Dalbergia sissoo phytochemicals as EGFR inhibitors: an in vitro and in silico approach

References

• Abubakar, A. R., & Haque, M. (2020). Preparation of medicinal plants: Basic extraction and fractionation procedures for experimental purposes. Journal of Pharmacy & Bioallied Sciences, 12(1), 1–10. https://doi.org/10.4103/jpbs.JPBS_175_19
   PubMed Web of Science ®Google Scholar
• Akintunde, J. K., Akomolafe, V. O., Taiwo, O. A., Ahmad, I., Patel, H., Osifeso, A., Olusegun, A. O., & Ojo, O. A. (2022). Antihypertensive activity of roasted cashew nut in mixed petroleum fractions-induced hypertension: An in vivo and in silico approaches. Heliyon, 8(12), e12339. https://doi.org/10.1016/j.heliyon.2022.e12339
   PubMed Web of Science ®Google Scholar
• Alara, O. R., Abdurahman, N. H., & Ukaegbu, C. I. (2018). Soxhlet extraction of phenolic compounds from Vernonia cinerea leaves and its antioxidant activity. Journal of Applied Research on Medicinal and Aromatic Plants, 11, 12–17. https://doi.org/10.1016/j.jarmap.2018.07.003
   Web of Science ®Google Scholar
• Al-Snaf, P. D. A. E. (2017). Chemical constituents and pharmacological effects of Dalbergia sissoo -a review. IOSR Journal of Pharmacy (IOSRPHR), 7(2), 59–71. https://doi.org/10.9790/3013-0702015971
   Google Scholar
• Ambrosio, R., Ombra, M. N., Gridelli, C., Picariello, G., DI Stasio, M., & Volpe, M. G. (2016). Isoflavone extracts enhance the effect of epidermal growth factor receptor inhibitors in NSCLC cell lines. Anticancer Research, 36(11), 5827–5833. https://doi.org/10.21873/anticanres.11167
   PubMed Web of Science ®Google Scholar
• Atanasov, A. G., Zotchev, S. B., Dirsch, V. M., & Supuran, C. T. (2021). Natural products in drug discovery: Advances and opportunities. Nature Reviews. Drug Discovery, 20(3), 200–216. https://doi.org/10.1038/s41573-020-00114-z
   PubMed Web of Science ®Google Scholar
• Ayipo, Y. O., Ahmad, I., Chong, C. F., Zainurin, N. A., Najib, S. Y., Patel, H., & Mordi, M. N. (2023). Carbazole derivatives as promising competitive and allosteric inhibitors of human serotonin transporter: Computational pharmacology. Journal of Biomolecular Structure and Dynamics, 1–22.https://doi.org/10.1080/07391102.2023.2198016
   Web of Science ®Google Scholar
• Benjamin, I., Louis, H., Ekpen, F. O., Gber, T. E., Gideon, M. E., Ahmad, I., Unimuke, T. O., Akanimo, N. P., Patel, H., Eko, I. J., Simon, O., Agwamba, E. C., & Ejiofor, E. U. (2022). Modeling the anti-methicillin-resistant Staphylococcus aureus (MRSA) Activity of (E)-6-chloro-N2-phenyl-N4-(4-phenyl-5-(phenyl diazinyl)-2λ3, 3 λ2- thiazol-2-yl)-1, 3, 5-triazine-2,4- diamine. Polycyclic Aromatic Compounds, 0(0), 1–28. https://doi.org/10.1080/10406638.2022.2160773
   Google Scholar
• Caiazza, C., D’Agostino, M., Passaro, F., Faicchia, D., Mallardo, M., Paladino, S., Pierantoni, G. M., & Tramontano, D. (2019). Effects of long-term citrate treatment in the PC3 prostate cancer cell line. International Journal of Molecular Sciences, 20(11), 2613. https://doi.org/10.3390/ijms20112613
   PubMed Web of Science ®Google Scholar
• Çevik, U. A., Celik, I., Işık, A., Ahmad, I., Patel, H., Özkay, Y., & Kaplancıklı, Z. A. (2023). Design, synthesis, molecular modeling, DFT, ADME and biological evaluation studies of some new 1,3,4-oxadiazole linked benzimidazoles as anticancer agents and aromatase inhibitors. Journal of Biomolecular Structure & Dynamics, 41(5), 1944–1958. https://doi.org/10.1080/07391102.2022.2025906
   PubMed Web of Science ®Google Scholar
• Chauhan, M., Thakur, A., Singh, Y., Rather, M. M., & Harsh, N. S. K. (2021). Gnotobiotic evaluation of Dalbergia sissoo genotypes for resistance against Fusarium solani via dual culture set up. Journal of Genetic Engineering and Biotechnology, 19(1). https://doi.org/10.1186/s43141-021-00132-3
   PubMed Web of Science ®Google Scholar
• Cragg, G. M., & Pezzuto, J. M. (2016). Natural products as a vital source for the discovery of cancer chemotherapeutic and chemopreventive agents. Medical Principles and Practice, 25(Suppl. 2), 41–59. https://doi.org/10.1159/000443404
   PubMedGoogle Scholar
• Desai, N. C., Jadeja, D. J., Jethawa, A. M., Ahmad, I., Patel, H., & Dave, B. P. (2023). Design and synthesis of some novel hybrid molecules based on 4-thiazolidinone bearing pyridine-pyrazole scaffolds: Molecular docking and molecular dynamics simulations of its major constituent onto DNA gyrase inhibition. Molecular Diversity,https://doi.org/10.1007/s11030-023-10612-y
   PubMed Web of Science ®Google Scholar
• Desborough, M. J. R., & Keeling, D. M. (2017). The aspirin story - from willow to wonder drug. British Journal of Haematology, 177(5), 674–683. https://doi.org/10.1111/bjh.14520
   PubMed Web of Science ®Google Scholar
• Dias, D. A., Urban, S., & Roessner, U. (2012). A historical overview of natural products in drug discovery. Metabolites, 2(2), 303–336. https://doi.org/10.3390/metabo2020303
   PubMedGoogle Scholar
• El-Sheref, E. M., Ameen, M. A., El-Shaieb, K. M., Abdel-Latif, F. F., Abdel-Naser, A. I., Brown, A. B., Bräse, S., Fathy, H. M., Ahmad, I., Patel, H., Gomaa, H. A. M., Youssif, B. G. M., & Mohamed, A. H. (2022). Design, synthesis and biological evaluation of syn and anti-like double warhead quinolinones bearing dihydroxy naphthalene moiety as epidermal growth factor receptor inhibitors with potential apoptotic antiproliferative action. Molecules, 27(24), 8765. https://doi.org/10.3390/molecules27248765
   PubMed Web of Science ®Google Scholar
• Gruca, A., Krawczyk, Z., Szeja, W., Grynkiewicz, G., & Rusin, A. (2014). Synthetic genistein glycosides inhibiting EGFR phosphorylation enhance the effect of radiation in HCT 116 colon cancer cells. Molecules (Basel, Switzerland), 19(11), 18558–18573. https://doi.org/10.3390/molecules191118558
   PubMed Web of Science ®Google Scholar
• Hann, E., Malagu, K., Stott, A., & Vater, H. (2022). The importance of plasma protein and tissue binding in a drug discovery program to successfully deliver a preclinical candidate. Progress in Medicinal Chemistry, (pp. 163–214). https://doi.org/10.1016/bs.pmch.2022.04.002
   Google Scholar
• Hong, U. V. T., Tamiru-Oli, M., Hurgobin, B., Okey, C. R., Abreu, A. R., & Lewsey, M. G. (2022). Insights into opium poppy (Papaver spp.) genetic diversity from genotyping-by-sequencing analysis. Scientific Reports, 12(1), 111. https://doi.org/10.1038/s41598-021-04056-3
   PubMed Web of Science ®Google Scholar
• Ilangovan, S. S., & Sen, S. (2016). Simultaneous inhibition of EGFR and MET receptors with phytochemical conjugated magnetic nanocarriers: In silico and in vitro study. RSC Advances, 6(83), 80121–80132. https://doi.org/10.1039/C6RA11821F
   Web of Science ®Google Scholar
• Iuchi, K., Oya, K., Hosoya, K., Sasaki, K., Sakurada, Y., Nakano, T., & Hisatomi, H. (2020). Different morphologies of human embryonic kidney 293T cells in various types of culture dishes. Cytotechnology, 72(1), 131–140. https://doi.org/10.1007/s10616-019-00363-w
   PubMed Web of Science ®Google Scholar
• Jamshidi-Kia, F., Lorigooini, Z., & Amini-Khoei, H. (2018). Medicinal plants: Past history and future perspective. Journal of Herbmed Pharmacology, 7(1), 1–7. https://doi.org/10.15171/jhp.2018.01
   Google Scholar
• Joseph, R. (2022). How can I calculate IC50 value from percent inhibition graph for antioxidant activity?. ResearchGate
   Google Scholar
• Kadioglu, O., Cao, J., Saeed, M. E. M., Greten, H. J., & Efferth, T. (2015). Targeting epidermal growth factor receptors and downstream signaling pathways in cancer by phytochemicals. Targeted Oncology, 10(3), 337–353. https://doi.org/10.1007/s11523-014-0339-4
   PubMed Web of Science ®Google Scholar
• Kikiowo, B., Ahmad, I., Alade, A. A., Ijatuyi, T. T., Iwaloye, O., & Patel, H. M. (2022). Molecular dynamics simulation and pharmacokinetics studies of ombuin and quercetin against human pancreatic α-amylase. Journal of Biomolecular Structure and Dynamics, 16, 1–8. https://doi.org/10.1080/07391102.2022.2155699
   Google Scholar
• Kopustinskiene, D. M., Jakstas, V., Savickas, A., & Bernatoniene, J. (2020). Flavonoids as anticancer agents. Nutrients, 12(2), 457. https://doi.org/10.3390/nu12020457
   PubMed Web of Science ®Google Scholar
• Kori, M., Panera, B., & Buwa, V. (2022). Molecular docking of phytochemicals as inhibitors of egfr in non-small cell lung cancer. Innovare Journal of Medical Sciences, 10(4), 28–30. https://doi.org/10.22159/ijms.2022.v10i4.45085
   Google Scholar
• Lakshmi, T. M., Radha, R., & Jayshree, N. (2014). Invitro antioxidant activity, total phenolic and total flavonoid content in extracts from the bark of Dalbergia sissoo roxb. International Journal of Pharma Sciences and Research, 5(5), 226–231.
   Google Scholar
• Lemonnier, N., Zhou, G.-B., Prasher, B., Mukerji, M., Chen, Z., Brahmachari, S. K., Noble, D., Auffray, C., & Sagner, M. (2017). Traditional knowledge-based medicine: A review of history, principles, and relevance in the present context of P4 systems medicine. Progress in Preventive Medicine, 2(7), e0011. https://doi.org/10.1097/pp9.0000000000000011
   Google Scholar
• Li, X. (2018). Design and discovery of FGF/FGFR inhibitors. In Fibroblast growth factors (pp. 339–383). Elsevier. https://doi.org/10.1016/B978-0-12-816142-5.00006-0
   Google Scholar
• More, G. K., & Makola, R. T. (2020). In-vitro analysis of free radical scavenging activities and suppression of LPS-induced ROS production in macrophage cells by Solanum sisymbriifolium extracts. Scientific Reports, 10(1), 6493. https://doi.org/10.1038/s41598-020-63491-w
   PubMed Web of Science ®Google Scholar
• Nanayakkara, A. K., Follit, C. A., Chen, G., Williams, N. S., Vogel, P. D., & Wise, J. G. (2018). Targeted inhibitors of P-glycoprotein increase chemotherapeutic-induced mortality of multidrug resistant tumor cells. Scientific Reports, 8(1), 967. https://doi.org/10.1038/s41598-018-19325-x
   PubMedGoogle Scholar
• Newman, D. J., & Cragg, G. M. (2012). Natural products as sources of new drugs over the 30 years from 1981 to 2010. Journal of Natural Products, 75(3), 311–335. https://doi.org/10.1021/np200906s
   PubMed Web of Science ®Google Scholar
• Niedzwiecki, A., Roomi, M., Kalinovsky, T., & Rath, M. (2016). Anticancer efficacy of polyphenols and their combinations. Nutrients, 8(9), 552. https://doi.org/10.3390/nu8090552
   PubMed Web of Science ®Google Scholar
• Noumi, E., Ahmad, I., Bouali, N., Patel, H., Ghannay, S., ALrashidi, A. A., Abdulhakeem, M. A., Patel, M., Ceylan, O., Badraoui, R., Mousa Elayyan, A. E., Adnan, M., Kadri, A., & Snoussi, M. (2022). Thymus musilii velen. Methanolic extract: In vitro and in silico screening of its antimicrobial, antioxidant, anti-quorum sensing, antibiofilm, and anticancer activities. Life, 13(1), 62. https://doi.org/10.3390/life13010062
   PubMedGoogle Scholar
• Patel, H. M., Shaikh, M., Ahmad, I., Lokwani, D., & Surana, S. J. (2021). BREED based de novo hybridization approach: Generating novel T790M/C797S-EGFR tyrosine kinase inhibitors to overcome the problem of mutation and resistance in non small cell lung cancer (NSCLC). Journal of Biomolecular Structure & Dynamics, 39(8), 2838–2856. https://doi.org/10.1080/07391102.2020.1754918
   PubMed Web of Science ®Google Scholar
• Pathak, G., Singh, S., Kumari, P., Raza, W., Hussain, Y., & Meena, A. (2021). Cirsimaritin, a lung squamous carcinoma cells (NCIH-520) proliferation inhibitor. Journal of Biomolecular Structure & Dynamics, 39(9), 3312–3323. https://doi.org/10.1080/07391102.2020.1763198
   PubMed Web of Science ®Google Scholar
• Paul, R. K., Ahmad, I., Patel, H., Kumar, V., & Raza, K. (2023). Phytochemicals from Amberboa ramosa as potential DPP-IV inhibitors for the management of Type-II diabetes mellitus: Inferences from in-silico investigations. Journal of Molecular Structure, 1271, 134045.https://doi.org/10.1016/j.molstruc.2022.134045
   Web of Science ®Google Scholar
• Pawara, R., Ahmad, I., Nayak, D., Wagh, S., Wadkar, A., Ansari, A., Belamkar, S., Surana, S., Nath Kundu, C., Patil, C., & Patel, H. (2021). Novel, selective acrylamide linked quinazolines for the treatment of double mutant EGFR-L858R/T790M Non-Small-Cell lung cancer (NSCLC). Bioorganic Chemistry, 115, 105234. https://doi.org/10.1016/j.bioorg.2021.105234
   PubMed Web of Science ®Google Scholar
• Pawara, R., Ahmad, I., Surana, S., & Patel, H. (2021). Computational identification of 2,4-disubstituted amino-pyrimidines as L858R/T790M-EGFR double mutant inhibitors using pharmacophore mapping, molecular docking, binding free energy calculation, DFT study and molecular dynamic simulation. In Silico Pharmacology, 9(1), 54. https://doi.org/10.1007/s40203-021-00113-x
   PubMedGoogle Scholar
• Pilocarpine. (2016). Meyler’s side effects of drugs (pp. 763–764). Elsevier. https://doi.org/10.1016/B978-0-444-53717-1.01278-6
   Google Scholar
• Puri, S., Ahmad, I., Patel, H., Kumar, K., & Juvale, K. (2023). Evaluation of oxindole derivatives as a potential anticancer agent against breast carcinoma cells: In vitro, in silico, and molecular docking study. Toxicology in Vitro: An International Journal Published in Association with BIBRA, 86, 105517. https://doi.org/10.1016/j.tiv.2022.105517
   PubMed Web of Science ®Google Scholar
• Seelig, A. (2020). P-glycoprotein: one mechanism, many tasks and the consequences for pharmacotherapy of cancers. Frontiers in Oncology, 10, 576559. https://doi.org/10.3389/fonc.2020.576559
   PubMed Web of Science ®Google Scholar
• Shaikh, M., Shinde, Y., Pawara, R., Noolvi, M., Surana, S., Ahmad, I., & Patel, H. (2022). Emerging approaches to overcome acquired drug resistance obstacles to osimertinib in non-small-cell lung cancer. Journal of Medicinal Chemistry, 65(2), 1008–1046. https://doi.org/10.1021/acs.jmedchem.1c00876
   PubMed Web of Science ®Google Scholar
• Siegel, R. L., Miller, K. D., Wagle, N. S., & Jemal, A. (2023). Cancer statistics, 2023. CA: A Cancer Journal for Clinicians, 73(1), 17–48. https://doi.org/10.3322/caac.21763
   PubMed Web of Science ®Google Scholar
• Singh, S., Gupta, P., Meena, A., & Luqman, S. (2020). Acacetin, a flavone with diverse therapeutic potential in cancer, inflammation, infections and other metabolic disorders. Food and Chemical Toxicology: An International Journal Published for the British Industrial Biological Research Association, 145, 111708. https://doi.org/10.1016/j.fct.2020.111708
   PubMed Web of Science ®Google Scholar
• Sudevan, S. T., Oh, J. M., Abdelgawad, M. A., Abourehab, M. A. S., Rangarajan, T. M., Kumar, S., Ahmad, I., Patel, H., Kim, H., & Mathew, B. (2022). Introduction of benzyloxy pharmacophore into aryl/heteroaryl chalcone motifs as a new class of monoamine oxidase B inhibitors. Scientific Reports, 12(1), 22404. https://doi.org/10.1038/s41598-022-26929-x
   PubMed Web of Science ®Google Scholar
• Tabti, K., Ahmad, I., Zafar, I., Sbai, A., Maghat, H., Bouachrine, M., & Lakhlifi, T. (2023). Profiling the structural determinants of pyrrolidine derivative as gelatinases (MMP-2 and MMP-9) inhibitors using in silico approaches. Computational Biology and Chemistry, 104, 107855. https://doi.org/10.1016/j.compbiolchem.2023.107855
   PubMed Web of Science ®Google Scholar
• Thakur, A., Singla, R., & Jaitak, V. (2015). Coumarins as anticancer agents: A review on synthetic strategies, mechanism of action and SAR studies. European Journal of Medicinal Chemistry, 101, 476–495. https://doi.org/10.1016/j.ejmech.2015.07.010
   PubMed Web of Science ®Google Scholar
• Tivari, S. R., Kokate, S. V., Gayke, M. S., Ahmad, I., Patel, H., Kumar, S. G., & Jadeja, Y. S. (2022). A series of dipeptide derivatives containing (S)-5-Oxo-pyrrolidine-2-carboxylic acid conjugates: Design, solid-phase peptide synthesis, in vitro biological evaluation, and molecular docking studies. ChemistrySelect, 7(48), e202203462. https://doi.org/10.1002/slct.202203462
   Web of Science ®Google Scholar
• Townsend, M. H., Anderson, M. D., Weagel, E. G., Velazquez, E. J., Weber, K. S., Robison, R. A., & O'Neill, K. L. (2017). Non-small-cell lung cancer cell lines A549 and NCI-H460 express hypoxanthine guanine phosphoribosyltransferase on the plasma membrane. OncoTargets and Therapy, 10, 1921–1932. https://doi.org/10.2147/OTT.S128416
   PubMed Web of Science ®Google Scholar
• Trivedi, T., Kumar, S., Mankad, A., Patel, S., Rawal, R., & Pandya, H. (2022). In silico screening of major cancer drug targets (growth factor receptors) for nature derived phytochemicals. International Association of Biologicals and Computational Digest, 1(2), 173–181. https://doi.org/10.56588/iabcd.v1i2.66
   Google Scholar
• Udoikono, A. D., Agwamba, E. C., Louis, H., Benjamin, I., Ahmad, I., Ejiofor, E. U., Ahuekwe, E. F., Chukwuemeka, K., Adeyinka, A. S., Patel, H. M., Manicum, A.-L., & Edim, M. (2022). Anti-inflammatory biomolecular activity of chlorinated-phenyldiazenyl-naphthalene-2-sulfonic acid derivatives: Perception from DFT, molecular docking, and molecular dynamic simulation. Journal of Biomolecular Structure and Dynamics, 0(0), 1–25.https://doi.org/10.1080/07391102.2022.2153414
   Google Scholar
• Volpe, D. A., Hamed, S. S., & Zhang, L. K. (2014). Use of different parameters and equations for calculation of IC50 values in efflux assays: Potential sources of variability in IC50 determination. The AAPS Journal, 16(1), 172–180. https://doi.org/10.1208/s12248-013-9554-7
   PubMed Web of Science ®Google Scholar
• Wahle, K. W. J., Brown, I., Rotondo, D., & Heys, S. D. (2010). Plant phenolics in the prevention and treatment of cancer. Advances in Experimental Medicine and Biology, 698, 36–51. https://doi.org/10.1007/978-1-4419-7347-4_4
   PubMed Web of Science ®Google Scholar
• Wang, Y., Yin, X., Chen, L., Yin, Z., & Zuo, Z. (2022). Discovery and evaluation of cytisine N-isoflavones as novel EGFR/HER2 dual inhibitors. Bioorganic Chemistry, 127, 105868. https://doi.org/10.1016/j.bioorg.2022.105868
   PubMed Web of Science ®Google Scholar
• Warake, R. A., Jarag, R. J., Dhavale, R. P., Jarag, R. R., & Lohar, N. S. (2021). Evaluation of in vitro antioxidant, anticancer activities and molecular docking studies of Capparis zeylanica Linn. leaves. Future Journal of Pharmaceutical Sciences, 7(1) https://doi.org/10.1186/s43094-021-00218-2
   Web of Science ®Google Scholar
• Zala, A. R., Naik, H. N., Ahmad, I., Patel, H., Jauhari, S., & Kumari, P. (2023). Design and synthesis of novel 1,2,3-triazole linked hybrids: Molecular docking, MD simulation, and their antidiabetic efficacy as α-Amylase inhibitors. Journal of Molecular Structure, 1285, 135493. https://doi.org/10.1016/j.molstruc.2023.135493
   Web of Science ®Google Scholar
• Zala, A. R., Rajani, D. P., Ahmad, I., Patel, H., & Kumari, P. (2023). Synthesis, characterization, molecular dynamic simulation, and biological assessment of cinnamates linked to imidazole/benzimidazole as a CYP51 inhibitor. Journal of Biomolecular Structure and Dynamics, 24, 1–17. https://doi.org/10.1080/07391102.2023.2170918
   Google Scholar