مورد إلكتروني
Solution chemical properties and anticancer potential of 8-hydroxyquino-line hydrazones and their oxidovanadium(IV) complexes
| العنوان: | Solution chemical properties and anticancer potential of 8-hydroxyquino-line hydrazones and their oxidovanadium(IV) complexes |
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| المصدر: | Journal of Inorganic Biochemistry |
| بيانات النشر: | Elsevier International 2022 |
| تفاصيل مُضافة: | Bulut, İpek; Sergi, Barış; Ayhan, Ceyda Açılan (ORCID 0000-0002-8936-3267 & YÖK ID 219658) Ribeiro, Nadia; Posa, Vivien; Sciortino, Giuseppe; Pessoa, Joao Costa; Maia, Luisa B.; Ugone, Valeria; Garribba, Eugenio; Enyedy, Eva A.; Correia, Isabel Koç University Research Center for Translational Medicine (KUTTAM) / Koç Üniversitesi Translasyonel Tıp Araştırma Merkezi (KUTTAM) Graduate School of Health Sciences; School of Medicine |
| نوع الوثيقة: | Electronic Resource |
| مستخلص: | We report the synthesis and characterization of a family of benzohydrazones (L-n, n = 1-6) derived from 2-car-baldehyde-8-hydroxyquinoline and benzylhydrazides containing different substituents in the para position. Their oxidovanadium(IV) complexes were prepared and compounds with 1:1 and 1:2 metal-to-ligand stoichiometry were obtained. All compounds were characterized by elemental analyses and mass spectrometry as well as FTIR, UV-visible absorption, NMR (ligand precursors) and EPR (complexes) spectroscopies, and by DFT computational methods. Proton dissociation constants, lipophilicity and solubility in aqueous media were determined for all ligand precursors. Complex formation with V(IV)O was evaluated by spectrophotometry for L-4 (Me-substituted) and L-6 (OH-substituted) and formation constants for mono [VO(HL)](+), [VO(L)] and bis [VO(HL)(2)], [VO(HL) (L)], [VO(L)(2)](2- )complexes were determined. EPR spectroscopy indicates the formation of [VO(HL)](+) and [VO (HL)(2)], with this latter being the major species at the physiological pH. Noteworthy, the EPR data suggest a different behaviour for L-4 and L-6, which confirm the results obtained in the solid state. The antiproliferative activity of all compounds was evaluated in malignant melanoma (A-375) and lung (A-549) cancer cells. All complexes show much higher activity on A-375 (IC50 < 6.3 mu M) than in A-549 cells (IC50 > 20 mu M). Complex 3 (F-substituted) shows the lowest IC50 on both cell lines and lower than cisplatin (in A-375). Studies identified this compound as the one showing the highest increase in Annexin-V staining, caspase activity and induction of double stranded breaks, corroborating the cytotoxicity results. The mechanism of action of the complexes involves reactive oxygen species (ROS) induced DNA damage, and cell death by apoptosis. European Union (EU); COST Action CA18202; This work was supported by Centro de Quimica Estrutural, which is financed by national funds from Fundacao para a Ciencia e Tecnologia (FCT), projects UIDB/00100/2020, UIDP/00100/2020 and LA/P/0056/2020, and Programa Operacional Regional de Lisboa 2020. We also thank project PTDC/QUI-QIN/0586/2020 and N. Ribeiro acknowledges FCT for SFRH/BD/135797/2018 grant. The Portuguese NMR and Mass spectrometry IST-UL are acknowledged for the access to the equipment. This work was supported by the Portuguese-Hungarian Scientific & Technological Cooperation TET-PT-2018-00002, UNKP-21-3-SZTE-455 (to V. Posa) New National Excellence Program Ministry of Human Capacities. The support of the `Lendulet' Programme (ELKH, LP2019-6/2019), NECTAR-Network for Equilibria and Chemical Thermodynamics Advanced Research is also acknowledged. This work was also supported by Koc University School of Medicine (KUSOM) and the authors gratefully acknowledge use of the services and facilities of the Koc University Research Center for Translational Medicine (KUTTAM), funded by the Presidency of Turkey, Presidency of Strategy and Budget. The content is solely the responsibility of the authors and does not necessarily represent the official views of the Presidency of Strategy and Budget. G. Sciortino, V. Ugone, E. Garribba thank Fondazione di Sardegna (grant FdSGarribba2017) and Regione Autonoma della Sardegna (grant RASSR79857); G. Sciortino also thanks MICINN' Juan de la Cierva program, FJC2019-039135-I for the financial support. L. Maia thanks the Associate Laboratory for Green Chemistry -LAQV, which is financed by national funds from Fundacao para a Ciencia e a Tecnologia, MCTES (FCT/MCTES; UIDB/50006/2020 and UIDP/50006/2020). |
| مصطلحات الفهرس: | Biochemistry and molecular biology; Inorganic and nuclear chemistry, Oxidovanadium(IV) complexes; 8-hydroxyquinoline derivatives; Schiff bases; Solution stability; Speciation; Anticancer, Journal article, text/academic publication |
| URL: | Publisher version Koç University Institutional Repository |
| الإتاحة: | Open access content. Open access content |
| ملاحظة: | pdf English |
| أرقام أخرى: | T9K oai:libdigitalcollections.ku.edu.tr:IR/10875 0162-0134 1873-3344 Ribeiro, Nádia, et al. “Solution Chemical Properties and Anticancer Potential of 8-Hydroxyquinoline Hydrazones and Their Oxidovanadium(Iv) Complexes.” Journal of Inorganic Biochemistry, vol. 235, 2022, p. 111932., https://doi.org/10.1016/j.jinorgbio.2022.111932Test. IR03990.pdf WoS; Scopus; PubMed NA EU 1376150210 |
| المصدر المساهم: | KOC UNIV LIBR From OAIster®, provided by the OCLC Cooperative. |
| رقم الانضمام: | edsoai.on1376150210 |
| قاعدة البيانات: | OAIster |
| الوصف غير متاح. |