A. A. Harutyunyan, S. G. Israelyan, M. S. Safaryan, A. S. Sumbatyan, L. E. Nersesyan, A. S. Aharonyan, I. S. Danielyan, R. E. Muradyan, A. S. Sargsyan, A. A. Hambardzumyan, H. A. Panosyan
{"title":"芳香族和氮基功能化苯并[4 ',5 ']咪唑[2 ',1 ':6,1]吡啶[2,3-d]嘧啶的合成、分子对接研究及对肿瘤DNA甲基化的影响","authors":"A. A. Harutyunyan, S. G. Israelyan, M. S. Safaryan, A. S. Sumbatyan, L. E. Nersesyan, A. S. Aharonyan, I. S. Danielyan, R. E. Muradyan, A. S. Sargsyan, A. A. Hambardzumyan, H. A. Panosyan","doi":"10.1134/S1070428024100051","DOIUrl":null,"url":null,"abstract":"<p>6-Benzyl-4-styrylbenzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-<i>d</i>]pyrimidines and their conjugates with uracil, 5-fluorouracil, and 6-azauracile were synthesized. In addition to the previous findings, it was found that the reaction of 4-methyl-2-phenyl-5,6-dihydrobenzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-<i>d</i>]pyrimidine with aromatic aldehydes in acetic anhydride, depending on the nucleophilicity of the aldehyde carbonyl group, involved both C<sup>6</sup>H<sub>2</sub> methylene group at the α-position with respect to the benzimidazole fragment and the 4-methyl group. The results of molecular docking study of the synthesized compounds and their effect on the methylation of tumor DNA are presented.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 10","pages":"1909 - 1920"},"PeriodicalIF":0.8000,"publicationDate":"2024-12-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis, Molecular Docking Study, and Effect on the Methylation of Tumor DNA of Benzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-d]pyrimidines Functionalized by Aromatic Groups and Azines\",\"authors\":\"A. A. Harutyunyan, S. G. Israelyan, M. S. Safaryan, A. S. Sumbatyan, L. E. Nersesyan, A. S. Aharonyan, I. S. Danielyan, R. E. Muradyan, A. S. Sargsyan, A. A. Hambardzumyan, H. A. Panosyan\",\"doi\":\"10.1134/S1070428024100051\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>6-Benzyl-4-styrylbenzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-<i>d</i>]pyrimidines and their conjugates with uracil, 5-fluorouracil, and 6-azauracile were synthesized. In addition to the previous findings, it was found that the reaction of 4-methyl-2-phenyl-5,6-dihydrobenzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-<i>d</i>]pyrimidine with aromatic aldehydes in acetic anhydride, depending on the nucleophilicity of the aldehyde carbonyl group, involved both C<sup>6</sup>H<sub>2</sub> methylene group at the α-position with respect to the benzimidazole fragment and the 4-methyl group. The results of molecular docking study of the synthesized compounds and their effect on the methylation of tumor DNA are presented.</p>\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":\"60 10\",\"pages\":\"1909 - 1920\"},\"PeriodicalIF\":0.8000,\"publicationDate\":\"2024-12-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S1070428024100051\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428024100051","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis, Molecular Docking Study, and Effect on the Methylation of Tumor DNA of Benzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-d]pyrimidines Functionalized by Aromatic Groups and Azines
6-Benzyl-4-styrylbenzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-d]pyrimidines and their conjugates with uracil, 5-fluorouracil, and 6-azauracile were synthesized. In addition to the previous findings, it was found that the reaction of 4-methyl-2-phenyl-5,6-dihydrobenzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-d]pyrimidine with aromatic aldehydes in acetic anhydride, depending on the nucleophilicity of the aldehyde carbonyl group, involved both C6H2 methylene group at the α-position with respect to the benzimidazole fragment and the 4-methyl group. The results of molecular docking study of the synthesized compounds and their effect on the methylation of tumor DNA are presented.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.