Synthesis, characterization, and cytotoxic activity of copper(II) and platinum(II) complexes of 2-benzoylpyrrole and X-ray structure of bis[2-benzoylpyrrolato(N,O)]copper(II)

S Rubino; S Petruso; R Pierattelli; G Bruno; G C Stocco; L Steardo; M Motta; M Passerotto; E Del Giudice; G Gulì

doi:10.1016/j.jinorgbio.2004.09.012

Synthesis, characterization, and cytotoxic activity of copper(II) and platinum(II) complexes of 2-benzoylpyrrole and X-ray structure of bis[2-benzoylpyrrolato(N,O)]copper(II)

J Inorg Biochem. 2004 Dec;98(12):2071-9. doi: 10.1016/j.jinorgbio.2004.09.012.

Authors

S Rubino¹, S Petruso, R Pierattelli, G Bruno, G C Stocco, L Steardo, M Motta, M Passerotto, E Del Giudice, G Gulì

Affiliation

¹ Dipartimento di Chimica Inorganica, Università degli studi di Palermo, Viale delle Scienze, Parco d'Orleans, 90128 Palermo, Italy.

PMID: 15541496
DOI: 10.1016/j.jinorgbio.2004.09.012

Abstract

Copper(II) and platinum(II) complexes of 2-benzoylpyrrole (2-BZPH) were synthesized and characterized with IR, 1H and 13C NMR spectroscopies and coordination geometry with ligands arranged in transoid fashion. The crystal structure of [Cu(II)(2-BZP)2] was determined by X-ray diffraction. Death of complex treated Jurkat cells was measured by flow cytometry. The bis-chelate complexes [Cu(II)(2-BZP)2] and [Pt(II)(2-BZP)2] adopt square-planar coordination geometry with ligands, arranged in transoid fashion. Concentrations of 1-10 microM Platinum(II) complexes reduced cell survival from 100% to 20%, in contrast to the copper(II) complex which caused no cell death at a concentration of 10 microM. While the Pt(II) complexes may have damaged DNA to induce cell death, treatment with the Cu(II) complex did not induce Jurkat cell death.

Publication types

Comparative Study
Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / toxicity
Cell Death / drug effects
Cell Survival
Copper / chemistry*
Crystallography, X-Ray
Dose-Response Relationship, Drug
Flow Cytometry
Formazans / pharmacology
Humans
Hydrogen Bonding
Indicators and Reagents / pharmacology
Jurkat Cells
Ligands
Magnetic Resonance Spectroscopy
Molecular Conformation
Molecular Structure
Organometallic Compounds / chemical synthesis*
Organometallic Compounds / chemistry
Organometallic Compounds / toxicity
Platinum / chemistry*
Pyrroles / chemical synthesis*
Pyrroles / chemistry
Pyrroles / toxicity*
Spectrophotometry, Infrared

Substances

Antineoplastic Agents
Formazans
Indicators and Reagents
Ligands
Organometallic Compounds
Pyrroles
Platinum
Copper