Synthesis, conformational analysis, and cytotoxicity of new analogues of the natural cyclodepsipeptide jaspamide

Stefania Terracciano, Ines Bruno, Giuseppe Bifulco, Jean E. Copper, Charles Smith, Luigi Gomez-Paloma, Raffaele Riccio

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Three analogues of the natural bioactive cyclodepsipeptide jaspamide (3-5) were efficiently synthesized using a combination of solid and solution phase techniques. The preliminary design of the molecules has involved the rational substitution and/or simplification of the most critical structural features of the lead compound. The synthetic products were subjected to pharmacological assays, and the conformational properties were investigated by MM (molecular mechanics) and MD (molecular dynamics) calculations, to describe the potential pharmacophoric core responsible for the observed activities.

Original languageEnglish (US)
Pages (from-to)1325-1331
Number of pages7
JournalJournal of Natural Products
Volume67
Issue number8
DOIs
StatePublished - Aug 1 2004

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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