Title :

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

Author(s) :

Laamari, Y. [Auteur]
Oubella, A. [Auteur]
Bimoussa, A. [Auteur]
El Mansouri, A. E. [Auteur]
Ketatni, E. M. [Auteur]
Mentre, Olivier [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Ait Itto, M. Y. [Auteur]
Morjani, H. [Auteur]
Biospectroscopie Translationnelle - EA 7506 [BIOSPECT]
Khouili, M. [Auteur]
Auhmani, A. [Auteur]

Journal title :

Bioorganic Chemistry

Abbreviated title :

Bioorg Chem

Volume number :

115

Pages :

105165

Publication date :

2021-07-30

ISSN :

1090-2120

English keyword(s) :

1
2
3-triazole-totarol hybrids
Crystal structure
Hirshfeld surface analysis
Cytotoxicity activity
Apoptosis
Cell cycle

English abstract : [en]

A 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 ...
Show more >A 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.Show less >

Language :

Anglais

Peer reviewed article :

Oui

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

Université de Lille
CNRS
Centrale Lille
ENSCL
Univ. Artois

Collections :

• Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181

Submission date :

2024-01-20T00:32:46Z
2024-02-09T16:01:12Z