In Vitro Techniques

Keywords

  • Cancer
  • Macrocyclic
  • Natural product
  • Olefin-metathesis
  • Vacuolar ATPase

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Ring-closing metathesis : A powerful tool for the synthesis of simplified salicylihalamide-based V-ATPase inhibitors. / Lebreton, Sylvain; Xie, Xiao Song; Ferguson, Deborah; De Brabander, Jef K.

In: Tetrahedron, Vol. 60, No. 43 SPEC. ISS., 18.10.2004, p. 9635-9647.

Research output: Contribution to journalArticle

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