Novel silver complexes with popular non-steroidal anti-inflammatory drugs

• Autorzy: Kafarska K. , Wolf W. M.
• Języki publikacji: EN

Abstrakty

EN

Non-steroidal anti-inflammatory drugs (NSAID) are class of drugs with antipyretic, analgesic and anti-inflammatory properties. They have also exhibited anti-tumor activity. Even though the mode of their anti-inflammatory activity action is well understood, they exhibit significant adverse effects. Metal complexesation with NSAID may be a promising option for side effects reduction. The novel silver complexes with commonly used non-steroidal anti-inflammatory drugs: ibuprofen, naproxen, mefenamic acid and ketoprofen, were synthesized and characterized by elemental analysis, IR- spectroscopy and thermal decomposition techniques. Coordination of ligands to the silver ions was confirmed by IR spectroscopy. IR data clearly indicate that NSAID anions are bonded in a monodentate mode. The thermal behavior of complexes was studied by TG, DTG and DTA methods in air. Upon heating all compounds decomposed progressively to silver oxide, which was the final product of pyrolysis.

Słowa kluczowe

EN

non-steroidal anti-inflammatory drugs; metal complexes; FTIR; thermal investigations

PL

niesteroidowe leki przeciwzapalne; kompleksy metali; FTIR; badania cieplne

• Wydawca: Centrum Badań i Innowacji Pro-Akademia ; Ukrainian Academy of Sciences - Research and Development Centre for Industrial Problems of Development
• Czasopismo: Acta Innovations
• Rocznik: 2016
• Tom: no. 21
• Strony: 51--59
• Opis fizyczny: Bibliogr. 36 poz.

Twórcy

autor

Kafarska K.

• Lodz University of Technology, Faculty of Chemistry, Institute of General and Ecological Chemistry, 116 Żeromskiego Street, 90-924 Lodz, Poland

autor

Wolf W. M.

• Lodz University of Technology, Faculty of Chemistry, Institute of General and Ecological Chemistry, 116 Żeromskiego Street, 90-924 Lodz, Poland

Bibliografia

• [1] Vonkeman H.E., van de Laar M.A.F.J., Nonsteroidal Anti-Inflammatory Drugs: Adverse Effects and Their Prevention,Semin. Arthritis Rheu. 39 (4) (2010) 294-312
• [2] Wolfe M., Lichtenstein D., Gastrointestinal toxicity of nonsteroidal antiinflammatory drugs, New Eng. J. Med., 340 (1999) 1888-1899
• [3] Lee M., Feldman M. The aging stomach: implications for NSAID gastropathy, Gut 41 (1997) 425–426
• [4] J.R.Vane, Mechanism of action of non-steroidal anti-inflammatory drugs, Am.J.Med. 104A (1998) 2S-8S
• [5] J.R. Vane, R.M. Botting, The mechanism of action of aspirin, Thromb. Res., 110 (2003)255-258
• [6] V.S.Moses, A.L.Bertone, Nonsteroidal, anti-inflammatory drugs, Vet. Clin.Eqine 18(1) (2002) 21-37
• [7] Claria J., Cycloocygenase-2 Biology, Curr. Pharm. Design, 9 (2003) 2177-2190
• [8] Etminan M., Gill S., Samii A., Effect of non-steroidal antiinflammatory drugs on risk of Alzheimer's disease: systematic review and meta-analysis of observational studies, BMJ., 327, 128-31, (2003)
• [9] Szekely C.A., Town T., Zandi P.P., NSAIDs for the chemoprevention of Alzheimer's disease, Subcell Biochem, 42, 229-48, (2007)
• [10] A. Ianaro, G. Cirino, J.L. Wallance, Hydrogen sulfide-releasing anti-inflammatory drugs for chemoprevention and treatment of cancer, Pharm. Res. 111 (2016) 652-658
• [11] R. Kumar, P.F. Sirll, F. Javid, Unusual anti-leucemia activity of naproxen and other non-steroidal anti-inflammatory drugs, Mat.Sci.Eng. C-Matter, 69 (2016) 1335-1344
• [12] K.W. Cheng, T. Nie, N. Ouyang, L.Huang, B. Rigas, A novel ibuprofen derivative with anti-lung cancer properties: Synthesis, formulation, pharmacokinetic and efficacy studies, Int. J. Pharm. 477 (2014) 236-243
• [13] M. S. M. Al-Nimer, H.G. Hamed, M.M. Mahmood, Antiproliferative effect of aspirin and other NSAIDs against the grow of cancer and fibroblast cells, Saudi. Pharm. J. 23 (5) (2015) 483-486
• [14] M. Vasooghi, M. Amini, The discovery and development of cyclooxygenase – 2 inhibitors as potential anticancer therapies, Expert Opin. Drug Dis. 9(3) (2014) 255-267
• [15] I.H. Sahin, M.M. Hassan, C.R. Garrett, Impact of non-steroidal anti-inflammatory drugs on gastrointestinal cancers, current state- of- the science, Cancer Lett. 345(2) (2014) 249-257
• [16] J. Benmoussa, M. Chevenon, M. Nandi, M. Forlenza, J. Nfonoyim, Am. J. Emerg. Med. 34(5) (2016) 942e5-942e7
• [17] I.L.Meek, M.A.F.J van de Laar, H.E. Vonkeman, Non-steroidal, anti-inflammatory drugs: An overviev of cardiovascular risc, Pharmaceuticals 3(7) (2010) 2146-2162
• [18] G.H. Gislason, NSAIDs and cardiovascular risc, Am. Fam. Psysician, 80(12) (2009) 1366-1368
• [19] A.Riser, D. Donovan, J Haintzman, T. Page, NSAID Prescribing Precautions, Am. Fam. Psysician, 80(12) (2009) 1371-1378
• [20] A. Husjan, P. Ahuja, A. Ahmad, S.A. Khan, Synthesis, biological evaluation and pharmacocinetic studies of mefenamic acid-N-hydroxymethylsuccimide ester prodrug as safer NSAID, Med. Chem. 12(6) (2016) 585-591
• [21] F. Dimiza, F. Rerdih, V. Tangouli, I. Turel, D. Kessissoglou, G. Psoms, Interaction of copper(II) with nonsteroidal anti-inflammatory drugs naproxen and diclofenac: Synthesis, structure, DNA-and albumin-binding, J. Inorg. Biochem., 105 (2011) 476-489
• [22] J. Feng, X. Du, H. Liu, X. Sui, C. Zhang, Y. Tang, J. Zhang, Manganese-mefenamic acid complexes exhibit hight lipoxygenase inhibitory activity, Dalton Trans., 43, (2014) 10930
• [23] C.N. Banti, S.K. Hadjikakou, Non-steroidal anti–inflammatory drugs (NSAIDs) in metal complexes and their effect at the cellural level, Eur.J.Inorg.Chem. (2016) 3048-3071
• [24] S. Rafique, M. Idrees, A. Nasim, H. Akbar, A. Athar, Transition metal complexes as potential therapeutic agents, Biotechnol. Mol. Biol. Rev., 5(2), 38-45 (2010)
• [25] C.N. Banti, S.K. Hadjikakou, Anti-proliferative and anti-tumor activity of silver(I) compounds, Metallomics, 5(2013) 569-596
• [26] E.A. Sandilands, D.N. Baterman, Non-steroidal anti-inflammatory drugs, Medicine, 44(3) (2016), 185-186
• [27] A. Viegas, J. Manso, M.C. Corvo, M.B. Marques E.J. Cabrita, Binding of Ibuprofen, Ketolac and Diclofenac to COX-1 and COX-2 Studied by Saturation Transfer Difference NMR, J. Med. Chem., 54 (2011) 8555-8562S
• [28] P.M. Brooks, Nonsteroidal Antiinflammatory Drugs- Differences and similarities, N. Engl. J. Med., 324, 1716-1725 (2007)
• [29] C. Patrono, B. Rocca, Non-steroidal, anti-inflammatory drugs: Past, present, future, Pharm. Res., 59 (2009) 258-289
• [30] L. Abuhijleh, J. Khalaf, Copper(II) complexes of the anti-inflammatory drugs naproxen and 3-pyridylmethanol as auxiliary ligand. Characterization, superoxide dismutase and catecholase- mimetic activities, Europ. J. Med. Chem., 45 (2010) 3811-3817
• [31] J. Feng, X. Du, H.Liu, Y. Tang, J. Zhang, Manganese-mefenamic acid complexes exhibit high lipoxygenase inhibitory activity, Dalton Trans., 43(28) (2014), 10930-10939
• [32] A. Topacli , S. Ide, Molecular structures of metal complexes with mefenamic acid, J. Pharm. Biomed. Anal. 21 (1999) 975–982
• [33] A. L. Ong, A. H. Kamaruddin, S. Bhatia, Current technologies for the production of (S)-ketoprofen: Process perspective, Process Biochem., 40 (2005) 3526–3535
• [34] K. Nakammoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, Wiley, New York 2009
• [35] International Centre for Diffraction Data (ICDD), reference code : 00-001-1164
• [36] I.M.Pereira E Silva, D. De Moraes Profirio, R.E.F. De Paiva, M. Lancellotti, A.L. Barboza Formiga, P.P.Corbi, A silver complex with ibuprofen: Synthesis, solid state characterization, DFT calculations and antibacterial assays J.Mol.Struct.1049 (2013) 1-6

Uwagi

Opracowanie rekordu w ramach umowy 509/P-DUN/2018 ze środków MNiSW przeznaczonych na działalność upowszechniającą naukę (2018).