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Synthesis of novel heterocyclic compounds containing pyrimidine nucleus using the Biginelli reaction: Antiproliferative activity and docking studiesÇağlar Yavuz, SevtapAkkoç, SenemTürkmenoğlu, BurçinSarıpınar, Emin2 [2 [(2 chloro 6 fluorophenyl)methylidene] hydrazino] 4 hydroxy 6 phenylpyrimidine 5 carbonitrile2 [2 [(2,4 dimethoxyphenyl)methylidene]hydrazino] 4 hydroxy 6 phenyl 1,6 dihydropyrimidine 5 carbonitrile4 hydroxy 2 [2 [1 (4 methoxyphenyl)ethylidene] hydrazino] 6 phenylpyrimidine 5 carbonitrile4 hydroxy 6 (4 methylphenyl) 2 [2 [(4 methyl phenyl) methylidene]hydrazino]pyrimidine 5 carbonitrile4 hydroxy 6 phenyl 2 [2 (1 phenylethylidene) hydrazino]pyrimidine 5 carbonitrileheterocyclic compoundn [[4 [(5 cyano 4 hydroxy 6 phenylpyrimidin 2 yl) hydrazono]methyl]phenyl]acetamidepyrimidine derivativeunclassified drugantiproliferative activityArticleBiginelli reactioncontrolled studycytotoxicityDLD-1 cell linedrug synthesishumanhuman cellIC50MDA-MB-231 cell linemolecular dockingIn a single reaction step, pyrimidine derivatives (4a-p) were synthesized from the triple reaction of aromatic aldehydes (1), ethyl cyanoacetate (2), and some guanyl hydrazone derivatives (3a-n). These compounds were tested as in vitro against two types of cancerous cell lines, namely, a human colon cancerous cell line (DLD-1) and a human breast cancerous cell line (MDA-MB-231). According to the obtained results, nearly all the compounds have cytotoxic activity in the tested cell lines. Especially, the compounds 4j, 4k, and 4n had a significant effect against DLD-1. Furthermore, compounds 4g, 4m, and 4o exhibited lower IC50 values compared to other synthesized compounds against MDA-MB-231. We hope that these compounds can be improved as anticancer agents in the future. Molecular docking was performed according to both topoisomerase I and N-acetyltransferase 1 proteins to examine theoretically the binding mode and site of pyrimidine compounds having the best activity. © 2020 Wiley Periodicals, Inc.HeteroCorporation2020Articlehttps://rdlopen.rawdatalibrary.net/r/ebyu/13890https://doi.org/10.1002/jhet.39780022-152XenJournal of Heterocyclic Chemistryinfo:eu-repo/semantics/openAccessinfo:eu-repo/semantics/articlehttps://ebyu-rdlopen.rawdatalibrary.net/tr/items/ebyu/13890