{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,29]],"date-time":"2026-04-29T04:12:38Z","timestamp":1777435958879,"version":"3.51.4"},"reference-count":27,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2018,6,26]],"date-time":"2018-06-26T00:00:00Z","timestamp":1529971200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chem Biol Drug Des"],"published-print":{"date-parts":[[2018,9]]},"abstract":"<jats:p>A series of Amantadine\u2010based azo Schiff base dyes <jats:bold>6a\u20136e<\/jats:bold> have been synthesized and characterized by <jats:sup>1<\/jats:sup>H <jats:styled-content style=\"fixed-case\">NMR<\/jats:styled-content> and <jats:sup>13<\/jats:sup>C <jats:styled-content style=\"fixed-case\">NMR<\/jats:styled-content> and evaluated for their in vitro carbonic anhydrase <jats:styled-content style=\"fixed-case\">II<\/jats:styled-content> inhibition activity and antioxidant activity. All of the synthesized showed excellent carbonic inhibition. Compound <jats:bold>6b<\/jats:bold> was found to be the most potent derivative in the series, and the <jats:styled-content style=\"fixed-case\">IC<\/jats:styled-content><jats:sub>50<\/jats:sub> of <jats:bold>6b<\/jats:bold> was found to be 0.0849\u00a0\u00b1\u00a00.00245\u00a0\u03bc<jats:sc>m<\/jats:sc> (standard Acetazolamide <jats:styled-content style=\"fixed-case\">IC<\/jats:styled-content><jats:sub>50<\/jats:sub>\u00a0=\u00a00.9975\u00a0\u00b1\u00a00.049\u00a0\u03bc<jats:sc>m<\/jats:sc>). The binding interactions of the most active analogs were confirmed through molecular docking studies. Docking studies showed <jats:bold>6b<\/jats:bold> is interacting by making two hydrogen bonds w at His93 and Ser1 residues, respectively. All compounds showed a good drug score and followed Lipinski's rule. In summary, our studies have shown that these amantadine\u2010derived phenolic azo Schiff base derivatives are a new class of carbonic anhydrase <jats:styled-content style=\"fixed-case\">II<\/jats:styled-content> inhibitors.<\/jats:p>","DOI":"10.1111\/cbdd.13335","type":"journal-article","created":{"date-parts":[[2018,5,17]],"date-time":"2018-05-17T06:04:45Z","timestamp":1526537085000},"page":"1692-1698","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Extending the scope of amantadine drug by incorporation of phenolic azo Schiff bases as potent selective inhibitors of carbonic anhydrase <scp>II<\/scp>, drug\u2010likeness and binding analysis"],"prefix":"10.1111","volume":"92","author":[{"given":"Pervaiz A.","family":"Channar","sequence":"first","affiliation":[{"name":"Department of Chemistry Quaid\u2010I\u2010Azam University  Islamabad Pakistan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7112-9296","authenticated-orcid":false,"given":"Aamer","family":"Saeed","sequence":"additional","affiliation":[{"name":"Department of Chemistry Quaid\u2010I\u2010Azam University  Islamabad Pakistan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Danish","family":"Shahzad","sequence":"additional","affiliation":[{"name":"Department of Chemistry Quaid\u2010I\u2010Azam University  Islamabad Pakistan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8491-5229","authenticated-orcid":false,"given":"Fayaz Ali","family":"Larik","sequence":"additional","affiliation":[{"name":"Department of Chemistry Quaid\u2010I\u2010Azam University  Islamabad Pakistan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mubashir","family":"Hassan","sequence":"additional","affiliation":[{"name":"Department of Biological Sciences College of Natural Sciences Kongju National University  Gongju, Chungnam Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hussain","family":"Raza","sequence":"additional","affiliation":[{"name":"Department of Biological Sciences College of Natural Sciences Kongju National University  Gongju, Chungnam Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Qamar","family":"Abbas","sequence":"additional","affiliation":[{"name":"Department of Physiology University of Sindh  Jamshoro Pakistan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sung\u2010Yum","family":"Seo","sequence":"additional","affiliation":[{"name":"Department of Biological Sciences College of Natural Sciences Kongju National University  Gongju, Chungnam Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2018,6,26]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1038\/nrd2467"},{"key":"e_1_2_6_3_1","first-page":"283","volume":"93","author":"Hu J.","year":"2007","journal-title":"Biophys. 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