Camptothecin-7-yl-methanthiole: Semisynthesis and Biological Evaluation

Michael S. Christodoulou, Franco Zunino, Valentina Zuco, Stella Borrelli, Daniela Comi, Gabriele Fontana, Marisa Martinelli, James B. Lorens, Lasse Evensen, Maurizio Sironi, Stefano Pieraccini, Lisa Dalla Via, Ornella Maria Gia, Daniele Passarella

Research output: Contribution to journalArticle

Abstract

The introduction of a methylenthiol group at position7 of camptothecin was carried out in four steps. This preparation also yielded the corresponding disulfide, which behaves as a prodrug due to its reactivity with glutathione. Assessment of their antiproliferative activities, investigations of their mechanism of action, and molecular modeling analysis indicated that the 7-modified camptothecin derivatives described herein maintain the biological activity and drug-target interactions of the parent compound.

Original languageEnglish
Pages (from-to)2134-2143
Number of pages10
JournalChemMedChem
Volume7
Issue number12
DOIs
Publication statusPublished - Dec 2012

Keywords

  • Angiogenesis
  • Anticancer agents
  • Camptothecin
  • Inhibitors
  • Topoisomerases

ASJC Scopus subject areas

  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry
  • Molecular Medicine

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  • Cite this

    Christodoulou, M. S., Zunino, F., Zuco, V., Borrelli, S., Comi, D., Fontana, G., Martinelli, M., Lorens, J. B., Evensen, L., Sironi, M., Pieraccini, S., Via, L. D., Gia, O. M., & Passarella, D. (2012). Camptothecin-7-yl-methanthiole: Semisynthesis and Biological Evaluation. ChemMedChem, 7(12), 2134-2143. https://doi.org/10.1002/cmdc.201200322