Palladacyclopentadienyl complexes bearing purine-based N-heterocyclic carbenes: A new class of promising antiproliferative agents against human ovarian cancer

Thomas Scattolin, Sonia Giust, Paola Bergamini, Isabella Caligiuri, Luciano Canovese, Nicola Demitri, Roberto Gambari, Ilaria Lampronti, Flavio Rizzolio, Fabiano Visentin

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Abstract

A complete protocol for the synthesis of new palladacyclopentadienyl complexes with purine-based carbenes as supporting ligands is described. The new organometallic compounds were exhaustively characterized using NMR and infrared spectroscopies and elemental analysis. The single-crystal X-ray structure of complex 2b coordinating also a triphenylphosphine was resolved. Some of these complexes showed an antiproliferative activity comparable to or better than that of cisplatin on two human ovarian cancer lines: A2780 (cisplatin-sensitive) and A2780cis (cisplatin-resistant). Moreover, for complexes 2 and 3 (coordinating one purine-based N-heterocyclic carbene ligand and one phosphine) the cytotoxicity is associated with an evident induction of apoptosis. Finally, complexes 3, bearing one purine-based N-heterocyclic carbene ligand and one 1,3,5-triaza-7-phosphaadamantane, proved practically inactive on non-tumour fibroblast cells (MRC-5).

Original languageEnglish
Article numbere4902
Number of pages16
JournalApplied Organometallic Chemistry
Volume33
Issue number6
DOIs
Publication statusPublished - Jun 2019

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Keywords

  • antiproliferative and pro-apoptotic activity
  • N-heterocyclic carbenes
  • ovarian cancer
  • palladacyclopentadienyl complexes
  • purine bases

ASJC Scopus subject areas

  • Chemistry(all)
  • Inorganic Chemistry

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