Comparative studies on the mechanism of cytotoxic action of novel platinum II complexes with pyrazole ligands

Ciesielska, Ewa; Szulawska, Agata; Studzian, Kazimierz; Ochocki, Justyn; Malinowska, Katarzyna; Kik, Krzysztof; Szmigiero, Leszek

doi:10.1016/j.jinorgbio.2006.05.001

Cited by 32 publications

(17 citation statements)

References 26 publications

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“…The activity of 2 (IC 50 values: DLD-1, 2.76 lM; HCT15, 6.5 lM; HT29, 2.1 lM; AGS, 2.84 lM) was similar to that of cisplatin (DLD-1, 2.31 lM; HCT15, 2.5 lM; HT29, 1.2 lM; AGS, 2.13 lM) (Sakai et al 2000). Compound 2 was also tested against L1210 murine leukemia cells with an IC 50 of 4.6 lM compared to cisplatin (1.2 lM) and carboplatin (11.2 lM) (Ciesielska et al 2006). We have also tested 2 and PtCl 2 (3,5-Me 2 pzH) (4) against human cervical epitheloid carcinoma (HeLa and CaSki) and leukemia (Jurkat) cells and found that they induce caspase-3 and DNA fragmentation (Keter et al 2008).…”

Section: Cancermentioning

confidence: 92%

“…The recorded ED 50 values are 4.1, 3.5 and 4.4 lM for compounds 5, 6 and 7 respectively. These activities are lower compared to cisplatin (1.2 lM) but better than carboplatin (11.2 lM) on the same cell line (Ciesielska et al 2006). Interest in this class of pyrazolyl complexes, though, lies in the way they act against cancer cell lines.…”

Section: Cancermentioning

confidence: 97%

“…We have also tested 2 and PtCl 2 (3,5-Me 2 pzH) (4) against human cervical epitheloid carcinoma (HeLa and CaSki) and leukemia (Jurkat) cells and found that they induce caspase-3 and DNA fragmentation (Keter et al 2008). Other closely related compounds that have anticancer activity: are cis-dichloro-bis-(N-hydroxymethylpyrazole-jN 2 )platinum(II), PtCl 2 (Hmpz) 2 (5), cis-dichlorobis-(N-hydroxymethyl-3,5-dimethylpyrazole-jN 2 )platinum(II), PtCl 2 (HM-3,5-dmpz) 2 (6) and cis-dichlorobis-(N-chloromethyl-3,5-dimethylpyrazole-jN 2 )platinum(II), PtCl 2 (Clmpz) 2 (7) that are cytotoxic to L1210 murine leukemia cells (Ciesielska et al 2006). The recorded ED 50 values are 4.1, 3.5 and 4.4 lM for compounds 5, 6 and 7 respectively.…”

Section: Cancermentioning

confidence: 99%

“…Whereas their cytotoxicities are similar, 2, 5 and 6 induce DNA laddering after a 3 h drug exposure period and after 24 h post-drug incubation; while 7 and cisplatin only induce the laddering after a total of 48 h post-drug incubation. Given that DNA fragmentation is the hallmark of apoptosis, it therefore follows that 2, 5 and 6 induce apoptosis earlier than 7 and cisplatin (Ciesielska et al 2006). Mepirizole (8), an active pyramidino pyrazole, used as an analgesic and anti-inflammatory agent (Takabatake et al 1970), has also been used to prepare palladium(II) (9) and platinum(II) (10) complexes by Onoa et al (1999).…”

Section: Cancermentioning

confidence: 99%

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Perspective: the potential of pyrazole-based compounds in medicine

2011

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Pyrazoles are widely used as core motifs for a large number of compounds for various applications such as catalysis, agro-chemicals, building blocks of other compounds and in medicine. The attractiveness of pyrazole and its derivatives is their versatility that allows for synthesis of a series of analogues with different moieties in them, thus affecting the electronics and by extension the properties of the resultant compounds. In medicine pyrazole is found as a pharmacophore in some of the active biological molecules. While pyrazole derivatives have been extensively studied for many applications including anticancer, antimicrobial, anti-inflammatory, antiglycemic, anti-allergy and antiviral, much less has been reported on their metal counterparts in spite of the fact that metals have been shown to impart activity to ligands. Thus this perspective is intended to demonstrate the potential of pyrazole and pyrazolyl metal complexes in the areas of drug discovery and development. Several examples, that include palladium, platinum, copper, gold, zinc, cobalt, nickel, iron, copper, silver and gallium complexes, are used to bolster the above point. For the purposes of this review three areas are discussed, that is pyrazole metal complexes as: (i) anticancer, (ii) antibacterial/parasitic and (iii) antiviral agents.

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Section: Cancermentioning

confidence: 92%

Section: Cancermentioning

confidence: 97%

Section: Cancermentioning

confidence: 99%

Section: Cancermentioning

confidence: 99%

See 2 more Smart Citations

Perspective: the potential of pyrazole-based compounds in medicine

2011

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“…In the recent years, there has been much chemical research as a result of which complexes of metals with pyrazole derivatives were obtained. In our study, we attempted to investigate the effect of pyrazolecopper ion complexes on the activity of antioxidant enzymes CAT and SOD (15).…”

mentioning

confidence: 99%

Effect of Cu(II) Coordination Compounds on the Activity of Antioxidant Enzymes Catalase and Superoxide Dismutase in Patients with Colorectal Cancer

Kubiak

Malinowska

Langer

et al. 2011

Polish Journal of Surgery

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2Kierownik: prof. dr hab. a. dzikiColorectal cancer (CRC) is a serious medical and economical problem of our times. It is the most common gastrointestinal cancer in the world. In Poland, the treatment and detection of CRC are poorly developed and the pathogenesis is still unclear. One hypothesis suggests a role of reactive oxygen species (ROS) in the pathogenesis of CRC. Experimental studies in recent years confirm the participation of ROS in the initiation and promotion of CRC. the aim of the study was to examine the effect of the following coordination compounds coordination compounds: dinitrate (V) tetra(3,4,5-trimethyl-n 1 -pyrazole-ĸn 2

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Synthesis, characterization, DNA interaction, apoptosis and molecular docking of Cu(II) and Mn(II) complexes with endo‐norbornene‐cis‐5,6‐dicarboxylic acid

Gao

Ding

Sun

et al. 2016

Applied Organom Chemis

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Two new novel complexes, [Cu4(Endc)4(phen)4]⋅7(H2O)⋅2(O) and [Mn2(Endc)2(phen)2(H2O)2]⋅(H2O) (phen =1,10‐phenanthroline, H2Endc = endo‐norbornene‐cis‐5,6‐dicarboxylic acid), were synthesized and structurally characterized using IR and 1H NMR spectroscopies, elemental analysis and single‐crystal X‐ray diffractometry. Their reactivity with calf thymus DNA and HeLa cell DNA was measured using UV absorption and fluorescence spectroscopies. The results indicated that these complexes can bind to DNA with different binding affinity. Gel electrophoresis assay demonstrated the ability of the complexes to cleave pBR322 plasmid DNA. Apoptotic study showed that the complexes exhibit significant cancer cell inhibitory rates. Eventually, the complexes can suitably dock with a special DNA (PDB ID: 1AIO).

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Comparative studies on the mechanism of cytotoxic action of novel platinum II complexes with pyrazole ligands

Cited by 32 publications

References 26 publications

Perspective: the potential of pyrazole-based compounds in medicine

Perspective: the potential of pyrazole-based compounds in medicine

Effect of Cu(II) Coordination Compounds on the Activity of Antioxidant Enzymes Catalase and Superoxide Dismutase in Patients with Colorectal Cancer

Synthesis, characterization, DNA interaction, apoptosis and molecular docking of Cu(II) and Mn(II) complexes with endo‐norbornene‐cis‐5,6‐dicarboxylic acid

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