New Cyclams and Their Copper(II) and Iron(III) Complexes: Synthesis and Potential Application as Anticancer Agents

Adhan Pilon, Julia Lorenzo, Sergi Rodriguez-Calado, Pedro Adão, Ana M. Martins, Andreia Valente, Luis G. Alves

Research output: Contribution to journalArticleResearch

2 Citations (Scopus)

Abstract

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim New cyclam derivatives (HOCH 2 CH 2 CH 2 ) 2 (PhCH 2 ) 2 Cyclam and (HOCH 2 CH 2 CH 2 ) 2 ( 4-CF 3 PhCH 2 ) 2 Cyclam, as well as their Cu II and Fe III complexes, were synthesized and characterized and their stability in cellular media was assessed. The cytotoxic effect of all compounds was examined on human cervical cancer (HeLa) cells, revealing strong anticancer activity. After 24 h, only complexes with the (HOCH 2 CH 2 CH 2 ) 2 ( 4-CF 3 PhCH 2 ) 2 Cyclam ligand are cytotoxic, whereas after incubation for 72 h all compounds show significant antiproliferative effects. Notably, compounds containing 4-CF 3 PhCH 2 pendant arms on the cyclam ring revealed the most activity, with cytotoxicity values up to 12 times higher than those of cisplatin. All metal complexes seem to induce cell death through the formation of reactive oxygen species.
Original languageEnglish
Pages (from-to)770-778
JournalChemMedChem
Volume14
DOIs
Publication statusPublished - 3 Apr 2019

Keywords

  • cancer
  • cyclams
  • cytotoxicity
  • macrocycles
  • metallodrugs

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