{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T04:57:19Z","timestamp":1787029039410,"version":"build-2736575974"},"reference-count":31,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2019,4,4]],"date-time":"2019-04-04T00:00:00Z","timestamp":1554336000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Deanship of Scientific Research at King Saud University","award":["RGP-044"],"award-info":[{"award-number":["RGP-044"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>An efficient and practical method for the synthesis of 2,6-diaryl-4-oxo-N,N\u2032-di(pyridin-2-yl)cyclohexane-1,1-dicarboxamide is described in this present study, which occurs through a double Michael addition reaction between diamide and various dibenzalacetones. The reaction was carried out in dichloromethane (DCM) in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The anticancer activities of the synthesized compounds were evaluated in several cancer cell lines, including MCF-7, MDA-MB-231, SAS, PC-3, HCT-116, HuH-7 and HepG2 cells. From these experiments, we determined that MDA-MB-231 was the most sensitive cancer cell line to the compounds 3c, 3e, 3d, 3j and 3l, which exhibited variable anticancer activities (3l [IC50 = 5 \u00b1 0.25 \u00b5M] &gt; 3e [IC50 = 5 \u00b1 0.5 \u00b5M] &gt; 3c [IC50 = 7 \u00b1 1.12 \u00b5M] &gt; 3d [IC50 = 18 \u00b1 0.87 \u00b5M] &gt; 3j [IC50 = 45 \u00b1 3 \u00b5M]). Of these, 3l (substituted p-trifluoromethylphenyl and chloropyridine) showed good potency (IC50 = 6 \u00b1 0.78 \u00b5M) against HCT-116 colorectal cancer cells and exhibited high toxicity against HuH-7 liver cancer cells (IC50 = 4.5 \u00b1 0.3 \u00b5M). These values were three times higher than the values reported for cisplatin (IC50 of 8 \u00b1 0.76 and 14.7 \u00b1 0.5 \u00b5M against HCT-116 and HuH-7 cells, respectively). The highest \u03b1-glucosidase inhibitory activity was detected for the 3d, 3i and 3j compounds. The details of the binding mode of the active compounds were clarified by molecular docking studies.<\/jats:p>","DOI":"10.3390\/molecules24071332","type":"journal-article","created":{"date-parts":[[2019,4,4]],"date-time":"2019-04-04T11:31:57Z","timestamp":1554377517000},"page":"1332","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Synthesis of Pyridine-Dicarboxamide-Cyclohexanone Derivatives: Anticancer and \u03b1-Glucosidase Inhibitory Activities and In Silico Study"],"prefix":"10.3390","volume":"24","author":[{"given":"Abdullah Mohammed","family":"Al-Majid","sequence":"first","affiliation":[{"name":"Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4612-5875","authenticated-orcid":false,"given":"Mohammad Shahidul","family":"Islam","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Saleh","family":"Atef","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4572-2061","authenticated-orcid":false,"given":"Fardous F.","family":"El-Senduny","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Mansura University, Mansura 35516, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7230-3105","authenticated-orcid":false,"given":"Farid A.","family":"Badria","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4332-6345","authenticated-orcid":false,"given":"Yaseen A. M. M.","family":"Elshaier","sequence":"additional","affiliation":[{"name":"Department of Organic and Medicinal chemistry, Faculty of Pharmacy, University of Sadat City, Menofia 32958, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"M.","family":"Ali","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7885-3201","authenticated-orcid":false,"given":"Assem","family":"Barakat","sequence":"additional","affiliation":[{"name":"Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia"},{"name":"Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5807-5625","authenticated-orcid":false,"given":"A. F. M.","family":"Motiur Rahman","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2019,4,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"789","DOI":"10.1016\/j.ejmech.2013.10.037","article-title":"New aminopyrimidine derivatives as inhibitors of the TAM family","volume":"70","author":"Cavagnino","year":"2013","journal-title":"Eur. J. Med. 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