咪唑-噻二唑类抗氧化剂和抗炎剂的新合成方法。

Dattatraya G Raut, Raghunath B Bhosale, Anjana S Lawand, Mahesh G Hublikar, Vikas D Kadu, Sandeep B Patil
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引用次数: 0

摘要

背景:文献调查显示,许多咪唑-噻二唑分子被用作新药开发的关键中间体。对合成的咪唑-噻二唑衍生物进行了体外抗氧化和抗炎性能测试。本研究论文的目的是为读者提供有关自由基引起的疾病的信息。目的:开发新型抗氧化抗炎药物。方法:采用两步环缩合法合成咪唑-噻二唑衍生物5a-f。首先,以POCl3为溶剂和催化剂,以取代芳香羧酸和硫代氨基脲为原料合成2-氨基噻二唑衍生物。下一步,以聚乙二醇-300 (PEG-300)为绿色溶剂,将2-氨基-噻二唑衍生物与适当的α-卤酮合成咪唑-噻二唑。采用新方法制备了咪唑-噻二唑衍生物。对合成的化合物进行了体外抗氧化和抗炎活性测试。结果:体外评价报告显示,几乎所有分子均具有潜在的抗氧化活性,可清除2,2-二苯基-1-吡啶酰肼(DPPH)、一氧化氮(NO)、超氧自由基(SOR)和过氧化氢(H2O2)自由基。与作为参考标准的双氯芬酸钠相比,大多数咪唑-噻二唑衍生物显示出显著的抗炎活性。结论:在寻找治疗炎症和氧化的新疗法的过程中,我们已经努力开发出具有优异活性的抗炎和抗氧化药物。咪唑-噻二唑5a、5e和5f具有潜在的抗炎活性。与作为参考标准的抗坏血酸相比,所有测试的咪唑-噻二唑衍生物(5a-f)都显示出对一种自由基清除物质的潜在抗氧化活性。因此,咪唑-噻二唑衍生物为设计和开发新的抗氧化剂和抗炎剂提供了一个有趣的模板。
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A Novel Method for the Syntheses of Imidazo-Thiadiazoles as Potential Antioxidants and Anti-Inflammatory Agents.

Background: A literature survey revealed that many imidazo-thiadiazole molecules were used as key intermediates for the development of novel drugs. The synthesized imidazo-thiadiazole derivatives were tested for their in vitro antioxidant and anti-inflammatory properties. The purpose of this research paper is to provide readers with information regarding diseases caused by free radicals.

Objective: The objective of this study is to develop novel antioxidant and anti-inflammatory drugs.

Methods: Imidazo-thiadiazole derivatives 5a-f were synthesized through cyclo-condensation reactions in two steps. First, the synthesis of 2-amino-thiadiazole derivatives from substituted aromatic carboxylic acids and thiosemicarbazide by using POCl3 as a solvent as well as a catalyst was performed. In the next step, imidazo-thiadiazoles were prepared from 2-amino-thiadiazole derivatives with appropriate α-haloketones in the presence of polyethylene glycol-300 (PEG-300) as a green solvent. These imidazo- thiadiazole derivatives were prepared by using a novel method. The synthesized compounds were in vitro tested for their antioxidant and anti-inflammatory activities.

Results: In vitro evaluation report showed that nearly all molecules possess potential antioxidant activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH), nitric oxide (NO), superoxide radical (SOR), and hydrogen peroxide (H2O2) radical scavenging activity. Most of the imidazo-thiadiazole derivatives have shown significant anti-inflammatory activity as compared to diclofenac sodium as a reference standard.

Conclusion: In the search for novel therapies to treat inflammation and oxidation, we have made efforts to develop anti-inflammatory and antioxidant agents with a preeminent activity. Imidazo-thiadiazoles 5a, 5e as well as 5f showed potential anti-inflammatory activity. All tested imidazo-thiadiazole deriv-atives (5a-f) showed potential antioxidant activity against one more radical scavenging species as com-pared to ascorbic acid as the reference standard. Thus, imidazo-thiadiazole derivatives constitute an interesting template for the design and development of new antioxidant as well as anti-inflammatory agents.

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