Synthesis, crystal structure, and in silico docking for colon cancer of aryl sulfonamide Schiff bases Sherif O. Kolade, Oluwafemi S. Aina, Allen T. Gordon, Eric C. Hosten, Idris A. Olasupo, Adeniyi S. Ogunlaja, Olayinka T. Asekun, Oluwole B. Familoni University of Lagos, Nigeria This report presents a comprehensive investigation into the synthesis and characterization of Schiff base compounds derived from benzenesulfonamide. The synthesis process involved the reaction between N-cycloamino-o-sulfanilamide and various substituted o-salicylaldehydes, resulting in a set of compounds that underwent rigorous characterization using advanced spectral techniques. Furthermore, an in-depth assessment of the synthesized compounds was conducted through Absorption, Distribution, Metabolism, Excretion, and Toxicity (ADMET) analysis, in conjunction with docking studies, to elucidate their pharmacokinetic profiles and potential. Impressively, the ADMET analysis showcased encouraging drug-likeness properties of the newly synthesized Schiff bases. These computational findings were substantiated by molecular properties derived from Density Functional Theory (DFT) calculations signifying heightened potential biological properties. Moreover, the synthesized Schiff bases displayed remarkable inhibition of Tankyrase poly(ADP-ribose) polymerase enzymes, integral in colon cancer, surpassing the efficacy of a standard drug used for the same purpose. Additionally, their bioavailability scores aligned closely with established medications like Trifluridine and 5-Fluorouracil. References 1. Abdelsalam,M.M. Bedair, M.A. Hassan, A.M.Heakal, B.H. Younis, A. Elbialy,Z.I. Badawy, M.A. Fawzy, H.E.-D. Fareed, S.A. (2022) Green synthesis, electrochemical, and DFT studies on the corrosion inhibition of steel by some novel triazole Schiff base derivatives in hydrochloric acid solution, Arabian Journal of Chemistry, 15, 103491. 2. Elsamra, R. M., Masoud, M. S., & Ramadan, A. M. (2022). Designing metal chelates of halogenated sulfonamide Schiff bases as potent nonplatinum anticancer drugs using spectroscopic, molecular docking, and biological studies. Scientific Reports , 12 (1), 20192 3. Gordon, A. T., Hosten, E. C. & Ogunlaja, A. S. 2022. Cu (II)-Catalysed Hydrocarboxylation of 4. Imines Utilizing CO2 to Synthesize α-Unsaturated Aminocarboxylic Acids. Pharmaceuticals, 15 , 1240. 5. Iacopetta, D., Ceramella, J., Catalano, A., Saturnino, C., Bonomo, M. G., Franchini, C., & Sinicropi, M. S. (2021). Schiff bases: Interesting scaffolds with promising antitumoral properties. Applied Sciences , 11 (4), 1877. https://doi.org/10.3390/ app11041877 6. JJędrzejczyk, M., Janczak, J. & Huczyński, A. (2022)Molecular structure and spectroscopic studies of the product of acidic degradation of salinomycin and its potassium salt. Journal of Molecular Structure, 1263 , 133129. 7. Kolade, S. O. Izunobi, J. U. Hosten, E. C. Olasupo, I. A. Ogunlaja A. S. and Familoni , O. B. Acta Cryst. ( 2020 ). Synthesis, crystal structure and docking studies of tetracyclic 10-iodo-1,2-dihydroisoquinolino- [2,1-b][1,2,4]benzothiadiazine 12,12-dioxide and its precursors, Acta Crystallographica Section C , 76 (8), 810-820.https://doi.org/10.1107/ S2053229620009626 8. Kolade, S.O., Izunobi, J.U., Gordon, A.T., Hosten, E.C., Olasupo, I.A., Ogunlaja, A.S., Asekun, O.T. & Familoni, O.B. ( 2022 ). Acta Cryst . C78,730-742 https://doi.org/10.1107/S2053229622010130 9. Kökbudak, Z., Akkoç, S., Karataş, H., Tüzün, B., & Aslan, G. (2022). In Silico and In Vitro Antiproliferative Activity Assessment of New Schiff Bases. ChemistrySelect , 7 (3), e202103679. 10. Mahmood, A., Irfan, A. & Wang, J. L. 2022. Developing efficient small molecule acceptors with sp2‐hybridized nitrogen at different positions by density functional theory calculations, molecular dynamics simulations, and machine learning. Chemistry–A European Journal, 28 , e202103712.
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