Synthesis of bi- and tricyclic analogues of myo-inositol 3,4,5,6- and 1,4,5,6-tetrakisphosphate with extended carbon backbone

Andrew Schnaars, Carsten Schultz

Research output: Contribution to journalArticle

11 Scopus citations

Abstract

myo-Inositol 3,4,5,6-tetrakisphosphate [Ins(3,4,5,6)P4] and its enantiomer exhibit distinct functions in the regulation of transepithelial chloride secretion. In search for agonists and antagonists of these potential messengers we synthesized a bicyclic oxepin analogue and a tricyclic analogue with a selfprotecting dioxolane moiety. The carbon backbone extension was linked to the C2 position. Ring closure was achieved by a metathesis reaction.

Original languageEnglish (US)
Pages (from-to)519-524
Number of pages6
JournalTetrahedron
Volume57
Issue number3
DOIs
StatePublished - Jan 14 2001

Keywords

  • Cyclitols
  • Inositol phosphates
  • Ring-closure metathesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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