Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors

Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors Publisher Pubmed

Firoozpour L¹ ; Gao L² ; Moghimi S¹ ; Pasalar P³ ; Davoodi J⁴ ; Wang MW² ; Rezaei Z⁵ ; Dadgar A⁶ ; Yahyavi H¹ ; Amanlou M⁵ ; Foroumadi A^{1, 5}

Show Affiliations

1. Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
2. National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, China
3. Department of Biochemistry, Faculty of Medicine, Tehran University of Medical Sciences, Tehran, Iran
4. Institute of Biochemistry and Biophysics, University of Tehran, Tehran, Iran
5. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
6. Pharmaceutical Sciences Research Center, Kermanshah University of Medical Sciences, Kermanshah, Iran

Source: Journal of Enzyme Inhibition and Medicinal Chemistry Published:2020

Abstract

ABTRACT: In this paper, a new series of isatin-sulphonamide based derivatives were designed, synthesised and evaluated as caspase inhibitors. The compounds containing 1-(pyrrolidinyl)sulphonyl and 2-(phenoxymethyl)pyrrolidin-1-yl)sulphonyl substitution at C5 position of isatin core exhibited better results compared to unsubstituted derivatives. According to the results of caspase inhibitory activity, compound 20d showed moderate inhibitory activity against caspase-3 and −7 in vitro compared to Ac-DEVD-CHO (IC50 = 0.016 ± 0.002 μM). Among the studied compounds, some active inhibitors with IC50s in the range of 2.33–116.91 μM were identified. The activity of compound 20d was rationalised by the molecular modelling studies exhibiting the additional van der Waals interaction of N-phenylacetamide substitution along with efficacious T-shaped π-π and pi-cation interactions. The introduction of compound 20d with good caspase inhibitory activity will help researchers to find more potent agents. © 2020 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group.

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Style	Citing Format
MLA	Firoozpour L, et al.. "Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors." Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 35, no. 1, 2020, pp. 1674-1684.
APA	Firoozpour L, Gao L, Moghimi S, Pasalar P, Davoodi J, Wang MW, Rezaei Z, Dadgar A, Yahyavi H, Amanlou M, Foroumadi A (2020). Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 35(1), 1674-1684.
Chicago	Firoozpour L, Gao L, Moghimi S, Pasalar P, Davoodi J, Wang MW, Rezaei Z, et al.. "Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors." Journal of Enzyme Inhibition and Medicinal Chemistry 35, no. 1 (2020): 1674-1684.
Harvard	Firoozpour L et al. (2020) 'Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors', Journal of Enzyme Inhibition and Medicinal Chemistry, 35(1), pp. 1674-1684.
Vancouver	Firoozpour L, Gao L, Moghimi S, Pasalar P, Davoodi J, Wang MW, et al.. Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry. 2020;35(1):1674-1684.
BibTex	@article{ author = {Firoozpour L and Gao L and Moghimi S and Pasalar P and Davoodi J and Wang MW and Rezaei Z and Dadgar A and Yahyavi H and Amanlou M and Foroumadi A}, title = {Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors}, journal = {Journal of Enzyme Inhibition and Medicinal Chemistry}, volume = {35}, number = {1}, pages = {1674-1684}, year = {2020} }
RIS	TY - JOUR AU - Firoozpour L AU - Gao L AU - Moghimi S AU - Pasalar P AU - Davoodi J AU - Wang MW AU - Rezaei Z AU - Dadgar A AU - Yahyavi H AU - Amanlou M AU - Foroumadi A TI - Efficient Synthesis, Biological Evaluation, and Docking Study of Isatin Based Derivatives As Caspase Inhibitors JO - Journal of Enzyme Inhibition and Medicinal Chemistry VL - 35 IS - 1 SP - 1674 EP - 1684 PY - 2020 ER -

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