Synthesis and cytotoxic activity of new 9-substituted camptothecins

Sabrina Dallavalle, Daniela Granza Rocchetta, Loana Musso, Lucio Merlini, Gabriella Morini, Sergio Penco, Stella Tinelli, Giovanni Luca Beretta, Franco Zunino

Research output: Contribution to journalArticle

Abstract

A series of novel 9-substituted camptothecins derived from 9-formylcamptothecin were synthesized. The aldehyde was obtained from 10-hydroxycamptothecin or, better, by total synthesis. The compounds showed antiproliferative activity higher than that of the reference compound topotecan. Modelling suggested the possibility of a favourable interaction of small and polar 9-substituents with the topoisomerase I-DNA complex, which is consistent with the higher activity of these derivatives with respect to the corresponding 7-substituted camptothecins.

Original languageEnglish
Pages (from-to)2781-2787
Number of pages7
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number9
DOIs
Publication statusPublished - May 1 2008

Keywords

  • Antitumor agents
  • Camptothecin
  • DNA cleavage
  • Synthesis
  • Topoisomerase I

ASJC Scopus subject areas

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

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  • Cite this

    Dallavalle, S., Rocchetta, D. G., Musso, L., Merlini, L., Morini, G., Penco, S., Tinelli, S., Beretta, G. L., & Zunino, F. (2008). Synthesis and cytotoxic activity of new 9-substituted camptothecins. Bioorganic and Medicinal Chemistry Letters, 18(9), 2781-2787. https://doi.org/10.1016/j.bmcl.2008.04.016