The interaction between a zinc(II) phthalocyanine compound bearing octakis phenoxyacetamide substituents and calf thymus DNA

In this study, a zinc(II) phthalocyanine compound (PcZn) substituted with octakis phenoxyacetamide wassynthesized and characterized. Calf thymus DNA (CT-DNA) was used to determine the DNA binding properties of thezinc(II) phthalocyanine compound. This interaction of CT-DNA with PcZn was investigated using electronic absorptionspectra, emission spectroscopy, a thermal melting temperature study, cyclic voltammetry, and viscosity measurementsin a Tris-HCl buffer solution at a pH of 7.2. The findings showed that zinc(II) phthalocyanine interacts with calf thymusDNA via partial intercalative binding mechanisms. In addition to the techniques above, a gel electrophoresis study wasalso carried out to verify the interaction of CT-DNA with the PcZn complex. The results demonstrated that the octakisphenoxyacetamide-substituted zinc(II) phthalocyanine complex binds to CT-DNA via a partial intercalative bindingmode.

PDF

___

1. Siegel, R. L.; Miller, K. D.; Jemal, A. CA Cancer J. Clin. 2015, 65, 5-29.
2. Bagda, E; Yabaş, E.; Bagda, E. Spectrochim Acta A 2017, 172, 199-204.
3. Oliveira, L. T.; Garcia, G. M.; Kano, E. K.; Tedesco, A. C.; Mosqueira, V. C. F. J. Pharm. Biomed. Anal. 2011, 56, 70-77.
4. Palchaudhuri, R.; Hergenrothe, P. J. Curr. Opin. Biotechnol. 2007, 18, 497-503.
5. Rescifina, A.; Zagni, C.; Varrica, M. G.; Pistara, V.; Corsaro, A. Eur. J. Med. Chem. 2014, 74, 95-115.
6. Ozluer, C.; Satana Kara, H. E. J. Photochem. Photobiol. B 2014, 138, 36-42.
7. Özçesmeci, M.; Ecevit, Ö. B.; Sürgün, S.; Hamuryudan, E. Dyes Pigm. 2013, 96, 52-58.
8. Necedová, M.; Magdolen, P.; Novakova, V.; Cigán, M.; Vlcková, S.; Zahradník, P.; Fülöpová, A. Eur. J. Org. Chem. 2015, 32, 7053-7068.
9. Aboraia, A. S.; Abdel-Rahman, H. M.; Mahfouz, N. M.; El-Gendy, M. A. Bioorg. Med. Chem. 2006, 14, 1236-1246.
10. Şahin, G.; Palaska, E.; Ekizoğlu, M.; Özalp, M. Il Farmaco 2002, 57, 539-542.
11. Evren, D.; Kalkan, A. Özçeşmeci, B. İ.; Sesalan, B. Ş. Dyes Pigm. 2013, 96, 475-482.
12. Barut, B.; Demirbaş, Ü.; Özel, A.; Kantekin, H. Int. J. Biol. Macromol. 2017, 105, 499-508.
13. Lopez Zeballos, N. C.; Gauna, G. A.; Garcia Vior, M. C.; Awruch, J.; Dicelio, L. E. J. Photochem. Photobiol. B 2014, 136, 29-23.
14. Barut, B.; Sofuoglu, A.; Biyiklioglu, Z.; Özel, A. Dalton T. 2016, 45, 14301-14310.
15. Uslan, C.; Sesalan, B. S. Dyes Pigm. 2012, 94, 127-135.
16. Turanlı-Yıldız, B.; Sezgin, T.; Petek Çakar, Z.; Uslan, C.; Sesalan, B. Ş.; Gül, A. Synthetic Met. 2011, 161, 1720-1724
17. Ağirtaş M. S.; Gümüş, S. Synth. React. Inorg. M. 2013, 43, 628-634.
18. Çakır, V.; Çakır, D.; Göksel, M.; Durmuş, M.; Bıyıklıoğlu, Z.; Kantekin, H. J. Photochem. Photobiol. A 2015, 299, 138-151.
19. Pradeepa, S. M.; Bhoyja Naik, H. S.; Vinay Kumar, B.; Indira Priyadarsini, K.; Barik, A.; Prabhakara, M. C. Spectrochim. Acta A 2015, 141, 34-42.
20. Özel, A.; Barut, B.; Demirbaş, Ü.; Biyiklioglu, Z. J. Photochem. Photobiol. B 2016, 157, 32-38.
21. Keleş, T.; Barut, B.; Biyiklioglu, Z.; Özel, A. Dyes Pigm. 2017, 139, 575-586.
22. Zhang, S. S.; Niu, S. Y.; Qu, B.; Jie, G. B.; Xu; H.; Ding, C. F. J. Inorg. Biochem. 2005, 99, 2340-2347.
23. Liu, X. W.; Shen, Y. M.; Li, Z. X.; Zhong, X.; Chen, Y. D.; Zhang, S. B. Spectrochim. Acta 2015, 149, 150-156.
24. Mahadevan, S.; Palaniandavar, M. J. Inorg. Chem. 1998, 37, 693-706.
25. Sirajuddin, M.; Ali, S.; Badshah, A. J. Photochem. Photobiol. B 2013, 124, 1-19.
26. Zhang, S. Y.; Niu, B.; Qu, G. B.; Jie, H.; Xu, C. F.; Ding, J. Inorg. Biochem. 2005, 99, 2340-2347.
27. Song, Y. M.; Yang, P. J.; Yang, M. L.; Kan, J. W.; Qin, S. Q.; Lu, B. Q. Transit. Metal Chem. 2003, 28, 712-721.
28. Pravin, P.; Utthra, P. P.; Kumaravel, G.; Raman, N. J. Mol. Struc. 2016, 1123, 162-170.
29. Hassani, L.; Hakimian, F.; Safaei, E.; Fazzeli, Z. J. Mol. Struc. 2013, 1052, 221-227.
30. Al-Mogren, M. M.; Alaghaz, M. A.; Ebrahem, E. A. Spectrochim. Acta A 2013, 114, 695-707.
31. Shankaraiah, N.; Jadala, C.; Nekkati, S.; Senwar, K. R.; Nagesh, N.; Shrivastaya, S.; Naidu, V. G. M.; Sathish, M.; Kamal, A. Bioorg. Chem. 2016, 64, 42-50.
32. Saha, U.; Mukherja, K. Int. J. Biol. Macromol. 2014, 66, 166-171.
33. Fu, X. B.; Wang, G. T.; Liu, D. D.; Lie, X. Y. J. Photochem. Photobiol. A 2014, 276, 83-95.
34. Wolfe, A.; Shimer, G. H.; Meehan, T. Biochemistry 1987, 26, 6392-6396.
35. Barut, B.; Demirbaş, Ü.; Özel, A.; Kantekin, H. Int. J. Biol. Macromol. 2017, 105, 499-508.
36. Azza, A. S.; Mohamed, M. S. Spectrochim. Acta A 2012, 96, 586-593.
37. Apilux, A.; Tabata, O.; Chailapakul, M. Bioelectrochemistry 2007, 70, 435-439.
38. Arslantas, A.; Agirtas, M. S. ChemistrySelect 2017, 2, 8661-8665.
39. Agirtas, M. S.; Cabir, B.; Ozdemir, S.; Okumus, V., Arslantas, A. ChemistrySelect 2017, 2, 11352-11357.
40. Demirezen, N.; Tarinc, D.; Polat, D.; Cesme, M.; Golcu, A.; Tumer, M. Spectrochim. Acta A 2012, 94, 243-255.
41. Arslantas, A.; Agirtas, M. S. ChemistrySelect 2017, 2, 11659-11665.
42. Reddy, P. R.; Shilpa, A.; Raju, N.; Raghavaiah, P. J. Inorg. Biochem. 2011, 105, 1603-1612
43. Arslantas, A.; Agirtas, M. S. ChemistrySelect 2018, 3, 1755-1760.
44. Liu, X. W.; Shen, Y. M.; Li, Z. X.; Zhong, X.; Chen, Y. D.; Zhang, S. B. Spectrochim. Acta A 2015, 149, 150-156.
45. Arslantas, A.; Agirtas, M. S. ChemistrySelect 2018, 3, 3155-3160.