Novel cytotoxic 7-iminomethyl and 7-aminomethyl derivatives of camptothecin

Sabrina Dallavalle, Anna Ferrari, Lucio Merlini, Sergio Penco, Nives Carenini, Michelandrea De Cesare, Paola Perego, Graziella Pratesi, Franco Zunino

Research output: Contribution to journalArticle

Abstract

A series of new 7-iminomethyl derivatives of camptothecin were obtained from camptothecin-7-aldehyde and aromatic alicyclic and aliphatic amines. Their hydrogenation led to the corresponding amines. All the imines and the less polar amines showed a marked increase of the cytotoxic activity against H460 non-small lung carcinoma cell line, with respect to topotecan. The lipophilicity of the substituent in position 7 of camptothecin seems to play an important role for cytotoxic potency. The 7-phenyliminomethyl derivative showed efficacy comparable to topotecan in vivo against NSCLC H460 xenografted in athymic nude mice.

Original languageEnglish
Pages (from-to)291-294
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume11
Issue number3
DOIs
Publication statusPublished - Feb 12 2001

ASJC Scopus subject areas

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

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    Dallavalle, S., Ferrari, A., Merlini, L., Penco, S., Carenini, N., De Cesare, M., Perego, P., Pratesi, G., & Zunino, F. (2001). Novel cytotoxic 7-iminomethyl and 7-aminomethyl derivatives of camptothecin. Bioorganic and Medicinal Chemistry Letters, 11(3), 291-294. https://doi.org/10.1016/S0960-894X(00)00649-1