Research Article
Year 2017,
Volume: 19 Issue: 2, 246 - 255, 09.10.2017
Abstract
In this work, the effect of (Z)
-9-butyl-N-(2,3,4-trimethoxybenzylidine)-9H-carbazole-3-amine
(Schiff-carbazole-anisole, SKA) and
(Z)-3-((9-octyl-9H-carbazol-3-ylimino) methyl)benzene-1,2-diol
(Schiff-carbazole-phenol, SKF) Carbazole
schif base ligands with CaCl2, MgCl2, FeSO4,
ZnSO4 metal ions conductivity behaviors were measured to determine
the complexing properties at 25oC in a 50% ethanol / water mixture.
The Complexation Constant (Ke) and Free Enthalpy (ΔGθ) of the
ligand-cation complex were calculated using the conductivity parameters (K, Λ
and α). Althought, it was found that the complexation constant was decreased in
the direction of Fe2+ > Mg2+ > Ag+ >
Ca2+ > Zn2+ for the SKA compound, it was detected that
Zn2+ > Fe2+ > Ag+ > Mg2+
> Ca2+ for the SKF compound as a result of the conductometric
studies. According to the results of this study, ligands can be used in metal
sensor, enzyme inhibitor and biological applications.
References
- Schiff, H. Liebigs Annlen der Chemie, 150-197, Public Domain, Google-digitized, (1869).
- Özbülbül, A. Oligofenol Esaslı Yeni Tip Oligomer Schıff Bazlarının Sentezi ve Karakterizasyonu, Yüksek Lisans Tezi, Çukurova Üniversitesi Fen Bilimleri Enstitüsü, Adana (2016).
- Çiçek, B., Tetra-aza coronandların sentezleri ve kompleksleşme yeteneklerinin potansiyometrik, kondüktometrik ve sıvı-sıvı ekstraksiyon yöntemleri ile belirlenmesi, Doktora Tezi, Balıkesir Üniversitesi, Fen Bilimleri Enstitüsü, Balıkesir, (2002).
- Cherif, E., Manaa, S. ve Othman, T., The correlation properties of poly(vinylpyrrolidone) in N,N-dimethylformamide + water by conductometric study, Fluid Phase Equilibria, 401, 82–8715, (2015).
- Çiçek, B., Çakir, Ü. ve Azizoglu, A., The associations of macrocyclic ethers with cations in 1,4-dioxane/ water mixtures; Potentiometric Na+ and K+ binding measurements and computational study, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 72, 121-125, (2012).
- Çiçek, B. ve Onbaşıoğlu, Z., Synthesis and characterization of 1,3,4-thiadiazole-2,5-dithio crown ethers, Heterocyclic Communications, 22, 6, 329–332, (2016).
- Cicek, B ve Yıldız, A., Synthesis, metal ion complexation and computational studies of thio oxocrown ethers, Molecules, 16, 8670-8683, (2011).
- Abdurrahmanoglu, S., Gündüz, C., Çakır, Ü., Çiçek, B. ve Bulut, M., The synthesis and complexation study of some coumestan and coumestan analog derivatives of crown ethers using conductometry, Dyes and Pigments, 65, 197-204, (2005).
- Erk, Ç., Çakır, Ü. ve Çiçek, B., The association constant of macrocyclic ether–cation interactions in 1,4-dioxane/water mixtures. III [1] Effect of temperature on the binding, Journal für praktische Chemie, 341, 6, 584-587, (1999).
- Erk, Ç., Çakır, Ü. ve Çiçek, B., Estimation of Li+, K+ and Ca2+ Complexation with [12]crown-4, [15]crown-5 and [18]crown-6 Using a Na+ ISE in Dioxane-Water, Part IV Cation Equilibrium Constants of Macrocyclic Ethers with Ion Selective Electrodes, Mikrochimica Acta, 132, 79–82, (1999).
- Çakır, Ü., Çiçek, B. ve Erk, Ç., The assosciation constants of macrocyclic ether-cation interactions in dioxane/water mixtures, Part II, Moleculer Recognition and Inclusion, 275-278, (1998).
- Çiçek, B., Çakır, Ü. ve Erk, Ç., The determination of crown–cation complexation behavior in dioxane/water mixtures by conductometric studies, Polymers for Advanced Technologies, 9, 831–836, (1998).
- Çiçek, B. ve Çalışır, Ü., Characterization and synthesis of some novel carbazole schiff bases, ICMCE 2015 : XIII International Conference on Materials and Chemical Engineering, Mini-oral presentation, 26-27 January 2015, Jeddah, Saudi Arabia.
- Dutta, K., Deka, R.C. ve Das, D.K., A new fluorescent and electrochemical Zn2+ ion sensor based on schiff base derived from benzil and L-tryptophan, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 124, 124–129, (2014).
- Kuz'min, V.E., Artemenko, A.G., Lozytska, R.N., Fedtchouk, A.S., Lozitsky, V.P., Muratov, E.N. ve Mescheriakov, A.K., Investigation of anticancer activity of macrocyclic Schiff bases by means of 4D-QSAR based on simplex representation of molecular structure, SAR and QSAR in Environmental Research, 16, 3, (2005).
- Vančo, J., Švajlenová, O., Račanská, E., Muselík, J. ve Valentová, J., Antiradical activity of different copper(II) Schiff base complexes and their effect on alloxan-induced diabetes, Journal of Trace Elements in Medicine and Biology, 18, 155-161, (2004).
- Guo, Z., Xing, R., Liu, S., Yu, H. ve Wang, P., The synthesis and antioxidant activity of the Schiff bases of chitosan and carboxymethyl chitosan, Bioorganic & Medicinal Chemistry Letters, 15, 4600-4603, (2005).
- Camadan, Y., Akkemik, E., Çalışır, Ü. ve Çiçek, B., Investigation of the Inhibitory Effects Some Schiff Bases on Isozymes hCA I and hCA II Purified From Human Erythrocytes, 4th International BAU Drug Development Congress, Oral presentation, 13-15 October, Istanbul, Turkey.
- Çiçek, B., Ergun, A. ve Gençer, N., Synthesis and Evaluation in vitro Effects of Some Macrocyclic Thiacrown Ethers on Erythrocyte Carbonic Anhydrase I and II, Asian Journal of Chemistry, 24, 1–3, (2012).
Year 2017,
Volume: 19 Issue: 2, 246 - 255, 09.10.2017
Abstract
Bu çalışmada (Z)-9-butyl-
N-(2,3,4-trimethoxybenzylidine)-9H-carbazol-3-amine (Schiff-Karbazol-Anisol, SKA) ve (Z)-3-((9-octyl-9H-carbazol-3-ylimino)methyl) benzene-1,2-diol (Schiff-Karbazol-Fenol, SKF) orijinal
karbazol schiff bazlar ile insan vücudu için büyük önem arz eden AgNO3,
CaCl2, MgCl2, FeSO4, ZnSO4 metal iyonları
arasında % 50 etanol/su ikili karışımında 25oC’de kompleksleşme
özelliklerinin belirlenmesi amacıyla iletkenlik davranışları ölçüldü.
İletkenlik parametreleri (K, Λ ve α) kullanılarak ligand-katyon kompleksinin
kompleksleşme sabiti (Ke ) ve Serbest Entalpi (ΔGθ
) hesaplandı. Kondüktometrik olarak yapılan çalışmalar sonucunda SKA bileşiği için kompleksleşme sabiti
Fe2+> Mg2+> Ag+> Ca2+>
Zn2+ yönünde azalırken, SKF
bileşiği için Zn2+ > Fe2+ > Ag+ > Mg2+
> Ca2+ yönünde değiştiği tespit edilmiştir. Bu çalışma
sonuçlarına göre ligandlar metal sensörü, enzim inhibitörü ve biyolojik
uygulamalarda kullanılabilirler.
References
- Schiff, H. Liebigs Annlen der Chemie, 150-197, Public Domain, Google-digitized, (1869).
- Özbülbül, A. Oligofenol Esaslı Yeni Tip Oligomer Schıff Bazlarının Sentezi ve Karakterizasyonu, Yüksek Lisans Tezi, Çukurova Üniversitesi Fen Bilimleri Enstitüsü, Adana (2016).
- Çiçek, B., Tetra-aza coronandların sentezleri ve kompleksleşme yeteneklerinin potansiyometrik, kondüktometrik ve sıvı-sıvı ekstraksiyon yöntemleri ile belirlenmesi, Doktora Tezi, Balıkesir Üniversitesi, Fen Bilimleri Enstitüsü, Balıkesir, (2002).
- Cherif, E., Manaa, S. ve Othman, T., The correlation properties of poly(vinylpyrrolidone) in N,N-dimethylformamide + water by conductometric study, Fluid Phase Equilibria, 401, 82–8715, (2015).
- Çiçek, B., Çakir, Ü. ve Azizoglu, A., The associations of macrocyclic ethers with cations in 1,4-dioxane/ water mixtures; Potentiometric Na+ and K+ binding measurements and computational study, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 72, 121-125, (2012).
- Çiçek, B. ve Onbaşıoğlu, Z., Synthesis and characterization of 1,3,4-thiadiazole-2,5-dithio crown ethers, Heterocyclic Communications, 22, 6, 329–332, (2016).
- Cicek, B ve Yıldız, A., Synthesis, metal ion complexation and computational studies of thio oxocrown ethers, Molecules, 16, 8670-8683, (2011).
- Abdurrahmanoglu, S., Gündüz, C., Çakır, Ü., Çiçek, B. ve Bulut, M., The synthesis and complexation study of some coumestan and coumestan analog derivatives of crown ethers using conductometry, Dyes and Pigments, 65, 197-204, (2005).
- Erk, Ç., Çakır, Ü. ve Çiçek, B., The association constant of macrocyclic ether–cation interactions in 1,4-dioxane/water mixtures. III [1] Effect of temperature on the binding, Journal für praktische Chemie, 341, 6, 584-587, (1999).
- Erk, Ç., Çakır, Ü. ve Çiçek, B., Estimation of Li+, K+ and Ca2+ Complexation with [12]crown-4, [15]crown-5 and [18]crown-6 Using a Na+ ISE in Dioxane-Water, Part IV Cation Equilibrium Constants of Macrocyclic Ethers with Ion Selective Electrodes, Mikrochimica Acta, 132, 79–82, (1999).
- Çakır, Ü., Çiçek, B. ve Erk, Ç., The assosciation constants of macrocyclic ether-cation interactions in dioxane/water mixtures, Part II, Moleculer Recognition and Inclusion, 275-278, (1998).
- Çiçek, B., Çakır, Ü. ve Erk, Ç., The determination of crown–cation complexation behavior in dioxane/water mixtures by conductometric studies, Polymers for Advanced Technologies, 9, 831–836, (1998).
- Çiçek, B. ve Çalışır, Ü., Characterization and synthesis of some novel carbazole schiff bases, ICMCE 2015 : XIII International Conference on Materials and Chemical Engineering, Mini-oral presentation, 26-27 January 2015, Jeddah, Saudi Arabia.
- Dutta, K., Deka, R.C. ve Das, D.K., A new fluorescent and electrochemical Zn2+ ion sensor based on schiff base derived from benzil and L-tryptophan, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 124, 124–129, (2014).
- Kuz'min, V.E., Artemenko, A.G., Lozytska, R.N., Fedtchouk, A.S., Lozitsky, V.P., Muratov, E.N. ve Mescheriakov, A.K., Investigation of anticancer activity of macrocyclic Schiff bases by means of 4D-QSAR based on simplex representation of molecular structure, SAR and QSAR in Environmental Research, 16, 3, (2005).
- Vančo, J., Švajlenová, O., Račanská, E., Muselík, J. ve Valentová, J., Antiradical activity of different copper(II) Schiff base complexes and their effect on alloxan-induced diabetes, Journal of Trace Elements in Medicine and Biology, 18, 155-161, (2004).
- Guo, Z., Xing, R., Liu, S., Yu, H. ve Wang, P., The synthesis and antioxidant activity of the Schiff bases of chitosan and carboxymethyl chitosan, Bioorganic & Medicinal Chemistry Letters, 15, 4600-4603, (2005).
- Camadan, Y., Akkemik, E., Çalışır, Ü. ve Çiçek, B., Investigation of the Inhibitory Effects Some Schiff Bases on Isozymes hCA I and hCA II Purified From Human Erythrocytes, 4th International BAU Drug Development Congress, Oral presentation, 13-15 October, Istanbul, Turkey.
- Çiçek, B., Ergun, A. ve Gençer, N., Synthesis and Evaluation in vitro Effects of Some Macrocyclic Thiacrown Ethers on Erythrocyte Carbonic Anhydrase I and II, Asian Journal of Chemistry, 24, 1–3, (2012).
There are 19 citations in total.
Details
| Subjects | Engineering |
|---|---|
| Journal Section | Article |
| Authors | |
| Publication Date | October 9, 2017 |
| Submission Date | October 9, 2017 |
| Published in Issue | Year 2017 Volume: 19 Issue: 2 |