Investigation of Interaction of Bismarck Brown Y- Palladium Complex with AS1411 G-quadruplex Aptamer
Year 2022,
, 116 - 122, 29.12.2022
Esra Bağda
,
Rümeysa Durak
,
Efkan Bağda
,
Didem Duman
,
Ebubekir Ayhan
Abstract
Artan metabolik aktivite ve metastaz, kanser hücrelerinin ana ve en bilinen özellikleridir. Hücrelerin artan aktivitesi, G-dörtlü yapıların oluşumunda artışa neden olur. G-quadruplex'in çeşitli ligandlarla stabilizasyonu veya destabilizasyonu, hücre proliferasyonunda bozulmalara neden olabilir. Dolayısıyla, bu ikincil yapının stabilizasyonu veya destabilizasyonu önemli antikanser ilaç hedefleridir. Bu çalışmada, Bismarck kahverengi Y-Pd kompleksi, kolay, tek aşamalı bir karıştırma yöntemiyle oluşturulmuştur. Kompleksin spektral özellikleri ve stokiyometrisi, Uv-vis spektrofotometrik olarak araştırıldı. 1:2, Bismarck Brown Y-Pd kompleksinin AS1411 G-dörtlü yapı ile etkileşimi spektrofotometrik titrasyon ile araştırıldı. Bağlanma sabitleri hesaplandı ve 4.38 (±1.96) x104 M-1 olarak bulundu. Kompleksin G-dörtlü konformasyon üzerindeki etkisi CD spektroskopisi ile araştırıldı. Etkileşimlerin varlığı, yüksek hassasiyetli LED kaynaklı floresan dedektör Qsep100 kapiler jel elektroforez sistemi kullanılarak DNA polimeraz durdurma testi ile desteklenmiştir.
Project Number
2209-A -application number 1919B012006417
References
- [World Health Organization, WHO report on cancer: setting priorities, investing wisely and providing care for all, (2020).
- C. Schiliro, B.L. Firestein, Mechanisms of metabolic reprogramming in cancer cells supporting enhanced growth and proliferation, Cells, 10(5), 2021, 1056. https://doi.org/10.3390/cells10051056
- A.R. Yadav, S.K. Mohite, Cancer-A silent killer: An overview, Asian Pharm Res, 10(3), 2020, 213–216. 10.5958/2231-5691.2020.00036.2
- M.A. Khan, M. Tania, J. Fu, Epigenetic role of thymoquinone: impact on cellular mechanism and cancer therapeutics, Drug Discov Today, 24(12), 2019, 2315–2322. https://doi.org/10.1016/j.drudis.2019.09.007
- T. Das, D. Panda, P. Saha, J. Dash, Small molecule driven stabilization of promoter G-quadruplexes and transcriptional regulation of c-MYC, Bioconjugate Chem, 29(8), 2018, 2636–2645. https://doi.org/10.1021/acs.bioconjchem.8b00338
- E. Bağda, E. Bağda, The recent studies about the interaction of phthalocyanines with DNA, Turkish Anal Chem, 3(1), 2021, 9–18. https://doi.org/10.51435/turkjac.938781
- L. Hassani, Z. Fazeli, E. Safaei, H. Rastegar, M. Akbari, A spectroscopic investigation of the interaction between c-MYC DNA and tetrapyridinoporphyrazinatozinc (II), J Biol Phys, 40(3), 2014, 275–283. 10.1007/s10867-014-9348-x
- D. Bhattacharyya, G. Mirihana Arachchilage, S. Basu, Metal cations in G-quadruplex folding and stability, Front Chem, 4, 2016, 38. https://doi.org/10.3389/fchem.2016.00038
- Q. Li, J.F. Xiang, H. Zhang, Y.L. Tang, Searching drug-like anti-cancer compound (s) based on G-quadruplex ligands, Curr Pharm Design, 18(14), 2012, 1973–1983. 10.2174/138161212799958369
- Z. Shen, K.A. Mulholland, Y. Zheng, C. Wu, Binding of anticancer drug daunomycin to a TGGGGT G-quadruplex DNA probed by all-atom molecular dynamics simulations: Additional pure groove binding mode and implications on designing more selective G-quadruplex ligands, Mol Model, 23(9), 2017, 1–11. 10.1007/s00894-017-3417-6
- A. Awadasseid, X. Ma, Y. Wu, W. Zhang, G-quadruplex stabilization via small-molecules as a potential anti-cancer strategy, Biomed Pharmacother, 139, 2021, 111550. 10.1016/j.biopha.2021.111550
- Q. Cao, Y. Li, E. Freisinger, P.Z. Qin, R.K. Sigel, Z.W. Mao, G-quadruplex DNA targeted metal complexes acting as potential anticancer drugs, Inorg Chem Front, 4(1), 2017, 10–32. https://doi.org/10.1039/C6QI00300A
- R. Yazdian-Robati, P. Bayat, F. Oroojalian, M. Zargari, M. Ramezani, S.M. Taghdisi, K. Abnous, Therapeutic applications of AS1411 aptamer, an update review. Int Biol Macromol, 155, 2020, 1420–1431. 10.1016/j.ijbiomac.2019.11.118
- J. Carvalho, J.L. Mergny, G.F. Salgado, J.A. Queiroz, C. Cruz, G-quadruplex, Friend or Foe: The Role of the G-quartet in Anticancer Strategies, Trends Mol Med, 26(9), 2020, 848–861. 10.1016/j.molmed.2020.05.002
- J. Figueiredo, J. Lopes-Nunes, J. Carvalho, F. Antunes, M. Ribeiro, M.P.C. Campello, A. Paulo; A. Paiva, G.F. Salgado, J.A. Queiroz, J.L. Mergny, C. Cruz, AS1411 derivatives as carriers of G-quadruplex ligands for cervical cancer cells, Int Pharm, 568, 2019, 118511. 10.1016/j.ijpharm.2019.118511
- E. Krieg, M.M. Bastings, P. Besenius, B. Rybtchinski, Supramolecular polymers in aqueous media, Chem Rev, 116(4), 2016, 2414–2477. https://doi.org/10.1021/acs.chemrev.5b00369
- Y. Liu, J. Li, M. Chen, X. Chen, N. Zheng, Palladium-based nanomaterials for cancer imaging and therapy, Theranostics, 10(22), 2020, 10057. https://doi.org/10.7150%2Fthno.45990
- E. Bağda, E. Bağda, A. Kocak, M. Durmuş, Investigation of Binding behaviour of a water-soluble gallium (III) phthalocyanine with double-stranded and G-quadruplex DNA via experimental and computational methods, Mol Struct, 1240, 2021, 130536. https://doi.org/10.1016/j.molstruc.2021.130536
- H. Han, L.H. Hurley, M. Salazar, A DNA polymerase stop assay for G-quadruplex-interactive compounds, Nucleic acids research, 27(2), 1999, 537–542. https://doi.org/10.1093/nar/27.2.537
- A. Dey, K. Pandav, M. Nath, R. Barthwal, R. Prasad, Binding characterization of anthraquinone derivatives by stabilizing G-quadruplex DNA leads to an anticancerous activity, Mol Ther-Nucl Acids, 2022. https://doi.org/10.1016/j.omtn.2022.11.008
- H.J. Lipps, D. Rhodes, G-quadruplex structures: in vivo evidence and function. Trends Cell Biol, 19(8), 2009. 414–422. https://doi.org/10.1016/j.tcb.2009.05.002
- S.M. Haider, S. Neidle, G.N. Parkinson, A structural analysis of G-quadruplex/ligand interactions. Biochimie, 93(8), 2011, 1239–1251. https://doi.org/10.1016/j.biochi.2011.05.012
- H. Li, Y. Tang, S. Lei, Z. You, T. Yang, S. Wang, A Spectroscopic Study of the Interaction Between the Bismarck Brown R–Eu (III) Complex and DNA, Appl Spectrosc, 85(4), 2018, 791–799. https://doi.org/10.1007/s10812-018-0720-7
- J. Alzeer, B.R. Vummidi, P.J. Roth, N.W. Luedtke, Guanidinium‐modified phthalocyanines as high‐affinity G‐Quadruplex fluorescent probes and transcriptional regulators, Angew Chem Int Edit, 48(49), 2009, 9362–9365. https://doi.org/10.1002/anie.200903685
- A.K. Jain, V.V. Reddy, A. Paul, and S. Bhattacharya, Synthesis and evaluation of a novel class of G-quadruplex-stabilizing small molecules based on the 1, 3-phenylene-bis (piperazinyl benzimidazole) system, Biochemistry, 48(45), 2009, 10693–10704. https://doi.org/10.1021/bi9003815
- Z. Bagheri, B. Ranjbar, H. Latifi, M.I. Zibaii, T.T Moghadam, A. Azizi, Spectral properties and thermal stability of AS1411 G-quadruplex, Int Biol Macromol, 72, 2015, 806–811. https://doi.org/10.1016/j.ijbiomac.2014.09.016
Year 2022,
, 116 - 122, 29.12.2022
Esra Bağda
,
Rümeysa Durak
,
Efkan Bağda
,
Didem Duman
,
Ebubekir Ayhan
Supporting Institution
TÜBİTAK
Project Number
2209-A -application number 1919B012006417
References
- [World Health Organization, WHO report on cancer: setting priorities, investing wisely and providing care for all, (2020).
- C. Schiliro, B.L. Firestein, Mechanisms of metabolic reprogramming in cancer cells supporting enhanced growth and proliferation, Cells, 10(5), 2021, 1056. https://doi.org/10.3390/cells10051056
- A.R. Yadav, S.K. Mohite, Cancer-A silent killer: An overview, Asian Pharm Res, 10(3), 2020, 213–216. 10.5958/2231-5691.2020.00036.2
- M.A. Khan, M. Tania, J. Fu, Epigenetic role of thymoquinone: impact on cellular mechanism and cancer therapeutics, Drug Discov Today, 24(12), 2019, 2315–2322. https://doi.org/10.1016/j.drudis.2019.09.007
- T. Das, D. Panda, P. Saha, J. Dash, Small molecule driven stabilization of promoter G-quadruplexes and transcriptional regulation of c-MYC, Bioconjugate Chem, 29(8), 2018, 2636–2645. https://doi.org/10.1021/acs.bioconjchem.8b00338
- E. Bağda, E. Bağda, The recent studies about the interaction of phthalocyanines with DNA, Turkish Anal Chem, 3(1), 2021, 9–18. https://doi.org/10.51435/turkjac.938781
- L. Hassani, Z. Fazeli, E. Safaei, H. Rastegar, M. Akbari, A spectroscopic investigation of the interaction between c-MYC DNA and tetrapyridinoporphyrazinatozinc (II), J Biol Phys, 40(3), 2014, 275–283. 10.1007/s10867-014-9348-x
- D. Bhattacharyya, G. Mirihana Arachchilage, S. Basu, Metal cations in G-quadruplex folding and stability, Front Chem, 4, 2016, 38. https://doi.org/10.3389/fchem.2016.00038
- Q. Li, J.F. Xiang, H. Zhang, Y.L. Tang, Searching drug-like anti-cancer compound (s) based on G-quadruplex ligands, Curr Pharm Design, 18(14), 2012, 1973–1983. 10.2174/138161212799958369
- Z. Shen, K.A. Mulholland, Y. Zheng, C. Wu, Binding of anticancer drug daunomycin to a TGGGGT G-quadruplex DNA probed by all-atom molecular dynamics simulations: Additional pure groove binding mode and implications on designing more selective G-quadruplex ligands, Mol Model, 23(9), 2017, 1–11. 10.1007/s00894-017-3417-6
- A. Awadasseid, X. Ma, Y. Wu, W. Zhang, G-quadruplex stabilization via small-molecules as a potential anti-cancer strategy, Biomed Pharmacother, 139, 2021, 111550. 10.1016/j.biopha.2021.111550
- Q. Cao, Y. Li, E. Freisinger, P.Z. Qin, R.K. Sigel, Z.W. Mao, G-quadruplex DNA targeted metal complexes acting as potential anticancer drugs, Inorg Chem Front, 4(1), 2017, 10–32. https://doi.org/10.1039/C6QI00300A
- R. Yazdian-Robati, P. Bayat, F. Oroojalian, M. Zargari, M. Ramezani, S.M. Taghdisi, K. Abnous, Therapeutic applications of AS1411 aptamer, an update review. Int Biol Macromol, 155, 2020, 1420–1431. 10.1016/j.ijbiomac.2019.11.118
- J. Carvalho, J.L. Mergny, G.F. Salgado, J.A. Queiroz, C. Cruz, G-quadruplex, Friend or Foe: The Role of the G-quartet in Anticancer Strategies, Trends Mol Med, 26(9), 2020, 848–861. 10.1016/j.molmed.2020.05.002
- J. Figueiredo, J. Lopes-Nunes, J. Carvalho, F. Antunes, M. Ribeiro, M.P.C. Campello, A. Paulo; A. Paiva, G.F. Salgado, J.A. Queiroz, J.L. Mergny, C. Cruz, AS1411 derivatives as carriers of G-quadruplex ligands for cervical cancer cells, Int Pharm, 568, 2019, 118511. 10.1016/j.ijpharm.2019.118511
- E. Krieg, M.M. Bastings, P. Besenius, B. Rybtchinski, Supramolecular polymers in aqueous media, Chem Rev, 116(4), 2016, 2414–2477. https://doi.org/10.1021/acs.chemrev.5b00369
- Y. Liu, J. Li, M. Chen, X. Chen, N. Zheng, Palladium-based nanomaterials for cancer imaging and therapy, Theranostics, 10(22), 2020, 10057. https://doi.org/10.7150%2Fthno.45990
- E. Bağda, E. Bağda, A. Kocak, M. Durmuş, Investigation of Binding behaviour of a water-soluble gallium (III) phthalocyanine with double-stranded and G-quadruplex DNA via experimental and computational methods, Mol Struct, 1240, 2021, 130536. https://doi.org/10.1016/j.molstruc.2021.130536
- H. Han, L.H. Hurley, M. Salazar, A DNA polymerase stop assay for G-quadruplex-interactive compounds, Nucleic acids research, 27(2), 1999, 537–542. https://doi.org/10.1093/nar/27.2.537
- A. Dey, K. Pandav, M. Nath, R. Barthwal, R. Prasad, Binding characterization of anthraquinone derivatives by stabilizing G-quadruplex DNA leads to an anticancerous activity, Mol Ther-Nucl Acids, 2022. https://doi.org/10.1016/j.omtn.2022.11.008
- H.J. Lipps, D. Rhodes, G-quadruplex structures: in vivo evidence and function. Trends Cell Biol, 19(8), 2009. 414–422. https://doi.org/10.1016/j.tcb.2009.05.002
- S.M. Haider, S. Neidle, G.N. Parkinson, A structural analysis of G-quadruplex/ligand interactions. Biochimie, 93(8), 2011, 1239–1251. https://doi.org/10.1016/j.biochi.2011.05.012
- H. Li, Y. Tang, S. Lei, Z. You, T. Yang, S. Wang, A Spectroscopic Study of the Interaction Between the Bismarck Brown R–Eu (III) Complex and DNA, Appl Spectrosc, 85(4), 2018, 791–799. https://doi.org/10.1007/s10812-018-0720-7
- J. Alzeer, B.R. Vummidi, P.J. Roth, N.W. Luedtke, Guanidinium‐modified phthalocyanines as high‐affinity G‐Quadruplex fluorescent probes and transcriptional regulators, Angew Chem Int Edit, 48(49), 2009, 9362–9365. https://doi.org/10.1002/anie.200903685
- A.K. Jain, V.V. Reddy, A. Paul, and S. Bhattacharya, Synthesis and evaluation of a novel class of G-quadruplex-stabilizing small molecules based on the 1, 3-phenylene-bis (piperazinyl benzimidazole) system, Biochemistry, 48(45), 2009, 10693–10704. https://doi.org/10.1021/bi9003815
- Z. Bagheri, B. Ranjbar, H. Latifi, M.I. Zibaii, T.T Moghadam, A. Azizi, Spectral properties and thermal stability of AS1411 G-quadruplex, Int Biol Macromol, 72, 2015, 806–811. https://doi.org/10.1016/j.ijbiomac.2014.09.016