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Synthesis of a natural product-inspired eight-membered ring lactam library via ring-closing metathesis

Authors
Journal
Bioorganic & Medicinal Chemistry Letters
0960-894X
Publisher
Elsevier
Publication Date
Volume
18
Issue
17
Identifiers
DOI: 10.1016/j.bmcl.2008.07.074
Keywords
  • Eight-Membered
  • Natural Product
  • Lactam
  • Library
  • Ring-Closing Metathesis
  • Medium-Ring
  • Octalactin
  • Parallel Synthesis
Disciplines
  • Biology
  • Chemistry

Abstract

Abstract We have prepared a novel speculative eight-membered lactam demonstration library based on the skeletal structure of the potent antitumor marine natural product octalactin A. The basic scaffold was readily constructed in a convergent fashion via ring-closing metathesis chemistry from the corresponding diene amides. A cursory examination of the biological properties of the library validates the relevance and significance of these structures.

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