Flavonoids as potential KRAS inhibitors: DFT, molecular docking, molecular dynamics simulation and ADMET analyses

References

• D. Bar-Sagi, E.H. Knelson, and L.V. Sequist, Nat. Cancer 1, 25 (2020).
   PubMedGoogle Scholar
• Y. Guo, P. Xiang, X. Sun, W. Liu, J. Zhou, B. Yin, L. Hou, B. QIAng, H. Li, P. Shu, and X. Peng, Signal Transduct Target Ther 9, 32 (2021).
   Google Scholar
• H.Z. Wu, J.Q. Xiao, S.S. Xiao, and Y. Cheng, Curr. Top. Med. Chem. 19, 2081 (2019).
   PubMed Web of Science ®Google Scholar
• C. Liu, S. Zheng, Z. Wang, S. Wang, X. Wang, L. Yang, H. Xu, Z. Cao, X. Feng, Q. Xue, Y. Wang, N. Sun, and J. He, Cancer Commun. (Lond) 42, 828 (2022).
   PubMed Web of Science ®Google Scholar
• D. Uprety, and A.A. Adjei, Cancer Treat Rev. 89, 102070 (2020).
   PubMed Web of Science ®Google Scholar
• T. Pantsar, Comput. Struct. Biotechnol. J. 18, 189 (2020).
   PubMed Web of Science ®Google Scholar
• F. Chen, M.P. Alphonse, L. Yan, and Q. Liu, Curr. Top Med. Chem. 19, 2098 (2019).
   PubMed Web of Science ®Google Scholar
• J.G. Christensen, P. Olson, T. Briere, C. Wiel, and M.O. Bergo, J. Intern. Med. 288, 183 (2020).
   PubMed Web of Science ®Google Scholar
• Z.W. Mao, H.Y. Xiao, P.P. Shen, Y. Yang, J. Xue, Y.Y. Yang, Y.G. Shang, L.L. Zhang, X. Li, Y.Y. Zhang, Y.N. Du, C.C. Chen, R.T. Guo, Y.H. Zhang, Cell. Discov. 8, 5 (2022).
   PubMedGoogle Scholar
• J. Bröker, A.G. Waterson, C. Smethurst, D. Kessler, J. Böttcher, M. Mayer, G. Gmaschitz, J. Phan, A. Little, J.R. Abbott, Q. Sun, M. Gmachl, D. Rudolph, H. Arnhof, K. Rumpel, F. Savarese, T. Gerstberger, N. Mischerikow, M. Treu, L. Herdeis, T. Wunberg, A. Gollner, H. Weinstabl, A. Mantoulidis, O. Krämer, D.B. McConnell, and S. W Fesik, J. Med. Chem. 65, 14614 (2022).
   PubMed Web of Science ®Google Scholar
• T. Ndongwe, B.A. Witika, N.P. Mncwangi, M.S. Poka, P.P. Skosana, P.H. Demana, B. SuMMers, and X. Siwe-Noundou, Cancer 15, 770 (2023).
   Google Scholar
• A.N. Panche, A.D. Diwan, and S.R. Chandra, J. Nutr. Sci. 5, e47 (2016).
   PubMed Web of Science ®Google Scholar
• P.W. Snijman, S. Swanevelder, E. Joubert, I.R. Green, and W.C. Gelderblom, Mutat. Res. 631, 111 (2007).
   PubMed Web of Science ®Google Scholar
• D.M. Kopustinskiene, V. Jakstas, A. Savickas, and J. Bernatoniene, Nutrients 12, 457 (2020).
   PubMed Web of Science ®Google Scholar
• Â. Bisol, P.S. de Campos, and M.L. Lamers, Phytother. Res. 34, 568 (2020).
   PubMed Web of Science ®Google Scholar
• M.K. Chahar, N. Sharma, M.P. Dobhal, and Y.C. Joshi, Pharmacogn. Rev. 5, 1 (2011).
   PubMedGoogle Scholar
• K.M. Rana, J. Maowa, A. Alam, S. Dey, A. Hosen, I. Hasan, Y. Fujii, Y. Ozeki, and S.M.A. Kawsar, In Silico Pharmacol. 9, 42 (2021).
   PubMedGoogle Scholar
• R.F.P. Mohammad, P. Hadi, and S. Siswandono, Ind. J. Biotechnol. 26, 54 (2021).
   Google Scholar
• J. Maowa, A. Alam, K.M. Rana, S. Dey, A. Hosen, Y. Fujii, I. Hasan, Y. Ozeki, and S.M.A. Kawsar, Ovid. Univ. Ann. Chem. 32, 6 (2021).
   Web of Science ®Google Scholar
• S.C. Mullaguri, S. Akula, P.S. Sahoo, V.R. Ashireddygari, V. Mupparapu, R. Silveri, V.L.S. Prasad Burra, and R.K. Kancha, 3 Biotech. 12, 343 (2022).
   PubMedGoogle Scholar
• S.M.A. Kawsar, F.A. Almalki, T.B. Hadd, H. Laaroussi, M.A.R. Khan, M.A. Hosen, S. Mahmud, A. Aounti, N.M.P. Maideen, F. Heidarizadeh, and S.S.M. Soliman, Mol. Simul. 49, 60 (2023).
   Web of Science ®Google Scholar
• C. Wang, P.H. Nguyen, K. Pham, D. Huynh, T.B.N. Le, H. Wang, P. Ren, and R. Luo, J. Comput. Chem. 37, 2436 (2016).
   PubMed Web of Science ®Google Scholar
• N. Kerru, L. Gummidi, S.V.H.S. Bhaskaruni, S.N. Maddila, P. Singh, and S. Jonnalagadda, Sci. Rep. 9, 19280 (2019).
   PubMedGoogle Scholar
• D. Méndez-Álvarez, M.F. Torres-Rojas, E.E. Lara-Ramirez, L.A. Marchat, and G. River, Molecules 28, 4389 (2023).
   PubMedGoogle Scholar
• S. Islam, M.A. Hosen, S. Ahmad, M.T. Ul. Qamar, S. Dey, I. Hasan, Y. Fujii, Y. Ozeki, and S.M.A. Kawsar, J. Mol. Struct. 1260, 132761 (2022).
   Web of Science ®Google Scholar
• M.R. Amin, Y. Farhana, S. Dey, S. Mahmud, M.A. Saleh, T.B. Emran, I. Hasan, S. Rajia, Y. Ogawa, Y. Fujii, M. Yamada, Y. Ozeki, and S.M.A. Kawsar, Glycoconj. J. 39, 261 (2021).
   Web of Science ®Google Scholar
• C. Devereux, J.S. Smith, K.K. Huddleston, K. Barros, R. Zubatyuk, O. Isayev, and A.E. RoiBerg, J. Chem. Theory Comput. 16, 4192 (2020).
   PubMed Web of Science ®Google Scholar
• M. Almehmadi, A.A. Alsaiari, M. Allahyani, A. Alsharif, A. Aljuaid, S. Saha, and M. Asif, Curr. Comput. Aided Drug Des. 20, 835 (2024).
   Web of Science ®Google Scholar
• S.M.A. Kawsar, A. Kumer, N.S. Munia, M.A. Hosen, U. Chakma, and S. Akash, Org. Commun. 15, 184 (2022).
   Web of Science ®Google Scholar
• M.A. Hosen, N.S. Munia, M. Al-Ghorbani, M. Baashen, F.A. Almalki, T.B. Hadda, F. Ali, S. Mahmud, M.A. Saleh, H. Laaroussi, and S.M.A. Kawsar, Bioorg. Chem. 125, 105850 (2022).
   PubMedGoogle Scholar
• M.L. Amin, Drug. Target. Insights 7, 27 (2013).
   PubMedGoogle Scholar
• N. Panse, and P.M. Gerk, Int. J. Pharm. 624, 122004 (2022).
   PubMedGoogle Scholar
• B.C. Joshi, V. Juyal, A.N. Sah, and S. Saha, Phys. Chem. Res. 11, 801 (2023).
   Google Scholar
• X. Wang, S. Allen, J.F. Blake, V. Bowcut, D.M. Briere, A. Calinisan, J.R. Dahlke, J.B. Fell, J.P. Fischer, R.J. Gunn, J. Hallin, J. Laguer, J.D. Lawson, J. Medwid, B. Newhouse, P. Nguyen, J.M. O'Leary, P. Olson, S. Pajk, L. Rahbaek, M. Rodriguez, C.R. Smith, T.P. Tang, N.C. Thomas, D. Vanderpool, G.P. Vigers, J.G. Christensen, and M.A. Marx, J. Med. Chem. 65, 3123 (2022).
   PubMedGoogle Scholar
• T. Tokiwa, S. Nakano, Y. Yamamoto, T. Ishikawa, S. Ito, V. Sladek, K. Fukuzawa, Y. MochIZuki, H. Tokiwa, F. Misaizu, and Y. Shigeta, J. Chem. Inf. Model. 59, 25 (2019).
   PubMed Web of Science ®Google Scholar
• G. Poli, C. Granchi, F. Rizzolio, and T. Tuccinardi, Molecules 25, 1971 (2020).
   PubMed Web of Science ®Google Scholar
• V. Krishnan, P. Verma, S. Saha, B. Singh, T. Vinutha, R.R. Kumar, A. Kulshreshta, S.P. Singh, T. Sathyavathi, A. Sachdev, and S. Praveen, Biocatal. Agric. Biotechnol. 43, 102411 (2022).
   Google Scholar
• S. Saha, G.S. Yeom, S.B. Nimse, and D. Pal, Biomed Res. Int. 2022, 5904261 (2022).
   PubMedGoogle Scholar
• V.K. Vishvakarma, M.B. Singh, P. Jain, K. Kumari, and P. Singh, Amino Acids. 54, 205 (2022).
   PubMed Web of Science ®Google Scholar
• R. Kumari, R. Kumar, and A. Lynn, Open Source Drug Discovery Consortium, J. Chem Inf Model 54, 1951 (2014).
   PubMed Web of Science ®Google Scholar
• P.P. Kushwaha, A.K. Singh, T. Bansal, A. Yadav, K.S. Prajapati, M. Shuaib, and S. KUMar, Front. Cell. Infect. Microbiol. 11, 730288 (2021).
   PubMed Web of Science ®Google Scholar
• M.J. Perri, and S.H. Weber, J. Chem. Educ. 91, 2206 (2014).
   Web of Science ®Google Scholar
• R.M. Hanson, J. Prilusky, Z. Renjian, T. Nakane, and J.L. Sussman, Isr. J. Chem. 53, 207 (2013).
   Web of Science ®Google Scholar
• G.M.J. Barca, C. Bertoni, L. Carrington, Datta, D.D.N. Silva, J.E. Deustua, D.G. Fedorov, J.R. Gour, A.O. Gunina, E. Guidez, T. Harville, S. Irle, J. Ivanic, K. Kowalski, S.S. Leang, H. Li, W. Li, J.J. Lutz, I. Magoulas, J. Mato, V. Mironov, H. Nakata, B.Q. Pham, P. Piecuch, D. Poole, S.R. Pruitt, A.P. Rendell, L.B. Roskop, K. Ruedenberg, T. Sattasathuchana, M.W. Schmidt, J. Shen, L. SliPChenko, M. Sosonkina, V. Sundriyal, A. Tiwari, J.L. Galvez Vallejo, B. Westheimer, M. Włoch, P. Xu, F. Zahariev, and M.S. Gordon, J. Chem. Phys. 152, 154102 (2020).
   PubMed Web of Science ®Google Scholar
• G. Xiong, Z. Wu, J. Yi, L. Fu, Z. Yang, C. Hsieh, M. Yin, X. Zeng, C. Wu, A. Lu, X. Chen, T. Hou, and D. Cao, Nucleic Acids Res. 49, W5 (2021).
   PubMed Web of Science ®Google Scholar
• M. A. Alamri, A. S. Alawam, M. M., Alshahrani, S. M. A. Kawsar, S. Saha, and Prinsa, Molecules 28, 5050 (2023).
   PubMedGoogle Scholar
• F. Yasmin, M.R. Amin, M.A. Hosen, M.Z. Bulbul, S. Dey, and S.M.A. Kawsar, Cellulose Chem. Technol. 55, 477 (2021).
   Web of Science ®Google Scholar