Development of novel green and high-throughput microwell spectrophotometric assay for one-step determination of dacomitinib, a recently approved potent drug for first-line treatment of metastatic non-small cell lung cancer

Abdelhameed, 2019, Validated LC-MS/MS assay for quantification of the newly approved tyrosine kinase inhibitor, dacomitinib, and application to investigating its metabolic stability, PLoS One, 14, 10.1371/journal.pone.0214598 Ahmed, 2011 Aloisi, 1972, Molecular complexes of substituted thiophens with σ and π acceptors. Charge transfer spectra and ionization potentials of the donors, J. Chem. Soc., Faraday Trans., 69, 534, 10.1039/f19736900534 Alossaimi, 2023, A novel quantum dots-based fluorescent sensor for determination of the anticancer dacomitinib: application to dosage forms, Molecules, 28, 2351, 10.3390/molecules28052351 Alsharif, 2021, DDQ as a versatile and easily recyclable oxidant: a systematic review, RSC Adv., 11, 29826, 10.1039/D1RA04575J Alzoman, 2013, Analytical study for the charge-transfer complexes of rosuvastatin calcium with π-acceptors, Molecules, 18, 7711, 10.3390/molecules18077711 Benesi, 1993, 266 Bethune, 2010, Epidermal growth factor receptor (EGFR) in lung cancer: an overview and update, J. Thorac. Dis., 2, 48 Briegleb, 1960, Intensity of electron transition bands in electron donator–acceptor complexes, Z. Phys. Chem., 24, 37, 10.1524/zpch.1960.24.1_2.037 Brzezniak, 2013, Dacomitinib, a new therapy for the treatment of non-small cell lung cancer, Expet Opin. Pharmacother., 14, 247, 10.1517/14656566.2013.758714 da Cunha Santos, 2011, EGFR mutations and lung cancer, Annu. Rev. Pathol., 6, 49, 10.1146/annurev-pathol-011110-130206 Darwish, 2023, Development and validation of green and high-throughput microwell spectrophotometric assay for the determination of selective serotonin reuptake inhibitors in their pharmaceutical dosage forms, Molecules, 28, 4221, 10.3390/molecules28104221 Darwish, 2023, Development of green and high throughput microwell spectrophotometric and spectrofluorimetric assays for quantitation of roscovitine in its bulk form and capsules, Talanta Open, 7, 10.1016/j.talo.2023.100222 de Mello, 2020, New target therapies in advanced non-small cell lung cancer: a review of the literature and future perspectives, J. Clin. Med., 9, 3543, 10.3390/jcm9113543 2018 El-Kafrawy, 2022, Green chromatographic methods for simultaneous micro-determination of empagliflozin, linagliptin with metformin and its pharmacopoeial impurities in pure form and triple combination tablets: a comparative study, Sustain. Chem. Pharm., 25 Engelman, 2007, PF00299804, an irreversible pan-ERBB inhibitor, is effective in lung cancer models with EGFR and ERBB2 mutations that are resistant to gefitinib, Cancer Res., 67, 11924, 10.1158/0008-5472.CAN-07-1885 FDA Feng, 2021, Simultaneous determination of dacomitinib and its major metabolite, O-desmethyl dacomitinib in human plasma by LC-MS/MS and its application to clinical testing in patients with non-small cell lung cancer, J. Chromatogr., B: Anal. Technol. Biomed. Life Sci., 1182, 10.1016/j.jchromb.2021.122940 Fry, 1998, Specific, irreversible inactivation of the epidermal growth factor receptor and erbB2, by a new class of tyrosine kinase inhibitor, Proc. Natl. Acad. Sci. U.S.A., 95, 12022, 10.1073/pnas.95.20.12022 Gałuszka, 2012, Analytical eco-scale for assessing the greenness of analytical procedures, Trends Anal. Chem., 37, 61, 10.1016/j.trac.2012.03.013 Görög, 2018 Guo, 2022, Current treatments for non-small cell lung cancer, Front. Oncol., 12 2022 Job, 1928, Formation and stability of inorganic complexes in solution, Ann. Chem., 9, 113 Kamani, 2021, Stability indicating RP-HPLC method for the analysis of dacomitinib and its related impurities in bulk and oral solid dosage formulations, J. Pharm. Res. Int., 33, 187, 10.9734/jpri/2021/v33i40B32278 Kammoun, 2023, Development of validated methods for the simultaneous quantification of Finasteride and Tadalafil in newly launched FDA-approved therapeutic combination: greenness assessment using AGP, analytical eco-scale, and GAPI tools, RSC Adv., 13, 11817, 10.1039/D3RA01437A Karipcin, 2007, A new dioxime ligand and its trinuclear copper (II) complex: Synthesis, characterization and optical properties, Opt. Commun., 272, 131, 10.1016/j.optcom.2006.10.079 Keith, 2017, Green analytical methodologies, Chem. Rev., 107, 2695, 10.1021/cr068359e Kristensen, 2008, Incidence of lymphohaematopoietic cancer at a university laboratory: a cluster investigation, Eur. J. Epidemiol., 23, 11, 10.1007/s10654-007-9203-5 Kumari, 2021, HPLC method development and validation for quantitative estimation of dacomitinib in pharmaceuticals dosage form, Int. J. Pharm. Pharm. Res., 22, 606 Lever, 1985, 161 Lindbohm, 1990, Spontaneous abortions among women exposed to organic solvents, Am. J. Ind. Med., 17, 449, 10.1002/ajim.4700170404 Makuła, 2018, How to correctly determine the band gap energy of modified semiconductor photocatalysts based on UV–Vis spectra, J. Phys. Chem. Lett., 9, 6814, 10.1021/acs.jpclett.8b02892 Msingh, 2021, Role of green chemistry in pharmaceutical industry: a review, J. Univ. Shanghai Sci. Technol., 23, 291, 10.51201/JUSST/21/121018 Mukai, 2021, An liquid chromatography-tandem mass spectrometry method for the simultaneous determination of afatinib, alectinib, ceritinib, crizotinib, dacomitinib, erlotinib, gefitinib, and osimertinib in human serum, Ther. Drug Monit., 43, 772, 10.1097/FTD.0000000000000895 Natarajan, 2021, Excited-state 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ*) initiated organic synthetic transformations under visible-light irradiation, Eur. J. Org. Chem., 2145, 10.1002/ejoc.202100011 Pandeeswaran, 2006, Solvent effect on the charge transfer complex of oxatomide with 2, 3-dichloro-5, 6-dicyanobenzoquinone, Spectrochim. Acta, 65, 1148, 10.1016/j.saa.2005.12.037 Pena-Pereira, 2020, AGREE-analytical greenness metric approach and software, Anal. Chem., 92, 10076, 10.1021/acs.analchem.0c01887 Płotka-Wasylka, 2018, A new tool for the evaluation of the analytical procedure: green Analytical Procedure Index, Talanta, 181, 204, 10.1016/j.talanta.2018.01.013 Sepulveda, 2018, Dacomitinib: an investigational drug for the treatment of glioblastoma, Expet Opin. Invest. Drugs, 27, 823, 10.1080/13543784.2018.1528225 Tsubumora, 1961, Molecular complexes and their spectra. XIII. complexes of iodine with amides, diethyl sulfide and diethyl disulfide, J. Am. Chem. Soc., 83, 2085, 10.1021/ja01470a013 Vogel, 1989 2019 Wennborg, 2000, Pregnancy outcome of personnel in Swedish biomedical research laboratories, J. Occup. Environ. Med., 42, 438, 10.1097/00043764-200004000-00022 Wennborg, 2005, Adverse reproduction outcomes among employees working in biomedical research laboratories, Scand. J. Work. Environ. Health, 28, 5, 10.5271/sjweh.640 Wu, 2017, Dacomitinib versus gefitinib as first-line treatment for patients with EGFR-mutation-positive non-small-cell lung cancer (ARCHER 1050): a randomised, open-label, phase 3 trial, Lancet Oncol., 18, 1454, 10.1016/S1470-2045(17)30608-3 Zhang, W., Cue, B.W., Green Techniques for Organic Synthesis and Medicinal Chemistry, Editors, second ed., Wiely, New York, USA.