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

___

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