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Yıl 2022, Cilt: 50 Sayı: 2, 151 - 156, 28.02.2022

Gülşen Türkoğlu Senem Akkoç

https://doi.org/10.15671/hjbc.715102
Cited By: 1

Öz

Destekleyen Kurum

Anadolu Üniversitesi

Kaynakça

  • [1 ]. G. Turkoglu, H. Berber, I. Kani, Synthesis, crystal structure, optical and electrochemical properties of novel diphenylether-based formazan derivatives, New J. Chem. 39 (2015) 2728-2740.
  • [ 2] G. Turkoglu, H. Berber, Novel formazan derivatives containing phenylsulfanyl and carbonyl units: synthesis, optical and electrochemical properties, RSC Adv. 6 (2016) 96065-96078.
  • [3 ] H. Tezcan, H. Senoz, N. Tokay, Experimental and quantum chemical studies of the structural and spectral properties of novel diazenyl formazans, J. Mol. Struct. 1190 (2019) 171-183.
  • [ 4] M. Toy, H. Tanak, H. Senoz, Identification of structural and spectral properties of synthesized 3-(p-isopropylphenyl)-5-(o,m,p-nitrophenyl)-1-phenylformazans: A combined experimental and DFT study, Dyes Pigm. 113 (2015) 510-521. [5 ] N.A. Frolova, S.Z. Vatsadze, A.I. Stasha, R.D. Rakhimov, N.V. Zyk, Oxidation of 3-(3-or 4-pyridyl)-1,5-diphenylformazans in tetrazolium trichlorometallates: Structural and electrochemical investigation, Chem. Heterocycl. Com. 42 (2006) 1444-1456.
  • [ 6] I.G. Pervova, P.A. Slepukhin, A.V. Zaidman, G.N. Lipunova, I.N. Lipunov, Nickel(II) and iron(II) complexes with 1-(2(4)-chlorophenyl)benzothiazolylformazans, Russ. J. Coord. Chem. 36 (2010) 213-219.
  • [ 7] I.S. Maksakova, I.G. Pervova, G.P. Belov, I.I. Khasbiullin, N.A. Ivanova, E.N. Frolova, I.N. Lipunova, Synthesis, structure, and catalytic properties of iron complexes with mono- and bisformazans in sulfide oxidation and ethylene oligomerization reactions, Petroleum Chemistry 55 (2015) 217-223.
  • [8 ] J. B. Gilroy, E. Otten, Formazanate coordination compounds: synthesis, reactivity, and applications, Chem. Soc. Rev., 2020, 49, 85-113
  • [9 ] H. Gorcay, G. Turkoglu, Y. Sahin, H. Berber, Electrochemical determination of paracetamol by a novel derivative of formazan modified pencil graphite electrode, IEEE Sensors Journal 14 (2014) 2529-2536. [ 10] S.H. Moussa, A.A. Tayel, A.A. Al-Hassan, A. Farouk, Tetrazolium/formazan test as an efficient method to determine fungal chitosan antimicrobial activity, Hindawi Publishing Corporation Journal of Mycology ID 753692 (2013) 1-7.
  • [11 ] S.A. Khan, S. Shahid, S. Kanwal, G. Hussain, Synthesis characterization and antibacterial activity of Cr(III), Co(III), Fe(II), Cu(II), Ni(III) complexes of 4-(2-(((2-hydroxy-5-nitrophenyl) diazenyl) (phenyl) methylene) hydrazinyl) benzene sulfonic acid based formazan dyes and their applications on leather, Dyes Pigm. 148 (2018) 31-43.
  • [12 ] A.S. Shawali, N.A. Samy, Functionalized formazans: A review on recent progress in their pharmacological activities, J. Adv. Res. 6 (2015) 241-254.
  • [ 13] A.T. Shinde, N.J. Deshmukh, G.D. Kottapalle, S.B. Zangade, Synthesis and antimicrobial evaluation of some new fluoro formazans, J. Pure App. Chem. Res. 5 (2016) 61-66.
  • [ 14] G. Mariappan, R. Korim, N.M. Joshi, F. Alam, R. Hazarika, D. Kumar, T. Uriah, Synthesis and biological evaluation of formazan derivatives, J. Adv. Pharm. Technol. Res. 1 (2010) 396-400.
  • [ 15] V. Saharan, S. Mahajan, Development of gallic acid formazans as novel enoyl acyl carrier protein reductase inhibitors for the treatment of tuberculosis, Bioorg. Med. Chem. Lett. 27 (2017) 808-815.
  • [ 16] S.D. Bhardwaj, Synthesis, anti-cancer and anti-HIV activities of some new formazans. Asian J. Chem. 10 (1998) 39-42.
  • [ 17] M.E. Khalifa, E.A. Elkhawass, A. Pardede, M. Ninomiya, K. Tanaka,•M. Koketsu, A facile synthesis of formazan dyes conjugated with plasmonic nanoparticles as photosensitizers in photodynamic therapy against leukemia cell line, Monatsh. Chem. 149 (2018) 2195-2206.
  • [18 ] H. Wan, R.L. Williams, P.J. Doherty, D.F. Williams, The cytotoxicity evaluation of Kevlar and silicon carbide by MTT assay. J Mater Sci Mater Med 5 (1994) 441-445.
  • [19 ] G. Baskar, K. Lalitha, Synthesis and Characterization of Cerium Oxide Nanobiocomposite of Asparaginase for Curbing Lung Cancer, International Journal of Modern Science and Technology, 3 (2018) 104-111.
  • [20 ] C.N. Robertson, K.M. Roberson, A. Pinero, J.M. Jaynes, D.F. Paulson, Peptidyl membrane-interactive molecules are cytotoxic to prostatic cancer cells in vitro, World J Urol 16 (1998) 405-409.
  • [ 21] H.B. Carter, D.S. Coffey The prostate: an increasing medical problem. Prostate 16 (1990) 39-48
  • [ 22] M.R. Scholfield, C.M.V. Zanden, M. Carter, P.S. Ho, Halogen bonding (X-bonding):A biological perspective, Protein Science 22 (2013) 139-152
  • [ 23] R. Wilcken, M.O. Zimmermann, A. Lange, A.C. Joerger, F.M. Boeckler, Principles and applications of halogen bonding in medicinal chemistry and chemical biology, J. Med. Chem. 56 (2013) 1363-1388.
  • [ 24] W.K. Hagmann, The many roles for fluorine in medicinal chemistry, J. Med. Chem. 51 (2008) 4359-4369.
  • [25 ] F.M.D. Ismail, Important fluorinated drugs in experimental and clinical use, J. Fluorine Chem. 118 (2002) 27-33.
  • [26 ] M.S. Karthikeyan, B.S. Holla, N.S. Kumari, Synthesis and antimicrobial studies on novel chloro-fluorine containing hydroxy pyrazolines, Eur. J. Med. Chem. 42 (2007) 30-36.
  • [ 27] B.K. Park, N.R. Kitteringham, P.M. O'Neill, Metabolism of fluorine-containing drugs, Annu. Rev. Pharm. Toxicol. 41 (2001) 443-470.
  • [28 ] G. Turkoglu, S. Akkoç, Synthesis, optical, electrochemical and antiproliferative activity studies of novel formazan derivatives, Journal of Molecular Structure, 1211 (2020) DOI: 10.1016/j.molstruc.2020.128028.
  • [29 ] G. Turkoglu, M. E. Cinar, Experimental and computational studies on the absorption properties of novel formazan derivatives, Turk J Chem, 41 (2017) 710-727.
  • [30 ] S. Akkoç, İ. Ö. İlhan, Y. Gök, P. J. Upadhyay and V. Kayser, In vitro cytotoxic activities of new silver and PEPPSI palladium N-heterocyclic carbene complexes derived from benzimidazolium salts, Inorganica Chimica Acta, 449 (2016) 75-81.
  • [31 ] S. Akkoç, V. Kayser, İ. Ö. İlhan, Synthesis and in vitro Anticancer Evaluation of Some Benzimidazolium Salts, Journal of Heterocyclic Chemistry, 56 (2019) 2934-2944.
  • [32 ] S. Akkoç, Antiproliferative activities of 2-hydroxyethyl substituted benzimidazolium salts and their palladium complexes against human cancerous cell lines, Synthetic Communications, 49 (2019) 2903-2914.
  • [ 33] S. Akkoç, Derivatives of 1-(2-(Piperidin-1-yl)ethyl)-1H-benzo[d]imidazole: Synthesis, Characterization, Determining of Electronic Properties and Cytotoxicity Studies, ChemistrySelect, 4 (2019) 4938-4943.
  • [ 34] S. Akkoç, V. Kayser, İ. Ö. İlhan, D. E. Hibbs, Y. Gök, P. A. Williams, B. Hawkins, F. Lai, New compounds based on a benzimidazole nucleus: synthesis, characterization and cytotoxic activity against breast and colon cancer cell lines, Journal of Organometallic Chemistry, 839 (2017) 98-107.

Cytotoxic Activity Studies of p-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines

Yıl 2022, Cilt: 50 Sayı: 2, 151 - 156, 28.02.2022

Gülşen Türkoğlu Senem Akkoç

https://doi.org/10.15671/hjbc.715102
Cited By: 1

Öz

The cytotoxic activity properties of formazan derivatives (CF and FF) bearing halogen chlorine and fluorine groups placed at para position in 1-phenyl ring have been systematically investigated in this work. The synthesized two compounds were tested as anticancer agents against human cancerous cell lines for 48 h. The results obtained showed that these two compounds have cytotoxic effect towards screened cell lines. Particularly, compound FF having p-fluoro had more antiproliferative activity compared to CF in both studied cancer cell lines.

Anahtar Kelimeler

Formazan derivatives cytotoxic activity prostate cancer lung cancer

Kaynakça

  • [1 ]. G. Turkoglu, H. Berber, I. Kani, Synthesis, crystal structure, optical and electrochemical properties of novel diphenylether-based formazan derivatives, New J. Chem. 39 (2015) 2728-2740.
  • [ 2] G. Turkoglu, H. Berber, Novel formazan derivatives containing phenylsulfanyl and carbonyl units: synthesis, optical and electrochemical properties, RSC Adv. 6 (2016) 96065-96078.
  • [3 ] H. Tezcan, H. Senoz, N. Tokay, Experimental and quantum chemical studies of the structural and spectral properties of novel diazenyl formazans, J. Mol. Struct. 1190 (2019) 171-183.
  • [ 4] M. Toy, H. Tanak, H. Senoz, Identification of structural and spectral properties of synthesized 3-(p-isopropylphenyl)-5-(o,m,p-nitrophenyl)-1-phenylformazans: A combined experimental and DFT study, Dyes Pigm. 113 (2015) 510-521. [5 ] N.A. Frolova, S.Z. Vatsadze, A.I. Stasha, R.D. Rakhimov, N.V. Zyk, Oxidation of 3-(3-or 4-pyridyl)-1,5-diphenylformazans in tetrazolium trichlorometallates: Structural and electrochemical investigation, Chem. Heterocycl. Com. 42 (2006) 1444-1456.
  • [ 6] I.G. Pervova, P.A. Slepukhin, A.V. Zaidman, G.N. Lipunova, I.N. Lipunov, Nickel(II) and iron(II) complexes with 1-(2(4)-chlorophenyl)benzothiazolylformazans, Russ. J. Coord. Chem. 36 (2010) 213-219.
  • [ 7] I.S. Maksakova, I.G. Pervova, G.P. Belov, I.I. Khasbiullin, N.A. Ivanova, E.N. Frolova, I.N. Lipunova, Synthesis, structure, and catalytic properties of iron complexes with mono- and bisformazans in sulfide oxidation and ethylene oligomerization reactions, Petroleum Chemistry 55 (2015) 217-223.
  • [8 ] J. B. Gilroy, E. Otten, Formazanate coordination compounds: synthesis, reactivity, and applications, Chem. Soc. Rev., 2020, 49, 85-113
  • [9 ] H. Gorcay, G. Turkoglu, Y. Sahin, H. Berber, Electrochemical determination of paracetamol by a novel derivative of formazan modified pencil graphite electrode, IEEE Sensors Journal 14 (2014) 2529-2536. [ 10] S.H. Moussa, A.A. Tayel, A.A. Al-Hassan, A. Farouk, Tetrazolium/formazan test as an efficient method to determine fungal chitosan antimicrobial activity, Hindawi Publishing Corporation Journal of Mycology ID 753692 (2013) 1-7.
  • [11 ] S.A. Khan, S. Shahid, S. Kanwal, G. Hussain, Synthesis characterization and antibacterial activity of Cr(III), Co(III), Fe(II), Cu(II), Ni(III) complexes of 4-(2-(((2-hydroxy-5-nitrophenyl) diazenyl) (phenyl) methylene) hydrazinyl) benzene sulfonic acid based formazan dyes and their applications on leather, Dyes Pigm. 148 (2018) 31-43.
  • [12 ] A.S. Shawali, N.A. Samy, Functionalized formazans: A review on recent progress in their pharmacological activities, J. Adv. Res. 6 (2015) 241-254.
  • [ 13] A.T. Shinde, N.J. Deshmukh, G.D. Kottapalle, S.B. Zangade, Synthesis and antimicrobial evaluation of some new fluoro formazans, J. Pure App. Chem. Res. 5 (2016) 61-66.
  • [ 14] G. Mariappan, R. Korim, N.M. Joshi, F. Alam, R. Hazarika, D. Kumar, T. Uriah, Synthesis and biological evaluation of formazan derivatives, J. Adv. Pharm. Technol. Res. 1 (2010) 396-400.
  • [ 15] V. Saharan, S. Mahajan, Development of gallic acid formazans as novel enoyl acyl carrier protein reductase inhibitors for the treatment of tuberculosis, Bioorg. Med. Chem. Lett. 27 (2017) 808-815.
  • [ 16] S.D. Bhardwaj, Synthesis, anti-cancer and anti-HIV activities of some new formazans. Asian J. Chem. 10 (1998) 39-42.
  • [ 17] M.E. Khalifa, E.A. Elkhawass, A. Pardede, M. Ninomiya, K. Tanaka,•M. Koketsu, A facile synthesis of formazan dyes conjugated with plasmonic nanoparticles as photosensitizers in photodynamic therapy against leukemia cell line, Monatsh. Chem. 149 (2018) 2195-2206.
  • [18 ] H. Wan, R.L. Williams, P.J. Doherty, D.F. Williams, The cytotoxicity evaluation of Kevlar and silicon carbide by MTT assay. J Mater Sci Mater Med 5 (1994) 441-445.
  • [19 ] G. Baskar, K. Lalitha, Synthesis and Characterization of Cerium Oxide Nanobiocomposite of Asparaginase for Curbing Lung Cancer, International Journal of Modern Science and Technology, 3 (2018) 104-111.
  • [20 ] C.N. Robertson, K.M. Roberson, A. Pinero, J.M. Jaynes, D.F. Paulson, Peptidyl membrane-interactive molecules are cytotoxic to prostatic cancer cells in vitro, World J Urol 16 (1998) 405-409.
  • [ 21] H.B. Carter, D.S. Coffey The prostate: an increasing medical problem. Prostate 16 (1990) 39-48
  • [ 22] M.R. Scholfield, C.M.V. Zanden, M. Carter, P.S. Ho, Halogen bonding (X-bonding):A biological perspective, Protein Science 22 (2013) 139-152
  • [ 23] R. Wilcken, M.O. Zimmermann, A. Lange, A.C. Joerger, F.M. Boeckler, Principles and applications of halogen bonding in medicinal chemistry and chemical biology, J. Med. Chem. 56 (2013) 1363-1388.
  • [ 24] W.K. Hagmann, The many roles for fluorine in medicinal chemistry, J. Med. Chem. 51 (2008) 4359-4369.
  • [25 ] F.M.D. Ismail, Important fluorinated drugs in experimental and clinical use, J. Fluorine Chem. 118 (2002) 27-33.
  • [26 ] M.S. Karthikeyan, B.S. Holla, N.S. Kumari, Synthesis and antimicrobial studies on novel chloro-fluorine containing hydroxy pyrazolines, Eur. J. Med. Chem. 42 (2007) 30-36.
  • [ 27] B.K. Park, N.R. Kitteringham, P.M. O'Neill, Metabolism of fluorine-containing drugs, Annu. Rev. Pharm. Toxicol. 41 (2001) 443-470.
  • [28 ] G. Turkoglu, S. Akkoç, Synthesis, optical, electrochemical and antiproliferative activity studies of novel formazan derivatives, Journal of Molecular Structure, 1211 (2020) DOI: 10.1016/j.molstruc.2020.128028.
  • [29 ] G. Turkoglu, M. E. Cinar, Experimental and computational studies on the absorption properties of novel formazan derivatives, Turk J Chem, 41 (2017) 710-727.
  • [30 ] S. Akkoç, İ. Ö. İlhan, Y. Gök, P. J. Upadhyay and V. Kayser, In vitro cytotoxic activities of new silver and PEPPSI palladium N-heterocyclic carbene complexes derived from benzimidazolium salts, Inorganica Chimica Acta, 449 (2016) 75-81.
  • [31 ] S. Akkoç, V. Kayser, İ. Ö. İlhan, Synthesis and in vitro Anticancer Evaluation of Some Benzimidazolium Salts, Journal of Heterocyclic Chemistry, 56 (2019) 2934-2944.
  • [32 ] S. Akkoç, Antiproliferative activities of 2-hydroxyethyl substituted benzimidazolium salts and their palladium complexes against human cancerous cell lines, Synthetic Communications, 49 (2019) 2903-2914.
  • [ 33] S. Akkoç, Derivatives of 1-(2-(Piperidin-1-yl)ethyl)-1H-benzo[d]imidazole: Synthesis, Characterization, Determining of Electronic Properties and Cytotoxicity Studies, ChemistrySelect, 4 (2019) 4938-4943.
  • [ 34] S. Akkoç, V. Kayser, İ. Ö. İlhan, D. E. Hibbs, Y. Gök, P. A. Williams, B. Hawkins, F. Lai, New compounds based on a benzimidazole nucleus: synthesis, characterization and cytotoxic activity against breast and colon cancer cell lines, Journal of Organometallic Chemistry, 839 (2017) 98-107.
Toplam 32 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Mühendislik
Bölüm Articles
Yazarlar

Gülşen Türkoğlu 0000-0002-3468-870X

Senem Akkoç 0000-0001-8913-757X

Yayımlanma Tarihi 28 Şubat 2022
Kabul Tarihi 24 Aralık 2021
Yayımlandığı Sayı Yıl 2022 Cilt: 50 Sayı: 2

Kaynak Göster

APA Türkoğlu, G., & Akkoç, S. (2022). Cytotoxic Activity Studies of p-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines. Hacettepe Journal of Biology and Chemistry, 50(2), 151-156. https://doi.org/10.15671/hjbc.715102
AMA Türkoğlu G, Akkoç S. Cytotoxic Activity Studies of p-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines. HJBC. Şubat 2022;50(2):151-156. doi:10.15671/hjbc.715102
Chicago Türkoğlu, Gülşen, ve Senem Akkoç. “Cytotoxic Activity Studies of P-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines”. Hacettepe Journal of Biology and Chemistry 50, sy. 2 (Şubat 2022): 151-56. https://doi.org/10.15671/hjbc.715102.
EndNote Türkoğlu G, Akkoç S (01 Şubat 2022) Cytotoxic Activity Studies of p-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines. Hacettepe Journal of Biology and Chemistry 50 2 151–156.
IEEE G. Türkoğlu ve S. Akkoç, “Cytotoxic Activity Studies of p-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines”, HJBC, c. 50, sy. 2, ss. 151–156, 2022, doi: 10.15671/hjbc.715102.
ISNAD Türkoğlu, Gülşen - Akkoç, Senem. “Cytotoxic Activity Studies of P-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines”. Hacettepe Journal of Biology and Chemistry 50/2 (Şubat 2022), 151-156. https://doi.org/10.15671/hjbc.715102.
JAMA Türkoğlu G, Akkoç S. Cytotoxic Activity Studies of p-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines. HJBC. 2022;50:151–156.
MLA Türkoğlu, Gülşen ve Senem Akkoç. “Cytotoxic Activity Studies of P-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines”. Hacettepe Journal of Biology and Chemistry, c. 50, sy. 2, 2022, ss. 151-6, doi:10.15671/hjbc.715102.
Vancouver Türkoğlu G, Akkoç S. Cytotoxic Activity Studies of p-Chloro and Fluoro Substituted Formazan Derivatives on Lung and Prostate Cancer Cell Lines. HJBC. 2022;50(2):151-6.

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