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However, the attempt to create 3-amino-1-aryl-1\n                    <jats:italic>H<\/jats:italic>\n                    -benzo[\n                    <jats:italic>f<\/jats:italic>\n                    ]chromene-2,8-dicarbonitrile (\n                    <jats:bold>6a, d, e<\/jats:bold>\n                    ) was unsuccessful when 6-cyanonaphthalen-2-ol (\n                    <jats:bold>5<\/jats:bold>\n                    ) was stirred at room temperature, reflux, Microwave irradiation, or Ultrasonic irradiation. In addition, the target molecules were screened against\n                    <jats:italic>Staphylococcus aureus (MRSA)<\/jats:italic>\n                    ,\n                    <jats:italic>Staphylococcus aureus<\/jats:italic>\n                    ,\n                    <jats:italic>Bacillus subtilis, Bacillus cereus, Escherichia coli<\/jats:italic>\n                    and\n                    <jats:italic>Klebsiella pneumonia,<\/jats:italic>\n                    as well as a panel of three human cancer cells lines such as MCF-7, HCT-116, HepG-2 and two normal cell lines HFL-1 and WI-38. The obtained results confirmed that the pyran derivatives (\n                    <jats:bold>4\u00a0m, i, k<\/jats:bold>\n                    ) which have a double chlorine at 3,4\/2,3\/2,5-positions, a single halogen atom 3-Cl\/4-Br (\n                    <jats:bold>4c, e<\/jats:bold>\n                    ) and a double bromine at 3,5-positions with a single methoxy group at 2-position (\n                    <jats:bold>4n<\/jats:bold>\n                    ), of phenyl ring, and, to a lesser extent, other pyran derivatives with monoihalogenated (\n                    <jats:bold>4a, b, d, f<\/jats:bold>\n                    ), dihalogenated (\n                    <jats:bold>4\u00a0g, h, j, l<\/jats:bold>\n                    ) or trisubstituent phenyl ring (\n                    <jats:bold>4o, p, q<\/jats:bold>\n                    ). Furthermore, compounds\n                    <jats:bold>4b-e, g, i, j, m,<\/jats:bold>\n                    and\n                    <jats:bold>n<\/jats:bold>\n                    showed negligible activity against the two normal cell lines, HFL-1 and WI-38. Moreover, compound\n                    <jats:bold>4\u00a0g<\/jats:bold>\n                    exhibited the strongest antimicrobial activity among the other pyran derivatives (\n                    <jats:bold>4a-f, g-q<\/jats:bold>\n                    ) when compared to Ciprofloxacin. The MIC was assessed and screened for compound\n                    <jats:bold>4\u00a0g<\/jats:bold>\n                    , revealing bactericidal effects. Lastly, SAR and molecular docking were studied.\n                  <\/jats:p>","DOI":"10.1038\/s41598-024-59193-2","type":"journal-article","created":{"date-parts":[[2024,4,29]],"date-time":"2024-04-29T15:02:13Z","timestamp":1714402933000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":39,"title":["Targeted potent antimicrobial and antitumor oxygen-heterocyclic-based pyran analogues: synthesis and computational studies"],"prefix":"10.1038","volume":"14","author":[{"given":"Ashraf H. F. 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