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).
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.
Rubino
S
S
Dipartimento di Chimica Inorganica, Università degli studi di Palermo, Viale delle Scienze, Parco d'Orleans, 90128 Palermo, Italy.
Petruso
S
S
Pierattelli
R
R
Bruno
G
G
Stocco
G C
GC
Steardo
L
L
Motta
M
M
Passerotto
M
M
Giudice
E Del
ED
Gulì
G
G
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D016923:Cell Death / Q000187:drug effects; D002470:Cell Survival; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D005434:Flow Cytometry; D005562:Formazans / Q000494:pharmacology; D006801:Humans; D006860:Hydrogen Bonding; D007202:Indicators and Reagents / Q000494:pharmacology; D019169:Jurkat Cells; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D010984:Platinum / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D013055:Spectrophotometry, Infrared
D000970:Antineoplastic Agents; D005562:Formazans; D007202:Indicators and Reagents; D008024:Ligands; D009942:Organometallic Compounds; D011758:Pyrroles; D010984:Platinum; D003300:Copper