Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents

Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents Publisher Pubmed

Mohammadikhanaposhtani M¹ ; Ahangar N² ; Sobhani S³ ; Honarchian Masihi P⁴ ; Shakiba A⁴ ; Saeedi M^{5, 6} ; Akbarzadeh T^{3, 6}

Show Affiliations

1. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
2. Department of Pharmacology, Faculty of Medicine, Guilan University of Medical Sciences, Rasht, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
4. Student Researches Committee, Ramsar Campus, Mazandaran University of Medical Sciences, Ramsar, Iran
5. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
6. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran

Source: Bioorganic Chemistry Published:2019

Abstract

A novel series of coumarin-1,2,4-oxadiazole hybrids were designed, synthesized, and evaluated as anticonvulsant agents. The title compounds were easily synthesized from reaction of appropriate coumarins and 3-aryl-5-(chloromethyl)-1,2,4-oxadiazole derivatives. In vivo anticonvulsant activity of the synthesized compounds were determined using pentylenetetrazole (PTZ)- and maximal electroshock (MES)-induced seizures confirming that they were more effective against MES test than PTZ test. It should be noted that compounds 3b, 3c, and 3e showed the best activity in MES model which possessed drug-like properties with no neurotoxicity. Anticonvulsant activity of the most potent compound 3b was remarkably reduced after treatment with flumazenil which confirmed the participation of a benzodiazepine mechanism in the anticonvulsant activity. Also, docking study of compound 3b in the BZD-binding site of GABAA receptor confirmed possible binding of 3b to the BZD receptors. © 2019 Elsevier Inc.

Related Docs

View other Related Docs

1. New Biscoumarin Derivatives As Potent Α-Glucosidase Inhibitors: Synthesis, Biological Evaluation, Kinetic Analysis, and Docking Study, Polycyclic Aromatic Compounds (2020)

2. Pyrano[3,2-C]Quinoline Derivatives As New Class of Α-Glucosidase Inhibitors to Treat Type 2 Diabetes: Synthesis, in Vitro Biological Evaluation and Kinetic Study, Medicinal Chemistry (2019)

3. Design, Synthesis, Pharmacological Evaluation, and Docking Study of New Acridone-Based 1,2,4-Oxadiazoles As Potential Anticonvulsant Agents, European Journal of Medicinal Chemistry (2016)

4. Novel Fused 1,2,3-Triazolo-Benzodiazepine Derivatives As Potent Anticonvulsant Agents: Design, Synthesis, in Vivo, and in Silico Evaluations, Molecular Diversity (2020)

5. Design, Synthesis, and Cholinesterase Inhibition Assay of Coumarin-3-Carboxamide-N-Morpholine Hybrids As New Anti-Alzheimer Agents, Chemistry and Biodiversity (2019)

6. The Importance of Triazole Scaffold in the Development of Anticonvulsant Agents, European Journal of Medicinal Chemistry (2016)

7. Hybridization of the Effective Pharmacophores for Treatment of Epilepsy: Design, Synthesis, in Vivo Anticonvulsant Activity, and in Silico Studies of Phenoxyphenyl-1,3,4-Oxadiazole-Thio-N-Phenylacetamid Hybrids, BMC Chemistry (2023)

8. Novel N,N-Dimethylbarbituric-Pyridinium Derivatives As Potent Urease Inhibitors: Synthesis, in Vitro, and in Silico Studies, Bioorganic Chemistry (2020)

Experts (# of related papers)

View all Related Experts

Mohammad Mahdavi (8)

Bagher Larijani (7)

Style	Citing Format
MLA	Mohammadikhanaposhtani M, et al.. "Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents." Bioorganic Chemistry, vol. 89, no. , 2019, pp. -.
APA	Mohammadikhanaposhtani M, Ahangar N, Sobhani S, Honarchian Masihi P, Shakiba A, Saeedi M, Akbarzadeh T (2019). Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents. Bioorganic Chemistry, 89(), -.
Chicago	Mohammadikhanaposhtani M, Ahangar N, Sobhani S, Honarchian Masihi P, Shakiba A, Saeedi M, Akbarzadeh T. "Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents." Bioorganic Chemistry 89, no. (2019): -.
Harvard	Mohammadikhanaposhtani M et al. (2019) 'Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents', Bioorganic Chemistry, 89(), pp. -.
Vancouver	Mohammadikhanaposhtani M, Ahangar N, Sobhani S, Honarchian Masihi P, Shakiba A, Saeedi M, et al.. Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents. Bioorganic Chemistry. 2019;89():-.
BibTex	@article{ author = {Mohammadikhanaposhtani M and Ahangar N and Sobhani S and Honarchian Masihi P and Shakiba A and Saeedi M and Akbarzadeh T}, title = {Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents}, journal = {Bioorganic Chemistry}, volume = {89}, number = {}, pages = {-}, year = {2019} }
RIS	TY - JOUR AU - Mohammadikhanaposhtani M AU - Ahangar N AU - Sobhani S AU - Honarchian Masihi P AU - Shakiba A AU - Saeedi M AU - Akbarzadeh T TI - Design, Synthesis, in Vivo, and in Silico Evaluation of New Coumarin-1,2,4-Oxadiazole Hybrids As Anticonvulsant Agents JO - Bioorganic Chemistry VL - 89 IS - SP - EP - PY - 2019 ER -

Science Communicator Platform

Authors

Authors Affiliations

Abstract