Citation: Moustafa T. Gabr, Nadia S. El-Gohary, Eman R. El-Bendary, Mohamed M. El-Kerdawy, Nanting Ni. Synthesis, in vitro antitumor activity and molecular modeling studies of a new series of benzothiazole Schiff bases[J]. Chinese Chemical Letters, ;2016, 27(03): 380-386. doi: 10.1016/j.cclet.2015.12.033 shu

Synthesis, in vitro antitumor activity and molecular modeling studies of a new series of benzothiazole Schiff bases

a.
a. Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt;
b.
b. Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA

Corresponding author: Nadia S. El-Gohary,
Received Date: 22 April 2015
Available Online: 7 September 2015

A new series of benzothiazole Schiff bases 3-29 was synthesized and screened for antitumor activity against cervical cancer (Hela) and kidney fibroblast cancer (COS-7) cell lines. Results indicated that compounds 3, 14, 19, 27 and 28 have promising activity against Hela cell line with IC₅₀ values of 2.41, 3.06, 6.46, 2.22 and 6.25 μmol/L, respectively, in comparison to doxorubicin as a reference antitumor agent (IC₅₀ 2.05 μmol/L). In addition, compound 3 displayed excellent activity against COS-7 cell line with IC₅₀ value of 4.31 μmol/L in comparison to doxorubicin (IC₅₀ 3.04 μmol/L). In the present work, structure based pharmacophore mapping, molecular docking, protein-ligand interaction, fingerprints and binding energy calculations were employed in a virtual screening strategy to identify the interaction between the compounds and the active site of the putative target, EGFR tyrosine kinase. Molecular properties, toxicity, drug-likeness, and drug score profiles of compounds 3, 14, 19, 27, 28 and 29 were also assessed.
- Benzothiazole,
- Schiff bases,
- Antitumor activity,
- Molecular modeling,
- In silico studies
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