Computational evaluation of potent 2-(1H-imidazol-2-yl) pyridine derivatives as potential V600E-BRAF inhibitors
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Li Z, Jiang J-D, Kong W-J (2014) Berberine up-regulates hepatic low-density lipoprotein receptor through Ras-independent but AMP-activated protein kinase-dependent Raf-1 activation. Biol Pharm Bull 37(11):1766–1775
Holderfield M, Deuker MM, McCormick F, McMahon M (2014) Targeting RAF kinases for cancer therapy: BRAF-mutated melanoma and beyond. Nat Rev Cancer 14(7):455–467
Villanueva J, Vultur A, Lee JT, Somasundaram R, Fukunaga-Kalabis M, Cipolla AK, Wubbenhorst B, Xu X, Gimotty PA, Kee D (2010) Acquired resistance to BRAF inhibitors mediated by a RAF kinase switch in melanoma can be overcome by cotargeting MEK and IGF-1R/PI3K. Cancer Cell 18(6):683–695
Luo C, Xie P, Marmorstein R (2008) Identification of BRAF inhibitors through in silico screening. J Med Chem 51(19):6121–6127
Robinson SD, O’Shaughnessy JA, Cowey CL, Konduri K (2014) BRAF V600E-mutated lung adenocarcinoma with metastases to the brain responding to treatment with vemurafenib. Lung Cancer 85(2):326–330
Chapman PB, Hauschild A, Robert C, Haanen JB, Ascierto P, Larkin J, Dummer R, Garbe C, Testori A, Maio M (2011) Improved survival with vemurafenib in melanoma with BRAF V600E mutation. N Engl J Med 364(26):2507–2516
Zhan Y, Dahabieh MS, Rajakumar A, Dobocan MC, M’Boutchou M-N, Goncalves C, Lucy SL, Pettersson F, Topisirovic I, van Kempen L (2015) The role of eIF4E in response and acquired resistance to vemurafenib in melanoma. J Investig Dermato 135(5):1368–1376
Liu F, Cao J, Wu J, Sullivan K, Shen J, Ryu B, Xu Z, Wei W, Cui R (2013) Stat3-targeted therapies overcome the acquired resistance to vemurafenib in melanomas. J Investig Dermato 133(8):2041–2049
Martinez-Garcia M, Banerji U, Albanell J, Bahleda R, Dolly S, Kraeber-Bodéré F, Rojo F, Routier E, Guarin E, Xu Z-X (2012) First-in-human, phase I dose-escalation study of the safety, pharmacokinetics, and pharmacodynamics of RO5126766, a first-in-class dual MEK/RAF inhibitor in patients with solid tumors. Clin Cancer Res 18(17):4806–4819
Helvind NM, Hölmich LR, Smith S, Glud M, Andersen KK, Dalton SO, Drzewiecki KT (2015) Incidence of in situ and invasive melanoma in Denmark from 1985 through 2012: a national database study of 24 059 melanoma cases. JAMA Dermatol 151(10):1087–1095
Barbaric J, Sekerija M, Agius D, Coza D, Dimitrova N, Demetriou A, Diba CS, Eser S, Gavric Z, Primic-Zakelj M (2016) Disparities in melanoma incidence and mortality in South-Eastern Europe: increasing incidence and divergent mortality patterns. Is progress around the corner? Eur J Cancer 55:47–55
Cheng T, Li Q, Zhou Z, Wang Y, Bryant SH (2012) Structure-based virtual screening for drug discovery: a problem-centric review. AAPS J 14(1):133–141
Schmidt T, Bergner A, Schwede T (2014) Modelling three-dimensional protein structures for applications in drug design. Drug Discov Today 19(7):890–897
Jiao Y, Xin B-T, Zhang Y, Wu J, Lu X, Zheng Y, Tang W, Zhou X (2015) Design, synthesis and evaluation of novel 2-(1H-imidazol-2-yl) pyridine Sorafenib derivatives as potential BRAF inhibitors and anti-tumor agents. Eur J Med Chem 90:170–183
Dhillon AS, Hagan S, Rath O, Kolch W (2007) MAP kinase signalling pathways in cancer. Oncogene. 26(22):3279
Ulrich B, Norman L (1982) Molecular mechanics (ACS monograph 177). Am Chem Soc, Washington, DC
Molegro A (2011) MVD 5.0 Molegro Virtual Docker. DK-8000 Aarhus C, Denmark
Brose MS, Volpe P, Feldman M, Kumar M, Rishi I, Gerrero R, Einhorn E, Herlyn M, Minna J, Nicholson A (2002) BRAF and RAS mutations in human lung cancer and melanoma. Cancer Res 62(23):6997–7000
Bollag G, Hirth P, Tsai J, Zhang J, Ibrahim PN, Cho H, Spevak W, Zhang C, Zhang Y, Habets G (2010) Clinical efficacy of a RAF inhibitor needs broad target blockade in BRAF-mutant melanoma. Nature. 467(7315):596
Choi W-K, El-Gamal MI, Choi HS, Baek D, Oh C-H (2011) New diarylureas and diarylamides containing 1, 3, 4-triarylpyrazole scaffold: synthesis, antiproliferative evaluation against melanoma cell lines, ERK kinase inhibition, and molecular docking studies. Eur J Med Chem 46(12):5754–5762
Thomsen R, Christensen MH (2006) MolDock: a new technique for high-accuracy molecular docking. J Med Chem 49(11):3315–3321
Daina A, Michielin O, Zoete V (2017) SwissADME: a free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules. Sci Rep 7:42717
Martinez-Mayorga K, Madariaga-Mazon A, Medina-Franco JL, Maggiora G (2020) The impact of chemoinformatics on drug discovery in the pharmaceutical industry. Expert Opin Drug Discovery 15(3):293–306
Abdullahi M, Uzairu A, Shallangwa GA, Arthur DE, Umar BA, Ibrahim MT (2020) Virtual molecular docking study of some novel carboxamide series as new anti-tubercular agents. Eur J Chem 11(1):30–36
Umar AB, Uzairu A, Shallangwa GA, Uba S (2020) In silico evaluation of some 4-(quinolin-2-yl) pyrimidin-2-amine derivatives as potent V600E-BRAF inhibitors with pharmacokinetics ADMET and drug-likeness predictions. Fut J Pharmaceut Sci 6(1):1–10
Umar AB, Uzairu A, Shallangwa GA, Uba S (2020) QSAR modelling and molecular docking studies for anti-cancer compounds against melanoma cell line SK-MEL-2. Heliyon. 6(3):e03640
Umar BA, Uzairu A, Shallangwa GA, Uba S (2019) Rational drug design of potent V600E-BRAF kinase inhibitors through molecular docking simulation. J Eng Exact Sci 5(5):0469–0481
Adedirin O, Uzairu A, Shallangwa GA, Abechi SE (2018) Optimization of the anticonvulsant activity of 2-acetamido-N-benzyl-2-(5-methylfuran-2-yl) acetamide using QSAR modeling and molecular docking techniques. Beni-Suef Univ J Basic Appl Sci 7(4):430–440
Bickerton GR, Paolini GV, Besnard J, Muresan S, Hopkins AL (2012) Quantifying the chemical beauty of drugs. Nat Chem 4(2):90
Lipinski CA, Lombardo F, Dominy BW, Feeney PJ (1997) Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 23(1-3):3–25
Veber DF, Johnson SR, Cheng H-Y, Smith BR, Ward KW, Kopple KD (2002) Molecular properties that influence the oral bioavailability of drug candidates. J Med Chem 45(12):2615–2623
Clark DE (2003) In silico prediction of blood–brain barrier permeation. Drug Discov Today 8(20):927–933
Kok-Yong S and Lawrence L (2015) Drug distribution and drug elimination. Basic pharmacokinetic concepts and some clinical applications. TA Ahmed. Rijeka, InTech. 99-116.
Šrejber M, Navrátilová V, Paloncýová M, Bazgier V, Berka K, Anzenbacher P, Otyepka M (2018) Membrane-attached mammalian cytochromes P450: an overview of the membrane’s effects on structure, drug binding, and interactions with redox partners. J Inorg Biochem 183:117–136
Thapar MM, Ashton M, Lindegårdh N, Bergqvist Y, Nivelius S, Johansson I, Björkman A (2004) Time-dependent pharmacokinetics and drug metabolism of atovaquone plus proguanil (Malarone) when taken as chemoprophylaxis. European J Clin Pharm 58(1):19–27