DNA/BSA interactions and cytotoxic studies of tetradentate N,N,O,O-Schiff base copper(II) complexes: Scientific paper

Aleksandar Mijatovic; Angelina  Cakovic; Aleksandar  Lolic; Snezana  Sretenovic; Marko Zivanovic; Biljana Petrovic; Jovana Bogojeski; Dragana Seklic

doi:10.2298/JSC230614063M

PDF (1.13 MB) Supplementary Material (1.64 MB)

Published: Dec 25, 2023

Updated: 25.12.2023

DOI: https://doi.org/10.2298/JSC230614063M

Keywords:

antitumor mechanism cell line biomolecule affinity drug design

Aleksandar Mijatovic

University of Belgrade, Faculty of Mining and Geology, Dusina 7, 11000 Belgrade, Serbia

https://orcid.org/0000-0002-5553-9244

Angelina Cakovic

1University of Kragujevac, Faculty of Science, R. Domanovića 12, 34000 Kragujevac, Serbia

https://orcid.org/0000-0003-3909-4211

Aleksandar Lolic

University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11000 Belgrade, Serbia

https://orcid.org/0000-0002-5354-9019

Snezana Sretenovic

University of Kragujevac, Faculty of Medicinal Science, Svetozara Markovica 69, 34 000 Kragujevac, Serbia

https://orcid.org/0009-0002-0515-7931

Marko Zivanovic

University of Kragujevac, Institute for Information Technologies Kragujevac, Jovana Cvijica bb, 34000 Kragujevac, Serbia

https://orcid.org/0000-0002-8833-8035

Biljana Petrovic

University of Kragujevac, Faculty of Science, R. Domanovića 12, 34000 Kragujevac, Serbia

Jovana Bogojeski

University of Kragujevac, Faculty of Science, R. Domanovića 12, 34000 Kragujevac, Serbia

https://orcid.org/0000-0002-3433-7774

Dragana Seklic

University of Kragujevac, Institute for Information Technologies Kragujevac, Jovana Cvijica bb, 34000 Kragujevac, Serbia

https://orcid.org/0000-0002-2093-5335

Abstract

Three Schiff base Cu(II) complexes, (N,N’-bis(acetylacetone)propylenediimine)copper(II) complex, [Cu(acac₂pn)] (1), (N,N'-bis-(benzoylacetone)propylenediimine)copper(II) complex, [Cu(phacac₂pn)] (2) and (N,N’-bis-(trifluoroacetylacetone)propylenediimine)copper(II) complex, [Cu(tfacac₂pn)] (3), were used to investigate the interactions with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) using the electronic absorption and spectroscopic fluorescence methods. UV–Vis absorption studies showed that studied complexes interact with DNA molecule and exhibit moderate binding affinity. Fluorescence studies of complexes 1–3 also showed a possibility for DNA intercalation as well as a relatively high binding ability toward BSA. Among the tested complexes, the highest affinity for DNA and BSA molecules was shown by complex 1. Cytotoxic analyses, performed on human colorectal carcinoma HCT-116 and healthy lung fibroblast MRC-5 cell lines, showed that complex 2 exhibited activity on both cell lines, while complexes 1 and 3 did not show any activity.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

How to Cite

[1]

A. Mijatovic, “DNA/BSA interactions and cytotoxic studies of tetradentate N,N,O,O-Schiff base copper(II) complexes: Scientific paper”, J. Serb. Chem. Soc., vol. 88, no. 12, pp. 1307–1317, Dec. 2023.

Issue

Vol. 88 No. 12 (2023): Theme issue honoring Professor Vukadin Leovac's 80th birthday

Section

Theme issue honoring Professor Vukadin Leovac's 80th birthday

This work is licensed under a Creative Commons Attribution 4.0 International License.

Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution license 4.0 that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.

Funding data

Ministarstvo Prosvete, Nauke i Tehnološkog Razvoja
Grant numbers 451-03-47/2023-01/ 200122, 451-03-47/2023-01/200126, 451-03-47/2023-01/200126, ‪451-03-47/2023-01/200125

References

J. C. Dabrowiak, Metals in Medicine, 2nd ed., Wiley, New York, 2017 (ISBN:9781119191377, (https://doi.org/10.1002/9781119191377))

S. Medicia, M. Peanaa, V. M. Nurchib, J. I. Lachowiczb, G. Crisponib, M. A. Zoroddua, Coord. Chem. Rev. 284 (2015) 329 (https://doi.org/10.1016/j.ccr.2014.08.002)

F. Tistao, C. Marzano, M. Porchia, M. Pellei, C. Santini, Med. Res. Rev. 30 (2010) 708 (https://doi.org/10.1002/med.20174)

C. Marzano, M. Pellei, F. Tristao, C. Santini, Anticancer Agents Med. Chem. 9 (2009) 185 (https://doi.org/10.2174/187152009787313837)

M. Karmakar, S. Chattopadhyay, J. Mol. Struct. 1186 (2019) 155 (https://doi.org/10.1016/J.MOLSTRUC.2019.02.091)

C. Boulechfar, H. Ferkous, A. Delimi, A. Djedouani, A. Kahlouche, A. Boublia, A.S. Darwish, T. Lemaoui, R. Verma, Y. Benguerba, Inorg. Chem. Commun. 150 (2023) 110451 (https://doi.org/10.1016/j.inoche.2023.110451)

S. Yamada, Coord. Chem. Rev. 1 (1966) 415 (https://doi.org/10.1016/S0010-8545(00)80184-8)

L. H. A. Rahman, R. M. E. Khatib, L. A. E. Nassr, A. M. A. Dief, F. E. Lashin, Spectrochim. Acta, A 111 (2013) 266 (https://doi.org/10.1016/j.saa.2013.03.061)

L. H. A. Rahman, R. M. E. Khatib, L. A. E. Nassr, A. M. A. Dief, A. A. Seleem, Spectrochim. Acta, A 117 (2014) 366 (https://doi.org/10.1016/j.saa.2013.07.056)

X. G. Ran, L. Y. Wang, Y. C. Lin, J. Hao, D. R. Cao, Appl. Organometal. Chem. 24 (2010) 741 (https://doi.org/10.1002/aoc.1678)

F. Zhao, W. Wang, W. Lu, L. Xu, S. Yang, X. Cai, M. Zhou, M. Lei, M. Ma, H. Xu, F. Cao, Eur. J. Med. Chem. 146 (2018) 451 (https://doi.org/10.1016/j.ejmech.2018.01.041)

R. Fekri, M. Salehi, A. Asadi, M. Kubicki, Inorg. Chim. Acta 484 (2018) 245 (https://doi.org/10.1016/J.ICA.2018.09.022)

L. N. Ji, X. H. Zou, J. G. Liu, Coord. Chem. Rev. 216 (2001) 513 (https://doi.org/10.1016/S0010-8545(01)00338-1)

A. Nori, J. Kopecek, Adv. Drug Delivery Rev. 57 (2005) 609 (https://doi.org/10.1016/j.addr.2004.10.006)

R. K. Gupta, R. Pandey, G. Sharma, R. Prasad, B. Koch, S. Srikrishna, P. Z. Li, Q. Xu, D. S. Pandey, Inorg. Chem. 52 (2013) 3687 (https://doi.org/10.1021/ic302196v)

M. Ganeshpandian, R. Loganathan, E. Suresh, A. Riyasdeen, M. A. Akbarshad, M. Palaniandavar, Dalton Trans. 43 (2014) 1203 (https://doi.org/10.1039/C3DT51641E)

R. Baosic, D. Milojkovic-Opsenica, Z. Tesic, J. Planar Chromatogr. – Mod. TLC 16 (2003) 412 ( https://doi.org/10.1556/JPC.15.2002.4.4)

P. J. Mc Carthy, R. J. Hovey, K. Ueno, A. E. Martel, J. Am. Chem. Soc. 77 (1955) 5820 (https://doi.org/10.1021/ja01627a011)

N. Stevanovic, D. Apostolovic, M. Milcic, A. Lolic, M. van Hage, T. Cirkovic Velickovic, R. Baosic, New J. Chem. 45 (2021) 6231 (https://doi.org/10.1039/d1nj00040c)

F. Dimiza, S. Fountoulaki, A. N. Papadopoulos, C. A. Kontogiorgis, V. Tangoulis, C. P. Raptopoulou, V. Psycharis, A. Terzis, D. P. Kessissoglou, G. Psomas, Dalton Trans. 40 (2011) 8555 (https://doi.org/10.1039/c1dt10714c)

F. Dimiza, F. Perdih, V. Tangoulis, I. Turel, D. P. Kessissoglou, G. Psomas, J. Inorg. Biochem. 105 (2011) 476 (https://doi.org/10.1016/j.jinorgbio.2010.08.013)

P. Čanović, J. Bogojeski, J.V. Košarić, S.D. Marković, M.N. Živanović. Turk. J. Biol. 41 (2017) 141 ( https://doi.org/10.3906/BIY-1605-77)

J. V. Košarić, D. M. Cvetković, M. N. Živanović, M. G. Ćurčić, D. S. Šeklić, Z. M. Bugarčić, S. D. Marković. J. Buon. 19 (2014) 283 (https://jbuon.com/archive/19-1-283.pdf)

A. Petrović, M. M. Milutinović, E. T. Petri, M. Živanović, N. Milivojević, R. Puchta, A. Scheurer, J. Korzekwa, O. R. Klisurić, J. Bogojeski, Inorg. Chem. 58 (2019) 307 (https://doi.org/10.1021/acs.inorgchem.8b02390)

O. Novakova, H. Chen, O. Vrana, A. Rodger, P. J. Sadler, V. Brabec, Biochemistry 42 (2003) 11544 (https://doi.org/10.1021/bi034933u)

E. S. Koumousi, M. Zampakou, C. P. Raptopoulou, V. Psycharis, C. M. Beavers, S. J. Teat, G. Psomas and T. C. Stamatatos, Inorg. Chem. 5 (2012) 7699 (https://doi.org/10.1021/ic300739x)

M. M. Milutinović, J. V. Bogojeski, O. Klisurić, A. Scheurer, S. K. C. Elmroth, Ž. D. Bugarčić, Dalton Trans. 45 (2016) 15481 (https://doi.org/10.1039/c6dt02772e)

J. M. Kelly, A. B. Tossi, D. J. McConnell, C. Oh Uigin, Nucleic Acids Res. 13 (1985) 6017 (https://doi.org/10.1093/nar/13.17.6017)

B. C. Boger, B. E. Fink, S. R. Brunette, W. C. Tse, M. P. Hedrick, J. Am. Chem. Soc. 123 (2001) 5878 (https://doi.org/10.1021/ja010041a)

D. Senthil Raja, N. S. P. Bhuvanesh, K. Natarajan, Inorg. Chem. 50 (2011) 12852 (https://doi.org/10.1021/ic2020308 )

J. Steinhardt, J. Krijn and J. G. Leidy, Biochemistry 10 (1971) 4005 (https://doi.org/10.1021/bi00798a001)

Y. Song, Y. Liu, W. Liu, F. A. Villamena and J. L. Zweier, RSC Adv. 4 (2014) 47649 (https://doi.org/10.1039/C4RA04616A)

F. Wang, W. Huang, Z. Dai, J. Mol. Struct. 875 (2008) 509 (https://doi.org/10.1016/j.molstruc.2007.05.034)

A. Mijatović, N. Gligorijevic, D. Cocic, S. Spasic, A. Lolić, S. Aranđelović, M. Nikolić, R. Baošić, J. Inorg. Biochem. 244 (2023) 112224 (https://doi.org/10.1016/j.jinorgbio.2023.112224).

DNA/BSA interactions and cytotoxic studies of tetradentate N,N,O,O-Schiff base copper(II) complexes Scientific paper