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Whereas, a new series of fused polyheteronuclear systems was achieved <jats:italic>through<\/jats:italic> the reaction of DHA with active methylene compounds such as malononitrile and pyrazolone. Whereas, the treatment of DHA <jats:bold>1<\/jats:bold> with cyclic ketones involving cyclohexanone and cyclododecanone afforded annulated tricyclic system\u2005<jats:bold>6<\/jats:bold> and spiro hybrid molecule\u2005<jats:bold>7<\/jats:bold>. Also, the reaction of DHA <jats:bold>1<\/jats:bold> with cyanoacetamide derivatives\u2005<jats:bold>8<\/jats:bold> and <jats:bold>11<\/jats:bold> yielded their corresponding novel pyrano [2,3\u2010<jats:italic>b<\/jats:italic>] pyridine\u20106\u2010carbonitrile frameworks\u2005<jats:bold>9<\/jats:bold> and <jats:bold>12<\/jats:bold>, respectively. Also, <jats:italic>in\u2005silico<\/jats:italic> predictive theoretical molecular docking studies for bioactive synthesized scaffolds against both HER2 and 6BBP displayed an optimistic result for compounds <jats:bold>2\u2009b<\/jats:bold>, <jats:bold>5<\/jats:bold>, <jats:bold>9<\/jats:bold>, and <jats:bold>12<\/jats:bold> highlighting their expediency as up\u2013and\u2013coming candidates for future preclinical trials. Additionally, all compounds were assessed as antibacterial agents against various types of four candidates of bacteria in the presence of ampicillin as a reference. Notably, compounds <jats:bold>6<\/jats:bold>, <jats:bold>7<\/jats:bold>, and <jats:bold>12<\/jats:bold> showed promising antibacterial potential against <jats:italic>Bacillus subtilis<\/jats:italic> with activity indexes (69.6, 91.3, and 82.6\u2009%), respectively.<\/jats:p>","DOI":"10.1002\/cbdv.202400243","type":"journal-article","created":{"date-parts":[[2024,3,11]],"date-time":"2024-03-11T03:19:55Z","timestamp":1710127195000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Synthesis, Antimicrobial Evaluation, DFT, and Molecular Docking Studies of Pyrano [4,3\u2010<i>b<\/i>] Pyranone and Pyrano[2,3\u2010<i>b<\/i>]Pyridinone Systems"],"prefix":"10.1002","volume":"21","author":[{"given":"Eslam A.","family":"Ghaith","sequence":"first","affiliation":[{"name":"Department of Chemistry Faculty of Science Mansoura University  Mansoura 35516 Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hanafi H.","family":"Zoorob","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Science Mansoura University  Mansoura 35516 Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wafaa S.","family":"Hamama","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Science Mansoura University  Mansoura 35516 Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,4,23]]},"reference":[{"key":"e_1_2_9_1_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2023.136518"},{"key":"e_1_2_9_2_1","first-page":"6180","volume":"46","author":"Dobler D.","year":"2021","journal-title":"EurJOC."},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7RA05441F"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2013.02.086"},{"key":"e_1_2_9_5_1","unstructured":"\u00a0"},{"key":"e_1_2_9_6_2","doi-asserted-by":"publisher","DOI":"10.1039\/D3RA02371K"},{"key":"e_1_2_9_7_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.70.1625"},{"key":"e_1_2_9_8_2","doi-asserted-by":"publisher","DOI":"10.3390\/50100019"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2004.01.003"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/b109597h"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2013.08.045"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2006.11.045"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2007.11.060"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11164-016-2826-y"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.0c02564"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2019.01.017"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr040628i"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tox.2005.10.010"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cclet.2013.07.010"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2007.06.035"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1872-2067(12)60727-X"},{"key":"e_1_2_9_22_1","unstructured":"\u00a0"},{"key":"e_1_2_9_23_2","first-page":"85","volume-title":"The Friedl\u00e4nder reaction: A powerful strategy for the synthesis of heterocycles. 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