New platinum (II) and palladium (II) complexes of coumarin-thiazole Schiff base with a fluorescent chemosensor properties: Synthesis, spectroscopic characterization, X-ray structure determination, in vitro anticancer activity on various human carcinoma cell lines and computational studies

Sahin O., ÖZDEMİR ÖZMEN Ü., SEFEROĞLU N., KARAGÖZ GENÇ Z., Kaya K., AYDINER B., ...Daha Fazla

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, cilt.178, ss.428-439, 2018 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 178
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1016/j.jphotobiol.2017.11.030
  • Dergi Adı: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.428-439
  • Anahtar Kelimeler: Schiff base, Coumarin-thiazole, Fluorescent chemosensor, Platinum (II) and palladium (II) complexes, Anticancer activity, Anion sensitivity, CARBONYLS M(CO)(6) M, MICROWAVE IRRADIATION, ANTIMICROBIAL AGENTS, ANTITUMOR-ACTIVITIES, DNA CLEAVAGE, DERIVATIVES, CU(II), ANTIBACTERIAL, PD(II), NI(II)
  • Gazi Üniversitesi Adresli: Evet

Özet

A new coumarin-thiazole based Schiff base (Ligand, L) and its Pd(II), Pt(II) complexes; ([Pd(L)(2)] and [Pt(L)(2)), were synthesized and characterized using spectrophotometric techniques (NMR, IR, UV-vis, LC-MS), magnetic moment, and conductivity measurements. A single crystal X-ray analysis for only L was done. The crystals of L have monoclinic crystal system and P21/c space group. To gain insight into the structure of L and its complexes, we used density functional theory (DFT) method to optimize the molecules. The photophysical properties changes were observed after deprotonation of L with CN- via intermolecular charge transfer (ICT). Additionally, as the sensor is a colorimetric and fluorimetric cyanide probe containing active sites such as coumarin-thiazole and imine (CH = N), it showed fast color change from yellow to deep red in the visible region, and yellow fluorescence after CN- addition to the imine bond, in DMSO. The reaction mechanisms of L with CN-, F- and AcO- ions were evaluated using H-1 NMR shifts. The results showed that, the reaction of L with CN- ion was due to the deprotonation and addition mechanisms at the same time. The anti-cancer activity of L and its Pd(II) and Pt(II) complexes were evaluated in vitro using MTT assay on the human cancer lines MCF-7 (human breast adenocarcinoma), LS174T (human colon carcinoma), and LNCAP (human prostate adenocarcinoma). The anticancer effects of L and its complexes, on human cells, were determined by comparing the half maximal inhibitory concentration (IC50) values. The activity results showed that, the Pd(II) complex of L has higher antitumor effect than L and its Pt(II) complex against the tested human breast adenocarcinoma (MCF-7), human prostate adenocarcinoma (LNCAP), and human colon carcinoma (LS174T) cell lines.