Synthesis of quaternized zinc(II) and cobalt(II) phthalocyanines bearing pyridine-2-yl-ethynyl groups and their DNA binding properties

Authors

MARYAM MOEINI ALISHAH
HACER YASEMİN YENİLMEZ
İBRAHİM ÖZÇEŞMECİ
BEHİCE ŞEBNEM SESALAN
ZEHRA ALTUNTAŞ BAYIR

DOI

10.3906/kim-1707-54

Abstract

The synthesis and biological properties of tetra-substituted zinc and cobalt phthalocyanines bearing ethynylpy- ridine units on the periphery and their quaternized derivatives have been reported. The binding of quaternized ZnPc and CoPc (Q-ZnPc and Q-CoPc) with calf thymus DNA was investigated by UV-Vis spectrophotometric methods and thermodynamics. The mixtures of Q-ZnPc or Q-CoPc and DNA solutions were used to determine the change in the thermal melting temperature of DNA with the thermal denaturation profile. Thermodynamic parameters that show the spontaneity of the reactions between DNA and the quaternized phthalocyanines were investigated. K$_{b}$ binding constants at a degree of 10$^{5}$ and 10$^{6}$ for Q-ZnPc and Q-CoPc, respectively, showed that the phthalocyanines bound to DNA fragments efficiently and thermodynamic data proved that the binding process was spontaneous and entropy-driven. The interactions between Q-ZnPc and Q-CoPc and DNA in an aqueous environment corresponded to electrostatic attractions and nonspecific binding.

Keywords

Phthalocyanine, pyridine, calf thymus DNA, cross-coupling, entropy

First Page

572

Last Page

585

Recommended Citation

ALISHAH, MARYAM MOEINI; YENİLMEZ, HACER YASEMİN; ÖZÇEŞMECİ, İBRAHİM; SESALAN, BEHİCE ŞEBNEM; and BAYIR, ZEHRA ALTUNTAŞ (2018) "Synthesis of quaternized zinc(II) and cobalt(II) phthalocyanines bearing pyridine-2-yl-ethynyl groups and their DNA binding properties," Turkish Journal of Chemistry: Vol. 42: No. 2, Article 30. https://doi.org/10.3906/kim-1707-54
Available at: https://journals.tubitak.gov.tr/chem/vol42/iss2/30