Design, Hemiysnthesis, crystal structure and anticancer activity of 1, 2, 3-triazoles derivatives of totarol

Bioorg Chem. 2021 Jul 14;115:105165. doi: 10.1016/j.bioorg.2021.105165. Online ahead of print.ABSTRACTA new series of diverse triazoles linked to the hydroxyl group of totarol were synthesized using click chemistry approach. The structures of these compounds were elucidated by HRMS, IR and NMR spectroscopy. The structure of compound 3 g was also confirmed by x-ray single crystal diffraction. The cytotoxicity of these compounds was evaluated by the MTT method against four cancer cell lines, including fibrosarcoma HT-1080, lung carcinoma A-549 and breast adenocarcinoma (MDA-MB-231 and MCF-7), and the results indicated that all compounds showed weak to moderate activities against all cancer cell lines with IC50 values ranging from 14.44 to 46.25 μM. On the basis of our research the structure-activity relationships (SAR) of these compounds were discussed. This work provides some important hints for further structural modification of totarol towards developing novel and highly effective anticancer drugs respectively. It is interesting to note that compound 3 g indicated a very significant cytotoxicity against HT-1080 and A-549 cell lines. The molecular docking showed that compound 3 g activated the caspase-3 and inhibited tubulin by forming stable protein-ligand complexes.PMID:34298240 | DOI:10.1016/j.bioorg.2021.105165

Source: Bioorganic Chemistry - July 23, 2021 Category: Chemistry Authors: Yassine Laamari Ali Oubella Abdoullah Bimoussa Az-Eddine El Mansouri El Mostafa Ketatni Olivier Mentre My Youssef Ait Itto Hamid Morjani Mostafa Khouili Aziz Auhmani Source Type: research