Synthesis and cytotoxic activity of a new series of topoisomerase I inhibitors

Sabrina Dallavalle, Sonia Gattinoni, Stefania Mazzini, Leonardo Scaglioni, Lucio Merlini, Stella Tinelli, Giovanni L. Beretta, Franco Zunino

Research output: Contribution to journalArticlepeer-review

Abstract

A series of structurally simple analogues of natural topopyrone C were synthesized and tested for cytotoxic and topoisomerase I inhibitory activities. The removal of the hydroxyl groups at the 5 and 9 positions resulted in an increased cytotoxic potency and ability to stabilize topoisomerase-mediated cleavage. In addition, the results suggest that some structural features, such as the pyrone ring and a polar group in position 11, are fundamental for topoisomerase I inhibitory effect. These structural requirements are also consistent with the cytotoxic activity.

Original languageEnglish
Pages (from-to)1484-1489
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number4
DOIs
Publication statusPublished - Feb 15 2008

Keywords

  • Antitumor
  • Cytotoxic activity
  • Topoisomerase I
  • Topopyrones

ASJC Scopus subject areas

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

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