Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives

Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives Publisher

Ghasemi M¹ ; Ghadbeighi S¹ ; Amirhamzeh A² ; Tabatabai SA³ ; Ostad SN⁴ ; Shafiee A¹ ; Amini M^{1, 2}

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1. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Iran
2. Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, ShahidBeheshti University of Medical Sciences, Iran
4. Department of Pharmacology and Toxicology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Letters in Drug Design and Discovery Published:2016

Abstract

Synthesis, molecular docking study, and cytotoxic activity of a new group of 1,3,5-triaryl pyrazole derivatives were be studied. The antiproliferative activity of the final compounds were examined in MCF-7, AGS, HT-29 and NIH3T3 cell lines by MTT assay, using different concentrations of each compound to determine their IC50 . The cytotoxic activity of paclitaxel and doxorubicin were evaluated as positive controls. All compounds demonstrated cytotoxic activity in mentioned cell lines, in a dose dependent manner. Among all, compounds (5j, 5b, and 5d) showed the highest cytotoxicity in some cancerous cell lines with IC50 less than 5.0 μM. In addition, compound 5g, one of the most potent compounds, showed an interestingly low cytotoxic effect on NIH3T3 cell line, which is a noncancerous cell line. Together, our data suggest that the synthesized compounds have a partially selective mechanism of action against cancer cells and possibly a lower toxic effect on normal cells, making them interesting candidates for synthesis of their new derivatives. In molecular modeling, study all synthesized compounds were docked in the colchicine-binding site of tubulin α and β chains and the predicted binding energy was calculated. Our data indicate that these derivatives may present promising chemotherapeutic agents, possibly targeting microtubules. © 2016 Bentham Science Publishers.

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Mohsen Amini (11)

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Style	Citing Format
MLA	Ghasemi M, et al.. "Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives." Letters in Drug Design and Discovery, vol. 13, no. 2, 2016, pp. 121-128.
APA	Ghasemi M, Ghadbeighi S, Amirhamzeh A, Tabatabai SA, Ostad SN, Shafiee A, Amini M (2016). Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives. Letters in Drug Design and Discovery, 13(2), 121-128.
Chicago	Ghasemi M, Ghadbeighi S, Amirhamzeh A, Tabatabai SA, Ostad SN, Shafiee A, Amini M. "Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives." Letters in Drug Design and Discovery 13, no. 2 (2016): 121-128.
Harvard	Ghasemi M et al. (2016) 'Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives', Letters in Drug Design and Discovery, 13(2), pp. 121-128.
Vancouver	Ghasemi M, Ghadbeighi S, Amirhamzeh A, Tabatabai SA, Ostad SN, Shafiee A, et al.. Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives. Letters in Drug Design and Discovery. 2016;13(2):121-128.
BibTex	@article{ author = {Ghasemi M and Ghadbeighi S and Amirhamzeh A and Tabatabai SA and Ostad SN and Shafiee A and Amini M}, title = {Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives}, journal = {Letters in Drug Design and Discovery}, volume = {13}, number = {2}, pages = {121-128}, year = {2016} }
RIS	TY - JOUR AU - Ghasemi M AU - Ghadbeighi S AU - Amirhamzeh A AU - Tabatabai SA AU - Ostad SN AU - Shafiee A AU - Amini M TI - Synthesis, Molecular Docking Study, and Cytotoxic Activity of 1,3,5-Triaryl Pyrazole Derivatives JO - Letters in Drug Design and Discovery VL - 13 IS - 2 SP - 121 EP - 128 PY - 2016 ER -

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