Synthesis of 2-aryl-3-triazolyl-indoles from phenacyltriazole-derived hydrazones: Exploring new scaffolds for anticonvulsant activity

被引：10

作者：

Hashemi, Seyedeh Mahdieh ^{[1
]}

Emami, Saeed ^{[1
,4
]}

Masihi, Patrick Honarchian ^{[2
]}

Shakiba, Aidin ^{[2
]}

Dehestani, Leila ^{[1
]}

Ahangar, Nematollah ^{[3
,4
]}

机构：

[1] Mazandaran Univ Med Sci, Fac Pharm, Pharmaceut Sci Res Ctr, Dept Med Chem, Sari, Iran

[2] Mazandaran Univ Med Sci, Student Res Comm, Ramsar Campus, Ramsar, Iran

[3] Guilan Univ Med Sci, Sch Med, Dept Pharmacol, Rasht, Iran

[4] Mazandaran Univ Med Sci, Sari, Iran

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2023年 / 1276卷

关键词：

Anticonvulsant; Epilepsy; Triazole; Hydrazone; Indole; Arylalkyl azole; IN-VIVO; DERIVATIVES; DESIGN; MECHANISM; SWITCHES; SEIZURES;

D O I：

10.1016/j.molstruc.2022.134704

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A novel series of 1-(2-(halophenyl)-2-(2-arylhydrazono)ethyl)-1H-1,2,4-triazoles 7a-l and their Fischer in-dolic products namely 2-(halophenyl)-3-(1H-1,2,4-triazol-1-yl)-1H-indoles 8a-l were synthesized conve-niently. Furthermore, the ( Z or E )-geometry of arylhydrazones was identified by 1 H NMR spectroscopy. The antiepileptic potential of both series of compounds was studied by PTZ and MES seizure models. Based on the obtained data, most of hydrazones showed significant protective effect on MES-induced seizure model. Among them, compounds 7a and 7h were demonstrated to be the most potent ones against MES-induced seizures with rapid-acting properties. Generally, the indolic compounds showed less activity when compared to their original arylhydrazones.(c) 2022 Elsevier B.V. All rights reserved.

引用

页数：10

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