{"title":"2- 芳基喹喔啉衍生物的合成及其用于乳腺癌药物治疗的硅学研究","authors":"Barkha Darra Wadhwani , Deepak Mali , Lokesh Kumar Agarwal , Pooja Kumawat , Pooja Vyas , Rashmy Nair , Tarun Kumar , Poonam Khandelwal","doi":"10.1080/00397911.2024.2333014","DOIUrl":null,"url":null,"abstract":"<div><p>The main objective of the present work is to synthesize and identify the potential breast cancer medication of 2-aryl quinoxaline derivatives via <em>in silico</em> investigations. Synthesis of 2-aryl quinoxaline derivatives have been achieved <em>via</em> the reaction of 3-aroylmethylene-2H-indol-2-ones <strong>1</strong> with various 1,2-diamines. Good yields were obtained at 60 °C in methanol by using graphene oxide (GO) as catalyst, however, the regio selectivity in case of unsymmetrically substituted diamines were low to moderated. This is the first report of the oxidative cleavage of C = C bond during the course of the reaction. Molecular docking study of these synthesized compounds were employed to calculate the binding affinity with human epidermal growth factor receptor 2 (HER2). 6-Bromo-3-phenylpyrido[2,3-b]pyrazine <strong>3k</strong> showed highest binding energy of −7.70 kcal/mol depicting the potential inhibitor of HER2 receptor protein. However, this study needs to be supported by <em>in vitro</em> and <em>in vivo</em> studies.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":null,"pages":null},"PeriodicalIF":1.8000,"publicationDate":"2024-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of 2-aryl quinoxaline derivatives and their in silico investigation for breast cancer medication\",\"authors\":\"Barkha Darra Wadhwani , Deepak Mali , Lokesh Kumar Agarwal , Pooja Kumawat , Pooja Vyas , Rashmy Nair , Tarun Kumar , Poonam Khandelwal\",\"doi\":\"10.1080/00397911.2024.2333014\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The main objective of the present work is to synthesize and identify the potential breast cancer medication of 2-aryl quinoxaline derivatives via <em>in silico</em> investigations. Synthesis of 2-aryl quinoxaline derivatives have been achieved <em>via</em> the reaction of 3-aroylmethylene-2H-indol-2-ones <strong>1</strong> with various 1,2-diamines. Good yields were obtained at 60 °C in methanol by using graphene oxide (GO) as catalyst, however, the regio selectivity in case of unsymmetrically substituted diamines were low to moderated. This is the first report of the oxidative cleavage of C = C bond during the course of the reaction. Molecular docking study of these synthesized compounds were employed to calculate the binding affinity with human epidermal growth factor receptor 2 (HER2). 6-Bromo-3-phenylpyrido[2,3-b]pyrazine <strong>3k</strong> showed highest binding energy of −7.70 kcal/mol depicting the potential inhibitor of HER2 receptor protein. However, this study needs to be supported by <em>in vitro</em> and <em>in vivo</em> studies.</p></div>\",\"PeriodicalId\":22119,\"journal\":{\"name\":\"Synthetic Communications\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2024-04-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthetic Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0039791124000249\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791124000249","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis of 2-aryl quinoxaline derivatives and their in silico investigation for breast cancer medication
The main objective of the present work is to synthesize and identify the potential breast cancer medication of 2-aryl quinoxaline derivatives via in silico investigations. Synthesis of 2-aryl quinoxaline derivatives have been achieved via the reaction of 3-aroylmethylene-2H-indol-2-ones 1 with various 1,2-diamines. Good yields were obtained at 60 °C in methanol by using graphene oxide (GO) as catalyst, however, the regio selectivity in case of unsymmetrically substituted diamines were low to moderated. This is the first report of the oxidative cleavage of C = C bond during the course of the reaction. Molecular docking study of these synthesized compounds were employed to calculate the binding affinity with human epidermal growth factor receptor 2 (HER2). 6-Bromo-3-phenylpyrido[2,3-b]pyrazine 3k showed highest binding energy of −7.70 kcal/mol depicting the potential inhibitor of HER2 receptor protein. However, this study needs to be supported by in vitro and in vivo studies.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.