Chemical characterization and neuroprotective properties of copper nanoparticles green-synthesized by nigella sativa L. seed aqueous extract against methadone-induced cell death in adrenal phaeochromocytoma (PC12) cell line

References

• de Vos JW, Ufkes JG, L-methadone and D,L-methadonein methadone maintenance treatment: a comparison of therapeutic effectiveness and plasma concentrations. Eur Addict Res. 1998;4(3):134–141. C.D, Kaplan M, Tursch JK, Krause H. van Wilgenburg
   Google Scholar
• Quillinan N, Lau EK, Virk M, et al. Recovery from mu-opioid receptor desensitization after chronic treatment with morphine and methadone. J Neurosci. 2011;31(12):4434–4443.
   Google Scholar
• Gorman AL, Elliott KJ, Inturrisi CE. The d- and l-isomers of methadone bind to the non-competitive site on the N-methyl-D-aspartate (NMDA) receptor in rat forebrain and spinal cord. Neurosci. Lett. 1997;223(1):5–8.
   Google Scholar
• Leppert W. The role of methadone in cancer pain treatment-a review. Int J Clin Pract. 2009;63(7):1095–1109.
   Google Scholar
• Perez-Alvarez S, Cuenca-Lopez MD, De Mera RMMF, et al. Methadone induces necrotic-like cell death in SH-SY5Y cells by an impairment of mitochondrial ATP synthesis. Biochim Biophys Acta. 2010;1802(11):1036–1047.
   Google Scholar
• Reig F, Busquets M, Haro I, et al. Interaction of opiate molecules with lipid monolayers and liposomes. J Pharm Sci. 1992;81(6):546–550.
   Google Scholar
• McLaughlin PJ, Levin RJ, Zagon IS. Inter. J. Oncol. 1999;14:991–999.
   Google Scholar
• Mintzer MZ, Stitzer ML. Cognitive impairment in methadone maintenance patients. Drug Alcohol Depen. 2002;67(1):41–51.
   Google Scholar
• Rass O, Kleykamp BA, Vandrey RG, et al. Cognitive performance in methadone maintenance patients: effects of time relative to dosing and maintenance dose level. Exp Clin Psychopharmacol. 2014;22(3):248–256.
   Google Scholar
• Vergun O, Sobolevsky AI, Yelshansky MV, et al. Exploration of the role of reactive oxygen species in glutamate neurotoxicity in rat hippocampal neurones in culture. J Physiol (Lond).). 2001;531(Pt 1):147–163.
   Google Scholar
• Trickler WJ, Lantz SM, Schrand AM, et al. Effects of copper nanoparticles on rat cerebral microvessel endothelial cells. Nanomedicine. 2012;7(6):835–846.
   Google Scholar
• (a) Hemmati S, Joshani Z, Zangeneh A, Zangeneh MM. Appl Organometal Chem. 2019;33:e5277. (b) Hemmati S, Irani P, Zangeneh A, Zangeneh MM. Appl Organometal Chem. 2019;33:e5274. DOI:10.1002/aoc.5274. (c) Zangeneh MM, Appl Organometal Chem. 2019;33:e5295. DOI:10.1002/aoc.5295. (d) Mohammadi G, Zangeneh MM, Zangeneh A, Siavosh Haghighi ZM. Appl Organometal Chem. 2019;33:e5136. DOI:10.1002/aoc.5136. (e) Zangeneh MM, Bovandi S, Gharehyakheh S, Zangeneh A, Irani P. Appl Organometal Chem. 2019;33:e4961. (f) Hamelian M, Zangeneh MM, Shahmohammadi A, Varmira K, Veisi H. Appl Organometal Chem. 2019;33:e5278. DOI:10.1002/aoc.5278. (g) Hemmati S, Rashtiani A, Zangeneh MM, Mohammadi P, Zangeneh A, Veisi H. Polyhedron. 2019;158:8–14. (h) Zangeneh MM, Joshani Z, Zangeneh A, Miri E. Appl Organometal Chem. 2019;33:e5016. (i) Zangeneh A, Zangeneh MM, Moradi R. Appl Organometal Chem. 2019;33:e5247. DOI: 10.1002/aoc.5247.
   Google Scholar
• (a) Zangeneh MM, Zangeneh A, Pirabbasi E, Moradi R, Almasi M. Appl Organometal Chem. 2019;33:e5246. (b) Mahdavi B, Paydarfard S, Zangeneh MM, Goorani S, Seydi N, Zangeneh A. Appl Organometal Chem. 2019;33:e5248. DOI:10.1002/aoc.5248. (c) Jalalvand AR, Zhaleh M, Goorani S, Zangeneh MM, Seydi N, Zangeneh A, Moradi R. Photochem J. Photobiol. B. 2019;192:103–112. (d) Zangeneh A, Zangeneh MM. Appl Organometal Chem. 2019;33:e5290. DOI:10.1002/aoc.5290. (e) Hemmati S, Joshani Z, Zangeneh A, Zangeneh MM. Appl Organometal Chem. 2019;33:e5267. DOI:10.1002/aoc.5267. (f) Zhaleh M, Zangeneh A, Goorani S, Seydi N, Zangeneh MM, Tahvilian R, Pirabbasi E. Appl Organometal Chem. 2019;33:e5015. (g) Shahriari M, Hemmati S, Zangeneh A, Zangeneh MM. Appl Organometal Chem. 2019;33:e5189. DOI: 10.1002/aoc.5189. (h) Zangeneh MM, Saneei S, Zangeneh A, Toushmalani R, Haddadi A, Almasi M, Amiri‐Paryan A. Appl Organometal Chem. 2019;33:e5216. DOI: 10.1002/aoc.5216.
   Google Scholar
• Tahvilian R, Zangeneh MM, Falahi H, et al. Green synthesis and chemical characterization of copper nanoparticles using Allium saralicum leaves and assessment of their cytotoxicity, antioxidant, antimicrobial, and cutaneous wound healing properties. Appl Organomet Chem. 2019;33:e5234.
   Google Scholar
• Zangeneh MM, Ghaneialvar H, Akbaribazm M, et al. Novel synthesis of Falcaria vulgaris leaf extract conjugated copper nanoparticles with potent cytotoxicity, antioxidant, antifungal, antibacterial, and cutaneous wound healing activities under in vitro and in vivo condition. J Photochem Photobiol B, Biol. 2019;197:111556.
   Google Scholar
• Mohebbati R, Khazdair MR, Hedayati M. J. Rep. Pharma. Sci. 2017;6:34–50.
   Google Scholar
• Ahmad A, Husain A, Mujeeb M, et al. A review on therapeutic potential of Nigella sativa: A miracle herb. Asian Pac J Trop Biomed. 2013;3(5):337–352.
   Google Scholar
• Hosseinimehr SJ, Mahmoudzadeh A, Ahmadi A, et al. The radioprotective effect of Zataria multiflora against genotoxicity induced by γ irradiation in human blood lymphocytes. Cancer Biother Radiopharm. 2011;26(3):325–329.
   Google Scholar
• Strober W. Curr. Protoc. Immunol. 2015;111:1–3.
   Google Scholar
• Byrne A, Southgate J, Brison D, et al. Analysis of apoptosis in the preimplantation bovine embryo using TUNEL. J. Reprod. Infertil. 1999;117(1):97–105.
   Google Scholar
• Baracca A, Sgarbi G, Solaini G, et al. Rhodamine 123 as a probe of mitochondrial membrane potential: evaluation of proton flux through F0 during ATP synthesis. Biochim. Biophys. Acta. Bioenerg. 2003;1606(1-3):137–146.
   Google Scholar
• Rajesh KM, Ajitha B, Reddy YA, et al. Assisted green synthesis of copper nanoparticles using Syzygium aromaticum bud extract: Physical, optical and antimicrobial properties. Optik. 2018;154:593–600.
   Google Scholar
• Ramyadevi J, Jeyasubramanian K, Marikani A, et al. Synthesis and antimicrobial activity of copper nanoparticles. Mater. Lett. 2012;71:114–146.
   Google Scholar
• Nagar N, Devra V. Green synthesis and characterization of copper nanoparticles using Azadirachta indica leaves. Mat. Chem. Phy. 2018;213:44–51.
   Google Scholar
• Rasool U, Hemalatha S. Marine endophytic actinomycetes assisted synthesis of copper nanoparticles (CuNPs): Characterization and antibacterial efficacy against human pathogens. Mater. Lett. 2017;194:176–180.
   Google Scholar
• Khani R, Roostaei B, Bagherzade G, et al. Green synthesis of copper nanoparticles by fruit extract of Ziziphus spina-christi (L.) Willd.: application for adsorption of triphenylmethane dye and antibacterial assay. J. Mol. Liq. 2018;255:541–549.
   Google Scholar
• Alford DP, Compton P, Samet JH. Acute pain management for patients receiving maintenance methadone or buprenorphine therapy. Ann Intern Med. 2006;144(2):127–134.
   Google Scholar
• Beheshtkhoo N, Kouhbanani MAJ, Savardashtaki A, et al. Green synthesis of iron oxide nanoparticles by aqueous leaf extract of Daphne mezereum as a novel dye removing material. Appl Phys A. 2018;124(5):363–369.
   Google Scholar
• Smith HS. Opioid metabolism. Mayo Clin Proc. 2009;84(7):613–624. editor Elsevier.
   Google Scholar
• Atici S, Cinel I, Cinel L, et al. Liver and kidney toxicity in chronic use of opioids: An experimental long term treatment model. J Biosci. 2005;30(2):245–252.
   Google Scholar
• Inturrisi C. Pharmacology of methadone and its isomers. Minerva Anestesiol. 2005;71(7-8):435–437.
   Google Scholar
• Zanin A, Masiero S, Severino MS, et al. A delayed methadone encephalopathy: clinical and neuroradiological findings. J Child Neurol. 2010;25(6):748–751.
   Google Scholar
• Li W, Li Q, Wang Y, et al. Methadone-induced damage to white matter integrity in methadone maintenance patients: a longitudinal self-control DTI study. Sci Rep. 2016;6:19662
   Google Scholar
• Cerase A, Leonini S, Bellini M, et al. Methadone-induced toxic leukoencephalopathy: diagnosis and follow-up by magnetic resonance imaging including diffusion-weighted imaging and apparent diffusion coefficient maps. J Neuroimaging. 2011;21(3):283–286.
   Google Scholar
• Corré J, Pillot J, Hilbert G. Methadone-induced toxic brain damage. Case. Rep. Radiol. 2013;2013:1–2.
   Google Scholar
• Sotgiu ML, Valente M, Storchi R, et al. Cooperative N-methyl-D-aspartate (NMDA) receptor antagonism and mu-opioid receptor agonism mediate the methadone inhibition of the spinal neuron pain-related hyperactivity in a rat model of neuropathic pain. Pharmacol Res. 2009;60(4):284–290.
   Google Scholar
• Chan YY, Yang SN, Lin JC, et al. Inflammatory response in heroin addicts undergoing methadone maintenance treatment. Psychiatry Res. 2015;226(1):230–234.
   Google Scholar
• Friesen C, Roscher M, Alt A, et al. Methadone, commonly used as maintenance medication for outpatient treatment of opioid dependence, kills leukemia cells and overcomes chemoresistance. Cancer Res. 2008;68(15):6059–6064.
   Google Scholar
• Kroemer G. The proto-oncogene Bcl-2 and its role in regulating apoptosis. Nat Med. 1997;3(6):614–620.
   Google Scholar
• Kaufmann SH, Earnshaw WC. Induction of apoptosis by cancer chemotherapy. Exp Cell Res. 2000;256(1):42–49.
   Google Scholar
• Hengartner MO. The biochemistry of apoptosis. Nature. 2000;407(6805):770–776.
   Google Scholar
• Reuter S, Gupta SC, Chaturvedi MM, et al. Oxidative stress, inflammation, and cancer: How are they linked? Free Radic Biol Med. 2010;49(11):1603–1616.
   Google Scholar
• Gultekin DD, Gungor AA, Onem H, et al. Synthesis of copper nanoparticles using a different method: determination of its antioxidant and antimicrobial activity. Chem. Soc A: Chem. 2016;3(3):623–636.
   Google Scholar
• Rehana D, Mahendiran D, Kumar RS, et al. Evaluation of antioxidant and anticancer activity of copper oxide nanoparticles synthesized using medicinally important plant extracts. Biomed Pharmacother. 2017;89:1067–1077.
   Google Scholar
• Del Mar Delgado-Povedano M, De Medina VS, Bautista J, et al. Tentative identification of the composition of Agaricus bisporus aqueous enzymatic extracts with antiviral activity against HCV: A study by liquid chromatography–tandem mass spectrometry in high resolution mode. J Function. Foods. 2016;24:403–419.
   Google Scholar
• Jeong SC, Koyyalamudi SR, Jeong YT, et al. Macrophage immunomodulating and antitumor activities of polysaccharides isolated from agaricus bisporus white button mushrooms. J Med Food. 2012;15(1):58–65.
   Google Scholar
• Sankar R, Maheswari R, Karthik S, et al. Anticancer activity of Ficus religiosa engineered copper oxide nanoparticles. Mater Sci Eng C Mater Biol Appl. 2014;44:234–239.
   Google Scholar
• Gurtu V, Kain SR, Zhang G. Fluorometric and colorimetric detection of caspase activity associated with apoptosis. Anal Biochem. 1997;251(1):98–102.
   Google Scholar
• Nylander E, Grönbladh A, Zelleroth S, et al. Growth hormone is protective against acute methadone-induced toxicity by modulating the NMDA receptor complex. Neurosci. 2016;339:538–547.
   Google Scholar