Lamotrigine derivatives-synthesis, anti-cancer, and anti-MDR-bacterial activities
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2022Author
Khan, Mahroza KanwalSiddiqui, Hina
Sharif, Ruby
Güzel, Mustafa
Wahab, Atia-tul
Yousuf, Sammer
Choudhary, M. Iqbal
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Khan, M. K., Siddiqui, H., Sharif, R., Güzel, M., Wahab, A., Yousuf, S. ... Choudhary, M. I. (2022). Lamotrigine derivatives-synthesis, anti-cancer, and anti-MDR-bacterial activities. Journal of Molecular Structure, 1264. https://doi.org/10.1016/j.molstruc.2022.133277Abstract
A new series of quaternary ammonium salts 3–21 of lamotrigine (6-(2, 3-dichlorophenyl)-1, 2, 4-triazine-3, 5-diamine) was synthesized via N-alkylation of lamotrigine using different benzyl bromides. The new analogues were characterized by using FT-IR, NMR, and mass spectrometric techniques. Single-crystal X-ray diffraction analysis of compound 10 was also carried out to confirm the position of substitution and salt formation. All the compounds 3-21 were tested for various biological activities, including anti-bacterial, and anti-cancer properties. All compounds, except 20, exhibited a potent growth inhibition of Staphylococcus aureus strains as compared to the ofloxacin, the standard drug. Compounds 4, 7, 10, and 13 showed a significant toxicity towards HeLa cell line (derived from cervical carcinoma), whereas compounds 3, and 5 showed a significant activity towards HeLa, MCF-7 (estrogen and progesterone positive breast cancer cell line), and MDA-MB cell lines (epithelial, human breast cancer cell line), as compared to the standard drug doxorubicin. To the best of our knowledge all analogues of 6-(2, 3-dichlorophenyl)-1, 2, 4-triazine-3, 5-diamine, and their activity against MDR, and anti-cancer is reported here for the first time.
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