INTERACTION OF PALLADIUM (II) COORDINATION COMPOUNDS BASED ON 2-(3-METHYL)-5-PYRIDYL-1,2,4-TRIAZOLE WITH DNA AND OVALBUMIN

DOI: https://doi.org/10.17721/1728-2209.2024.1(59).11

Authors

Keywords:

Palladium complexes, 1,2,4-triazole derivatives, fluorescent reagents, DNA interactions

Abstract

Background. Currently, platinum compounds are the only metal-containing drugs used for the treatment of various types of malignant tumors. Since, cisplatin and its analogues are toxic drugs, healthy tissues and organs suffer greatly from their action. Therefore, considerable attention of researchers is devoted to the study of less toxic analogues of cisplatin, in particular other metals of the platinum group, and compounds with mechanisms of cytotoxic action that differ from cisplatin. Intercalation is one of such mechanisms. Intercalators are compounds with a planar structure, or those that at least include a fragment of corresponding structure. These can be palladium compounds with planar ligands, in particular with derivatives of 3-(2-pyridyl)-1,2,4-triazoles.

Methods. The interaction of the ligand and palladium complexes with DNA and ovalbumin was studied by fluorescence spectroscopy.

Results. A sharp increasing of the excitation and fluorescence spectra intensities of the DNA solution at the presence of a coordinatively saturated palladium complex based on PdLwas established. At the same time, the appearance of an isosbestic point on the excitation spectra confirms the interaction between DNA and PdL2 and shows the possibility of small planar molecules of such complex to intercalate into the DNA double helix. A significant decrease in the fluorescence intensity of the DNA solution at the presence of coordinatively unsaturated complex Pd(HL)Cl2 was observed. Individual ligand has almost no effect on the fluorescence of DNA, but it leads to an increase in the fluorescence of the ovalbumin solution, which indicates the possibility of using 2-(3-methyl)-5-pyridyl-1,2,4-triazole as a fluorescent reagent for albumin. The fluorescence intensity of ovalbumin decreases after adding of Pd(HL)Cl2 and PdL2 complexes. The obtained results confirm the possibility of the coordinatively saturated palladium complex based on 2-(3-methyl)-5-pyridyl-1,2,4 triazole to interact with DNA by the intercalation mechanism and indicate the relevance of further development of fluorescent systems based on 2-(3-methyl)-5-pyridyl-1,2,4 triazole for the detection of albumins.

ConclusionsInteraction of coordinatively saturated palladium complex PdL2 based on 2-(3-methyl)-5-pyridyl-1,2,4-triazole with DNA by the intercalation mechanism was established. Unlike DNA, interaction of both Pd(HL)Cl2 and PdL2 complexes with ovalbumin solution results in protein denaturation. However, when HL is added to the ovalbumin solution, the fluorescence intensity of the protein increases.

References

Birghila, S., Bratu, M. M., Prajitura, C., & Roncea, F. (2015). Spectrophotometric Method for the Determination of Total Proteins in Egg White Samples. Revista de Chimie, 66(3), 378–381.

Clapp, J. P. (1996). Species diagnostics protocols. Humana Totowa.

Dasari, S., & Tchounwou, P. B. (2014). Cisplatin in cancer therapy: molecular mechanism of action. European Journal of Pharmacology, 740, 364–378. https://doi.org/10.1016/j.ejphar.2014.07.025

Dong, W., & Lippard, S. J. (2005). Cellular processing of platinum anticancer drugs. Nature Reviews Drug Discovery, 4(4), 307–320. https://doi.org/10.1038/nrd1691

Erkkila, K. E., Odom, D. T., & Barton, J. K. (1999). Recognition and Reaction of Metallointercalators with DNA. Chemical Reviews, 99(9), 2777–2795. https://doi.org/10.1021/cr9804341

Ghassemzadeh, M., Bahemmat, S., Mahmoodabadi, M., Rezaii-Rad, B., Monfared, H. H., Mottefakeri, E., & Neumüller, B. (2010). New mono- and binuclear Pd(II) complexes containing 1,2,4-triazole moieties. Polyhedron, 29(16), 3036–3045. https://doi.org/10.1016/j.poly.2010.08.012

Hosseinzadeh, S., Moghadam, M. E., Sheshmani, S., & Shahvelayati, A. S. (2022). New anticancer Pd and Pt complexes of tertamyl dithiocarbamate and DACH ligands against HT29 and Panc1 cell lines. Journal of Biomolecular Structure and Dynamics, 40(15), 6910-6920. https://doi.org/10.1080/07391102.2021.1891972

Kronman, M. J., & Holmes, L. G. (2008). The fluorescence of native, denatured and reduced-denatured proteins. Photochemistry and Photobiology, 14(2), 113–134. https://doi.org/10.1111/j.1751-1097.1971.tb06157.x

Li, Y., Liu, T., & Sun, J. (2023). Recent Advances in N-Heterocyclic Small Molecules for Synthesis and Application in Direct Fluorescence Cell Imaging. Molecules, 28(2), 733. https://doi.org/10.3390/molecules28020733

Manzotti, C., Pratesi, G., Menta, E., Di Domenico, R., Cavalletti, E., Fiebig, H.H., Kelland, L.R., Farrell, N., Polizzi, D., Supino, R., Pezzoni, G., & Zunino, F. (2000). BBR 3464: a novel triplatinum complex, exhibiting a preclinical profile of antitumor efficacy different from cisplatin. Clinical Cancer Research, 6(7), 2626–2634.

Mavrova, A. Ts., Wesselinova, D., Tseno, Y. A., & Denkova, P. (2009). Synthesis, cytotoxicity and effects of some 1,2,4-triazole and 1,3,4-thiadiazole derivatives on immunocompetent cells. European Journal of Medicinal Chemistry, 44, 63-69. https://doi.org/10.1016/j.ejmech.2008.03.006

Motswainyana, W. M., Onani, M. O., & Madiehe, A. M. (2012). Dichlorido[2-(phenyliminomethyl)-quinoline-N,N']palladium(II). Acta Crystallographica E, 68(4), m380. https://doi.org/10.1107/S1600536812009130

Pakravan, P. & Masoudian, S. (2015). Study on the Interaction between Isatin-β-Thiosemicarbazone and Calf Thymus DNA by Spectroscopic Techniques. Iranian Journal of Pharmaceutical Research, 4(1), e125264. https://doi.org/10.22037/ijpr.2015.1634

Sharma, V., Gupta, M., Kumar, P. & Sharma, A. (2021). A Comprehensive Review on Fused Heterocyclic as DNA Intercalators: Promising Anticancer Agents. Current Pharmaceutical Design, 27(1), 15-42. https://doi.org/10.2174/1381612826666201118113311

Sheng, J., Gan, J., & Huang, Z. (2013). Structure-Based DNA-Targeting Strategies with Small Molecule Ligands for Drug Discovery. Medicinal Research Reviews, 33(5), 1119–1173. https://doi.org/10.1002/med.21278

Tong, H., Hong, Y., Dong, Y., Häussler, M., Li, Z., Lam, J. W. Y., Dong Y., Sung, H. H. Y., Williams, I. D., & Tang, B. Z. (2007) Protein detection and quantitation by tetraphenylethene-based fluorescent probes with aggregation-induced emission characteristics. The Journal of Physical Chemistry B, 111(40), 11817-11823. https://doi.org/10.1021/jp073147m

Trzaska, S. (2005). Cisplatin. Chemical&Engineering News, 83(25), 1–162.

Ulukaya, E., Ari, F., Dimas, K., Ikitimur, E. I., Guney, E., & Yilmaz, V. T. (2011). Anti-cancer activity of a novel palladium(II) complex on human breast cancer cells in vitro and in vivo. European Journal of Medicinal Chemistry, 46, 4957–4963. https://doi.org/10.1016/j.ejmech.2011.07.055

Xiong, J., Cao, X., Yang, S., Mo, Z., Wang, W., & Zeng, W. (2018). Fluorescent Probes for Detection of Protein: From Bench to Bed. Protein&Peptide Letters, 25(6), 548–559. https://doi.org/10.2174/0929866525666180531080624.

Zakharchenko, B. V., Khomenko, D. M., Doroshchuk, R. O., Severynovska, O. V., Raspertova, I. V., Starova, V. S., & Lampeka, R. D. (2017). Influence of the nature of the substituent in 3-(2-pyridyl)-1,2,4-triazole for complexation with Pd2+. Chemical Papers, 71(10), 2003–2009. https://doi.org/10.1007/s11696-017-0194-8

Żamojć, K, Wyrzykowski, D., & Chmurzyński, L. (2022). On the Effect of pH, Temperature, and Surfactant Structure on Bovine Serum Albumin–Cationic/Anionic/Nonionic Surfactants Interactions in Cacodylate Buffer–Fluorescence Quenching Studies Supported by UV Spectrophotometry and CD Spectroscopy. International Journal of Molecular Sciences, 23(1), 41. https://doi.org/10.3390/ijms23010041

Published

2024-11-21

How to Cite

INTERACTION OF PALLADIUM (II) COORDINATION COMPOUNDS BASED ON 2-(3-METHYL)-5-PYRIDYL-1,2,4-TRIAZOLE WITH DNA AND OVALBUMIN: DOI: https://doi.org/10.17721/1728-2209.2024.1(59).11. (2024). Bulletin of the Taras Shevchenko National University of Kyiv. Chemistry, 59(1), 66-70. https://chemistry.bulletin.knu.ua/article/view/3020