The synthesis and the in vitro cytotoxicity studies of bisnaphthalimidopropyl polyamine derivatives against colon cancer cells and parasite Leishmania infantum

João Oliveira, Lynda Denise Ralton, Joana Tavares, Anabela Codeiro-da-Silva, Charles Bestwick, Anne McPherson, Paul Kong Thoo Lin

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

Bisnaphthalimidopropyl derivatives (BNIPSpd, BNIPDaoct, BNIPDanon, BNIPDadec, BNIPDpta and BNIPDeta) were synthesised in yields ranging from 50% to 70% and their cytotoxicity against colon cancer cells (Caco-2) and the parasite Leishmania infantum determined using the MTT assay. Cytotoxicity within Caco-2 cells was manifested with IC50 values between 0.3 and 22 mu M. Compounds with the central longer alkyl chains exhibited the highest cytotoxicity. Against L. infantum, IC50 values were encompassed within a narrower concentration range of 0.47-1.54 mu M. In the parasites, the presence of nitrogen in the central chain and the length of the central alkyl chains did not especially enhance cytotoxicity. This may be due to the way these compounds are transported in the cells.

Original languageEnglish
Pages (from-to)541-545
Number of pages5
JournalBioorganic & Medicinal Chemistry
Volume15
Issue number1
Early online date28 Sep 2006
DOIs
Publication statusPublished - 1 Jan 2007

Keywords

  • bisnaphthalimidopropyl
  • anticancer
  • antiparasitic activity
  • polyamines
  • DNA-binding
  • biological-activities
  • localization
  • recognition
  • agents

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