Raut Dattatraya G, Bhosale Raghunath B, Lawand Anjana S, Hublikar Mahesh G, Kadu Vikas D, Patil Sandeep B, Choudhari Prafulla B
Organic Chemistry Research Laboratory, School of Chemical Sciences, Punyashlok Ahilyadevi Holkar Solapur University, Solapur - 413255 Maharashtra, India.
Department of Pharmacology, Dr. Shivajirao Kadam College of Pharmacy Kasbe Digraj, Sangli, Maharashtra, India.
Recent Adv Inflamm Allergy Drug Discov. 2022;16(2):96-106. doi: 10.2174/2772270816666220902094019.
Recently, researchers have worked on the development of new methods for the synthesis of bioactive heterocycles using polyethylene glycol as a green solvent. In this context, we report the synthesized 2-(2-hydrazinyl) thiazoles for their in vitro antioxidant, in vitro anti-inflammatory and in vitro anti-cancer activities.
The objective of the study was to develop novel antioxidant, anti-inflammatory and anti-cancer drugs.
At the outset, the condensation of substituted acetophenones 1, thiosemicarbazide 2, and α-haloketones 3 was carried out using PEG-400 (20 mL) in the presence of 5 mol% glacial acetic acid to afford thiosemicarbazones intermediate. Furthermore, these thiosemicarbazones were reacted with α-haloketones 3 to obtain appropriate 2-(2-hydrazinyl) thiazoles. The synthesized compounds were in vitro tested for their antioxidant, anti-inflammatory, and anti-cancer activity.
In vitro evaluation report showed that nearly all molecules possessed potential antioxidant activity against 2,2-Diphenyl-1-picrylhydrazyl (DPPH), nitric oxide (NO), superoxide radical (SOR) and hydrogen peroxide (HO) radical scavenging activity. Most 2-(2-hydrazinyl) thiazoles derivatives have shown potential anti-inflammatory activity as compared to diclofenac sodium as a reference standard. 2-(2-Hydrazinyl) thiazoles derivatives showed significant anticancer activity for human leukemia cell line K-562 compared to adriamycin as a reference standard.
All tested compounds showed potential 2,2-Diphenyl-1-picrylhydrazyl (DPPH) and nitric oxide (NO) radical scavenging activity. Among the tested series, 4b, 4d and 4e exhibited good hydrogen peroxide and 4b, 4e, 4f and 4g showed excellent superoxide radical scavenging activity. In addition, the 4b, 4e and 4g compounds revealed potent in vitro anti-inflammatory activity against standard diclofenac sodium drug. 2-(2-Hydrazinyl) thiazole derivatives, such as 4c and 4d, showed significant anticancer activity against human leukemia cell line K-562. Thus, these molecules provide an interesting template for the design and development of new antioxidant, anti-inflammatory, and anti-cancer agents.
最近，研究人员致力于开发以聚乙二醇作为绿色溶剂合成生物活性杂环的新方法。在此背景下，我们报道了合成的2-(2-肼基)噻唑的体外抗氧化、体外抗炎和体外抗癌活性。
本研究的目的是开发新型抗氧化、抗炎和抗癌药物。
首先，在5 mol%冰醋酸存在下，使用PEG - 400（20 mL）使取代苯乙酮1、硫代氨基脲2和α-卤代酮3发生缩合反应，得到硫代氨基脲中间体。此外，使这些硫代氨基脲与α-卤代酮3反应，以获得相应的2-(2-肼基)噻唑。对合成的化合物进行体外抗氧化、抗炎和抗癌活性测试。
体外评估报告显示，几乎所有分子对2,2-二苯基-1-苦基肼基（DPPH）、一氧化氮（NO）、超氧阴离子自由基（SOR）和过氧化氢（HO）均具有潜在的抗氧化活性及自由基清除活性。与作为参考标准的双氯芬酸钠相比，大多数2-(2-肼基)噻唑衍生物显示出潜在的抗炎活性。与作为参考标准的阿霉素相比，2-(2-肼基)噻唑衍生物对人白血病细胞系K - 562显示出显著的抗癌活性。
所有测试化合物均显示出潜在的2,2-二苯基-1-苦基肼基（DPPH）和一氧化氮（NO）自由基清除活性。在测试系列中，4b、4d和4e对过氧化氢表现出良好的清除活性，4b、4e、4f和4g对超氧阴离子自由基表现出优异的清除活性。此外，4b、4e和4g化合物对标准双氯芬酸钠药物显示出有效的体外抗炎活性。2-(2-肼基)噻唑衍生物，如4c和4d，对人白血病细胞系K - 562显示出显著的抗癌活性。因此，这些分子为设计和开发新型抗氧化、抗炎和抗癌药物提供了一个有趣的模板。
