Synthesis, solution structure, and bioactivity of six new simplified analogues of the natural cyclodepsipeptide jaspamide

Stefania Terracciano, Ines Bruno, Giuseppe Bifulco, Elvira Avallone, Charles D. Smith, Luigi Gomez-Paloma, Raffaele Riccio

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

Recently, we described the synthesis and the biological evaluation of three modified analogues of jaspamide (1), a natural cyclodepsipeptide possessing a potent antitumor activity as a consequence of its ability to interfere with actin cytoskeleton. To obtain additional information on the potential pharmacophoric core of the target molecule, which is of fundamental importance to discover new and more effective anticancer products, we decided to explore the biological effects of further structural modifications carried out on the parent molecule. The synthesis and the chemical characterization of six jaspamide analogues (2-7) are reported and their conformational and biological properties are described.

Original languageEnglish (US)
Pages (from-to)5225-5239
Number of pages15
JournalBioorganic and Medicinal Chemistry
Volume13
Issue number17
DOIs
StatePublished - Sep 1 2005

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis, solution structure, and bioactivity of six new simplified analogues of the natural cyclodepsipeptide jaspamide'. Together they form a unique fingerprint.

Cite this