Synthesis of jaspaquinol and effect on viability of normal and malignant bladder epithelial cell lines

A Demotie, I J S Fairlamb, F J Lu, N J Shaw, P A Spencer, J Southgate

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of jaspaquinol 1, a monocyclic diterpene-benzenoid, is reported. Two synthetic routes to this natural product have been developed. The first, utilises a difunctional terpene derivative containing different leaving groups, facilitating the selective introduction of the cyclohexenyl and benzenoid fragments. The alternative route employs a regiospecific Stille cross-coupling reaction to introduce the cyclohexenyl fragment, which occurs without allylic transposition. Preliminary data shows the cell viability of 1 against normal and malignant human bladder epithelial cell lines. (C) 2004 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)2883-2887
Number of pages5
JournalBioorganic & Medicinal Chemistry Letters
Volume14
Issue number11
DOIs
Publication statusPublished - 7 Jun 2004

Keywords

  • SQUALENE SYNTHASE
  • FARNESOL ANALOGS
  • SELENIUM DIOXIDE
  • THP ETHERS
  • INHIBITORS
  • FARNESYLTRANSFERASE
  • REACTIVITY
  • ALKYLATION
  • OXIDATION
  • COMPLEXES

Cite this