BibTex RIS Kaynak Göster

Six coordination compounds: mode of cytotoxic action and biological evaluation

Yıl 2016, Cilt: 3 Sayı: 3, 313 - 328, 08.01.2017
https://doi.org/10.18596/jotcsa.37363

Öz

This study describes the biological and anticancer properties of followed coordination compounds. IR spectra, magnetic properties, thermal analyses and crystal structures of six cyanido-complexes derivatives with [MII(CN)4]2- (MII= Ni and Pd) and [Co(CN)6]3- anions and N-bishydeten (N,N-bis(2-hydroxyethyl)ethylenediamine) as a capping ligand have been previously reported. Here, we investigated these complexes denoted as[Ni(N-bishydeten)Ni(CN)4] (C1), [Zn2(N-bishydeten)2Ni(CN)4] (C2), [Ni(N-bishydeten)Pd(CN)4] (C3), [Cd(N-bishydeten)2][Pd(CN)4] (C4), [Ni2(N-bishydeten)2Co(CN)6].3H2O (C5) and K[Cd(N-bishydeten)Co(CN)6].1.5H2O (C6), which were tested for their anti-proliferative activity against human cervical cancer (HeLa), human colon cancer (HT29), rat glioma (C6) and African green monkey kidney (Vero) cell lines. The DNA/BSA binding affinities of these compounds were also elucidated by spectroscopic titrations, displacement experiments and electrophoresis measurements. Studies on cancerous cells revealed that C1, C2, C4 and C6 exhibited significant antitumor activity and inhibited tumor progression in testing cell lines and showed high solubility in the solvent. Absorbance and emission spectra data results revealed that the complexes interact with the DNA via groove binding mode of interaction. Overall, these compounds have been found to demonstrate effective anti-proliferative activity against the cancer cell lines, indicating that they are a potent candidate for preclinical or clinical study.

Kaynakça

  • World Cancer Report 2014. http://www.iarc.fr/en/publications/books/wcr/wcr-order.php (accessed 16.04.16).
  • Aydın A, Korkmaz N, Tekin Ş, Karadağ A. Anticancer activities and mechanism of action of 2 novel metal complexes, C16H34N8O5Ag2Cd and C11H16N7O2Ag3Ni. Turk J. Biol. 2014; 38,948-955. http://doi.org/10.3906/biy-1405-68.
  • Karadağ A, Aydın A, Özdemir A, Tekin Ş. Anti-proliferative and cytotoxic activities of a new cyanido coordination compound on several cancer cell lines. J. Biotechnol. 2014; 185, 105. http://doi.org/10.1016/j.jbiotec.2014.07.358.
  • Korkmaz N, Karadağ A, Aydın A, Yanar Y, Karaman İ, Tekin Ş. Synthesis and characterization of two novel dicyanidoargentate(I) complexes containing N-(2-hydroxyethyl)ethylenediamine exhibiting significant biological activity. New J. Chem. 2014; 38, 4760-4773. http://doi.org/10.1039/C4NJ00851K.
  • Tekin S, Aydın A, Dede S, Karadağ A. Anti-proliferative activity of a new coordination compound containing AuI(CN)2 in some cancer cell lines. J. Biotechnol. 2014; 185, 28-29.
  • http://doi.org/10.1016/j.jbiotec.2014.07.096.
  • Aydın A, Karadağ A, Tekin Ş, Korkmaz N, Özdemir A. Two new coordination polymers containing dicyanidoargentate(I) and dicyanidoaurate(I): synthesis and characterization, and a detailed in vitro investigation of their anticancer activities on some cancer cell lines. Turk J. Chem. 2015; 39, 532-549. http://doi.org/10.3906/kim-1412-13.
  • Karadağ A, Aydın A, Dede S, Tekin Ş, Yanar Y, Çadırcı BH, Soylu MS, Andaç Ö. Five Novel Dicyanidoaurate(I)-Based Complexes Exhibiting Significant Biological activities: Synthesis, Characterization and Three Crystal Structures. New J. Chem. 2015; 39, 8136-8152. http://doi.org/10.1039/C5NJ01108F.
  • Dabrowiak JC. Metals in Medicine. John Wiley & Sons, 2009. 1st Edition, 321 p, West Sussex, UK. ISBN: 978-0-470-68196-1.
  • Gielen M, Tiekink ERT. Metallotherapeutic Drugs and Metal-Based Diagnostic Agents: The Use of Metals in Medicine. John Wiley & Sons press, 2005. 644 p, West Sussex, UK. ISBN: 0-470-86403-6.
  • Avendano C, Menéndez JC. Medicinal Chemistry Of Anticancer Drugs. Elsevier science press, 1st edition, 2008. 400 p, Amsterdam, The Netherlands. ISBN: 978-0-444-52824-7.
  • Tan KW, Seng HL, Lim FS, Cheah SC, Ng CH, Koo KS, Mustafa MR, Ng SW, Maah MJ. Towards a selective cytotoxic agent for prostate cancer: Interaction of zinc complexes of polyhydroxybenzaldehyde thiosemicarbazones with topoisomerase I. Polyhedron 2012; 38, 275–284. DOI: 10.1016/j.poly.2012.03.014.
  • Kapdi AR, Fairlamb IJS. Anti-cancer palladium complexes: a focus on PdX2L2, palladacycles and related complexes. Chem. Soc. Rev. 2014; 43, 4751. http://dx.doi.org/10.1039/c4cs00063c.
  • Angelѐ-Martìnez C, Goodman C, Brumaghim J. Metal-mediated DNA damage and cell death: mechanisms, detection methods, and cellular consequences. Metallomics 2014; 6, 1358. http://doi.org/10.1039/c4mt00057a.
  • Vignesh G, Senthilkumar R, Paul P, Periasamy VS, Akbarsha MA, Arunachalam S. Protein binding and biological evaluation of a polymer-anchored cobalt(III) complex containing a 2,20-bipyridine ligand. RSC Adv. 2014; 4, 57483. http://doi.org/10.1039/c4ra10377g.
  • Pages BJ, Ang DL, Wright EP, Aldrich-Wright JR. Metal complex interactions with DNA. Dalton Trans. 2015; 44, 3505. http://dx.doi.org/10.1039/c4dt02700k.
  • Karadağ A, Aslan Korkmaz Ş, Andaç Ö, Yerli Y, Topcu Y. Cyano-complexes and salts with tetracyanonickellateII and N,N-bis(2-hydroxyethyl)-ethylenediamine: synthesis, IR spectra, magnetic properties, thermal analyses, and crystal structures. Journal of Coordination Chemistry. 2012; 65, 10, 1685-1699. http://dx.doi.org/10.1080/00958972.2012.678337.
  • Aslan Korkmaz Ş, Karadağ A, Korkmaz N, Andaç Ö, Gürbüz N, Özdemir İ, Topkaya R. Five complexes containing N,N-bis(2-hydroxyethyl)-ethylenediamine with tetracyanidopalladate(II): synthesis, crystal structures, thermal, magnetic, and catalytic properties. Journal of Coordination Chemistry. 2013; 66, 17, 3072-3091. http://dx.doi.org/10.1080/00958972.2013.820827.
  • Aslan Korkmaz Ş, Karadağ A, Yerli Y, Soylu MS. Synthesis and characterization of new heterometallic cyanido complexes based on [Co(CN)6]3- building blocks: crystal structure of [Cu2(N-bishydeten)2Co(CN)6].3H2O having a strong antiferromagnetic exchange. New J. Chem. 2014; 38, 5402-5410. http://dx.doi.org/10.1039/c4nj00737a.
  • Sirajuddin M, Ali S, Badshah A. Drug–DNA interactions and their study by UV–Visible, fluorescence spectroscopies and cyclic voltammetry. J. Photochem. Photobiol. B 2013; 124, 1-19. http://dx.doi.org/10.1016/j.jphotobiol.2013.03.013.
Yıl 2016, Cilt: 3 Sayı: 3, 313 - 328, 08.01.2017
https://doi.org/10.18596/jotcsa.37363

Öz

Kaynakça

  • World Cancer Report 2014. http://www.iarc.fr/en/publications/books/wcr/wcr-order.php (accessed 16.04.16).
  • Aydın A, Korkmaz N, Tekin Ş, Karadağ A. Anticancer activities and mechanism of action of 2 novel metal complexes, C16H34N8O5Ag2Cd and C11H16N7O2Ag3Ni. Turk J. Biol. 2014; 38,948-955. http://doi.org/10.3906/biy-1405-68.
  • Karadağ A, Aydın A, Özdemir A, Tekin Ş. Anti-proliferative and cytotoxic activities of a new cyanido coordination compound on several cancer cell lines. J. Biotechnol. 2014; 185, 105. http://doi.org/10.1016/j.jbiotec.2014.07.358.
  • Korkmaz N, Karadağ A, Aydın A, Yanar Y, Karaman İ, Tekin Ş. Synthesis and characterization of two novel dicyanidoargentate(I) complexes containing N-(2-hydroxyethyl)ethylenediamine exhibiting significant biological activity. New J. Chem. 2014; 38, 4760-4773. http://doi.org/10.1039/C4NJ00851K.
  • Tekin S, Aydın A, Dede S, Karadağ A. Anti-proliferative activity of a new coordination compound containing AuI(CN)2 in some cancer cell lines. J. Biotechnol. 2014; 185, 28-29.
  • http://doi.org/10.1016/j.jbiotec.2014.07.096.
  • Aydın A, Karadağ A, Tekin Ş, Korkmaz N, Özdemir A. Two new coordination polymers containing dicyanidoargentate(I) and dicyanidoaurate(I): synthesis and characterization, and a detailed in vitro investigation of their anticancer activities on some cancer cell lines. Turk J. Chem. 2015; 39, 532-549. http://doi.org/10.3906/kim-1412-13.
  • Karadağ A, Aydın A, Dede S, Tekin Ş, Yanar Y, Çadırcı BH, Soylu MS, Andaç Ö. Five Novel Dicyanidoaurate(I)-Based Complexes Exhibiting Significant Biological activities: Synthesis, Characterization and Three Crystal Structures. New J. Chem. 2015; 39, 8136-8152. http://doi.org/10.1039/C5NJ01108F.
  • Dabrowiak JC. Metals in Medicine. John Wiley & Sons, 2009. 1st Edition, 321 p, West Sussex, UK. ISBN: 978-0-470-68196-1.
  • Gielen M, Tiekink ERT. Metallotherapeutic Drugs and Metal-Based Diagnostic Agents: The Use of Metals in Medicine. John Wiley & Sons press, 2005. 644 p, West Sussex, UK. ISBN: 0-470-86403-6.
  • Avendano C, Menéndez JC. Medicinal Chemistry Of Anticancer Drugs. Elsevier science press, 1st edition, 2008. 400 p, Amsterdam, The Netherlands. ISBN: 978-0-444-52824-7.
  • Tan KW, Seng HL, Lim FS, Cheah SC, Ng CH, Koo KS, Mustafa MR, Ng SW, Maah MJ. Towards a selective cytotoxic agent for prostate cancer: Interaction of zinc complexes of polyhydroxybenzaldehyde thiosemicarbazones with topoisomerase I. Polyhedron 2012; 38, 275–284. DOI: 10.1016/j.poly.2012.03.014.
  • Kapdi AR, Fairlamb IJS. Anti-cancer palladium complexes: a focus on PdX2L2, palladacycles and related complexes. Chem. Soc. Rev. 2014; 43, 4751. http://dx.doi.org/10.1039/c4cs00063c.
  • Angelѐ-Martìnez C, Goodman C, Brumaghim J. Metal-mediated DNA damage and cell death: mechanisms, detection methods, and cellular consequences. Metallomics 2014; 6, 1358. http://doi.org/10.1039/c4mt00057a.
  • Vignesh G, Senthilkumar R, Paul P, Periasamy VS, Akbarsha MA, Arunachalam S. Protein binding and biological evaluation of a polymer-anchored cobalt(III) complex containing a 2,20-bipyridine ligand. RSC Adv. 2014; 4, 57483. http://doi.org/10.1039/c4ra10377g.
  • Pages BJ, Ang DL, Wright EP, Aldrich-Wright JR. Metal complex interactions with DNA. Dalton Trans. 2015; 44, 3505. http://dx.doi.org/10.1039/c4dt02700k.
  • Karadağ A, Aslan Korkmaz Ş, Andaç Ö, Yerli Y, Topcu Y. Cyano-complexes and salts with tetracyanonickellateII and N,N-bis(2-hydroxyethyl)-ethylenediamine: synthesis, IR spectra, magnetic properties, thermal analyses, and crystal structures. Journal of Coordination Chemistry. 2012; 65, 10, 1685-1699. http://dx.doi.org/10.1080/00958972.2012.678337.
  • Aslan Korkmaz Ş, Karadağ A, Korkmaz N, Andaç Ö, Gürbüz N, Özdemir İ, Topkaya R. Five complexes containing N,N-bis(2-hydroxyethyl)-ethylenediamine with tetracyanidopalladate(II): synthesis, crystal structures, thermal, magnetic, and catalytic properties. Journal of Coordination Chemistry. 2013; 66, 17, 3072-3091. http://dx.doi.org/10.1080/00958972.2013.820827.
  • Aslan Korkmaz Ş, Karadağ A, Yerli Y, Soylu MS. Synthesis and characterization of new heterometallic cyanido complexes based on [Co(CN)6]3- building blocks: crystal structure of [Cu2(N-bishydeten)2Co(CN)6].3H2O having a strong antiferromagnetic exchange. New J. Chem. 2014; 38, 5402-5410. http://dx.doi.org/10.1039/c4nj00737a.
  • Sirajuddin M, Ali S, Badshah A. Drug–DNA interactions and their study by UV–Visible, fluorescence spectroscopies and cyclic voltammetry. J. Photochem. Photobiol. B 2013; 124, 1-19. http://dx.doi.org/10.1016/j.jphotobiol.2013.03.013.
Toplam 20 adet kaynakça vardır.

Ayrıntılar

Bölüm Makaleler
Yazarlar

Ali Aydin

Şengül Aslan Korkmaz Bu kişi benim

Yayımlanma Tarihi 8 Ocak 2017
Gönderilme Tarihi 26 Haziran 2016
Yayımlandığı Sayı Yıl 2016 Cilt: 3 Sayı: 3

Kaynak Göster

Vancouver Aydin A, Korkmaz ŞA. Six coordination compounds: mode of cytotoxic action and biological evaluation. JOTCSA. 2017;3(3):313-28.