Heteroleptic enantiopure Pd(ii)-complexes derived from halogen-substituted Schiff bases and 2-picolylamine: Synthesis, experimental and computational characterization and investigation of the influence of chirality and halogen atoms on the anticancer activity

Nazanin Kordestani, Hadi Amiri Rudbari, Isabel Correia, Andreia Valente, Leonor Côrte-Real, Mohammad Khairul Islam, Nicola Micale, Jason D. Braun, David E. Herbert, Nikolay Tumanov, Johan Wouters, Mohammed Enamullah

Résultats de recherche: Contribution à un journal/une revueArticleRevue par des pairs

Résumé

Seven enantiomeric pairs of palladium complexes, [Pd(pic)(R or S)-N-1-(phenyl)ethyl-2,4-X1,X2-salicylaldiminate)]NO3, [Pd(pic)(R or S)]NO3 (X1 = X2 = Cl, Br, I, H; X1/X2 = Br/Cl), were synthesized by the reaction of enantiopure halogen-substituted Schiff bases (R or S)-N-1-(phenyl)ethyl-2,4-X1,X2-salicylaldimine with [Pd(pic)Cl2] (pic = 2-picolylamine). The composition and structure of the complexes were confirmed by means of FT-IR, 1H NMR and 13C NMR spectroscopy, elemental analysis and X-ray crystallography. The electronic structure of the reported complexes was investigated using UV-vis absorption and electronic circular dichroism (ECD) spectroscopy, complemented by DFT/TDDFT modelling. To investigate the effect of chirality and different halogen substituents on the anticancer activity of the complexes, the cytotoxic activity of all fourteen complexes was tested in the human breast cancer cell lines MDA-MB-231 and MCF-7 at 24 h using the colorimetric MTT assay. Also, the cell death mechanism was assessed using the annexin V/propidium iodide (AV/PI) cytometry-based assay. This journal is

langue originaleAnglais
Pages (de - à)9163-9180
Nombre de pages18
journalNew Journal of Chemistry
Volume45
Numéro de publication20
Date de mise en ligne précoce16 avr. 2021
Les DOIs
Etat de la publicationPublié - 28 mai 2021

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