{"title":"Design and Synthesis of Some New Quinoxaline-Thiazole-Benzamide Hybrids: In Vitro Anticancer Activity and Their Molecular Docking Studies","authors":"Gouthami Dasari, Madhuri Pandiri, Vinitha Badithapuram, Rajender Reddy Karnekanti, Jyothi Mandala, Srinivas Bandari","doi":"10.1134/S1068162024060104","DOIUrl":null,"url":null,"abstract":"<p><b>Objective:</b> The quinoxaline compound with molecular formula C<sub>8</sub>H<sub>6</sub>N<sub>2</sub>O, which shows a wide range of biological activities including antiviral, anticancer, antimicrobial, antituberculosis, and antileishmanial. <b>Methods:</b> As a part of our efforts to design new anticancer agents, in this study, we develop quinoxaline-thiazole-benzamide hybrids. The anticancer evolution of these hybrids was studied using the MTT assay method. <b>Results and Discussion:</b> The anticancer activity results exhibit that three compounds, 3,5-dimethoxy-<i>N</i>-(4-(2-oxo-1,2-dihydroquinoxaline-1-carbonyl)thiazol-2-yl)benzamide, 4-methoxy-<i>N-</i>(4-(2-oxo-1,2-dihydroquinoxa line-1-carbonyl)thiazol-2-yl)benzamide, and 3,4-dimethoxy-<i>N</i>-(4-(2-oxo-1,2-dihydroquinoxaline-1-carbonyl)thiazol-2-yl)benzamide were shown remarkable anticancer activity ranging from 1.23 to 1.96 µM, demonstrating greater potency than the standard drug. <b>Conclusions:</b> Finally, the <i>in silico</i> results are strongly supported by <i>in vitro</i> anticancer activity data and tyrosine kinase EGFR inhibitory activity assay results.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 6","pages":"2171 - 2181"},"PeriodicalIF":1.1000,"publicationDate":"2024-12-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Bioorganic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1068162024060104","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
Objective: The quinoxaline compound with molecular formula C8H6N2O, which shows a wide range of biological activities including antiviral, anticancer, antimicrobial, antituberculosis, and antileishmanial. Methods: As a part of our efforts to design new anticancer agents, in this study, we develop quinoxaline-thiazole-benzamide hybrids. The anticancer evolution of these hybrids was studied using the MTT assay method. Results and Discussion: The anticancer activity results exhibit that three compounds, 3,5-dimethoxy-N-(4-(2-oxo-1,2-dihydroquinoxaline-1-carbonyl)thiazol-2-yl)benzamide, 4-methoxy-N-(4-(2-oxo-1,2-dihydroquinoxa line-1-carbonyl)thiazol-2-yl)benzamide, and 3,4-dimethoxy-N-(4-(2-oxo-1,2-dihydroquinoxaline-1-carbonyl)thiazol-2-yl)benzamide were shown remarkable anticancer activity ranging from 1.23 to 1.96 µM, demonstrating greater potency than the standard drug. Conclusions: Finally, the in silico results are strongly supported by in vitro anticancer activity data and tyrosine kinase EGFR inhibitory activity assay results.
目的:研究具有抗病毒、抗癌、抗菌、抗结核、抗利什曼原虫等广泛生物活性的分子式为C8H6N2O的喹啉类化合物。方法:作为我们设计新的抗癌药物的一部分,我们在本研究中开发了喹诺啉-噻唑-苯甲酰胺杂合体。用MTT法研究了这些杂种的抗癌进化。结果与讨论:3种化合物3,5-二甲氧基- n -(4-(2-氧-1,2-二氢喹啉-1-羰基)噻唑-2-基)苯酰胺、4-甲氧基- n -(4-(2-氧-1,2-二氢喹啉-1-羰基)噻唑-2-基)苯酰胺和3,4-二甲氧基- n -(4-(2-氧-1,2-二氢喹啉-1-羰基)噻唑-2-基)苯酰胺的抗癌活性在1.23 ~ 1.96 μ M范围内,比标准药物的药效更强。结论:最后,体外抗癌活性数据和酪氨酸激酶EGFR抑制活性实验结果有力地支持了计算机模拟结果。
期刊介绍:
Russian Journal of Bioorganic Chemistry publishes reviews and original experimental and theoretical studies on the structure, function, structure–activity relationships, and synthesis of biopolymers, such as proteins, nucleic acids, polysaccharides, mixed biopolymers, and their complexes, and low-molecular-weight biologically active compounds (peptides, sugars, lipids, antibiotics, etc.). The journal also covers selected aspects of neuro- and immunochemistry, biotechnology, and ecology.