{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,2]],"date-time":"2026-10-02T00:14:53Z","timestamp":1790900093710,"version":"4.1.0"},"reference-count":33,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2022,2,24]],"date-time":"2022-02-24T00:00:00Z","timestamp":1645660800000},"content-version":"vor","delay-in-days":54,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004681","name":"Higher Education Commission, Pakistan","doi-asserted-by":"publisher","award":["6927\/NRPU\/R&D\/17"],"award-info":[{"award-number":["6927\/NRPU\/R&D\/17"]}],"id":[{"id":"10.13039\/501100004681","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004681","name":"Higher Education Commission, Pakistan","doi-asserted-by":"publisher","award":["Ph-V-MG-3\/Peridot\/R&D\/HEC\/2019"],"award-info":[{"award-number":["Ph-V-MG-3\/Peridot\/R&D\/HEC\/2019"]}],"id":[{"id":"10.13039\/501100004681","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["BioMed Research International"],"published-print":{"date-parts":[[2022,1]]},"abstract":"<jats:p>Carbonic anhydrases (CAs and EC 4.2.1.1) are the Zn<jats:sup>2+<\/jats:sup> containing enzymes which catalyze the reversible hydration of CO<jats:sub>2<\/jats:sub> to carbonate and proton. If they are not functioning properly, it would lead towards many diseases including tumor. Synthesis of hydrazide\u2010sulfonamide hybrids <jats:bold>(19-36)<\/jats:bold> was carried out by the reaction of aryl <jats:bold>(10-11)<\/jats:bold> and acyl <jats:bold>(12-13)<\/jats:bold> hydrazides with substituted sulfonyl chloride <jats:bold>(14-18)<\/jats:bold>. Final product formation was confirmed by FT\u2010IR, NMR, and EI\u2010MS. Density functional theory (DFT) calculations were performed on all the synthesized compounds to get the ground\u2010state geometries and compute NMR properties. NMR computations were in excellent agreement with the experimental NMR data. All the synthesized hydrazide\u2010sulfonamide hybrids were <jats:italic>in vitro<\/jats:italic> evaluated against CA II, CA IX, and CA XII isozymes for their carbonic anhydrase inhibition activities. Among the entire series, only compounds <jats:bold>22<\/jats:bold>, <jats:bold>32<\/jats:bold>, and <jats:bold>36<\/jats:bold> were highly selective inhibitors of <jats:italic>h<\/jats:italic>CA IX and did not inhibit <jats:italic>h<\/jats:italic>CA XII. To investigate the binding affinity of these compounds, molecular docking studies of compounds <jats:bold>32<\/jats:bold> and <jats:bold>36<\/jats:bold> were carried out against both <jats:italic>h<\/jats:italic>CA IX and <jats:italic>h<\/jats:italic>CA XII. By using BioSolveIT\u2019s SeeSAR software, further studies to provide visual clues to binding affinity indicate that the structural elements that are responsible for this were also studied. The binding of these compounds with <jats:italic>h<\/jats:italic>CA IX was highly favorable (as expected) and in agreement with the experimental data.<\/jats:p>","DOI":"10.1155\/2022\/5293349","type":"journal-article","created":{"date-parts":[[2022,2,24]],"date-time":"2022-02-24T21:35:08Z","timestamp":1645738508000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Synthesis, Carbonic Anhydrase II\/IX\/XII Inhibition, DFT, and Molecular Docking Studies of Hydrazide\u2010Sulfonamide Hybrids of 4\u2010Methylsalicyl\u2010 and Acyl\u2010Substituted Hydrazide"],"prefix":"10.1155","volume":"2022","author":[{"given":"Adil","family":"Khushal","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9362-1719","authenticated-orcid":false,"given":"Amara","family":"Mumtaz","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wamda Ahmed","family":"Shadoul","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Syeda Huda Mehdi","family":"Zaidi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hummera","family":"Rafique","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Abida","family":"Munir","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aneela","family":"Maalik","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Syed Jawad Ali","family":"Shah","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ayesha","family":"Baig","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wajiha","family":"Khawaja","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mariya","family":"al-Rashida","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5170-1016","authenticated-orcid":false,"given":"Muhammad Ali","family":"Hashmi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8971-133X","authenticated-orcid":false,"given":"Jamshed","family":"Iqbal","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,2,24]]},"reference":[{"key":"e_1_2_11_1_2","doi-asserted-by":"publisher","DOI":"10.3390\/molecules23051045"},{"key":"e_1_2_11_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.111698"},{"key":"e_1_2_11_3_2","doi-asserted-by":"publisher","DOI":"10.3109\/14756366.2015.1014476"},{"key":"e_1_2_11_4_2","article-title":"Medicinal chemistry","volume":"71","author":"Koch G.","year":"2017","journal-title":"CHIMIA International Journal for Chemistry"},{"key":"e_1_2_11_5_2","doi-asserted-by":"publisher","DOI":"10.1080\/13543776.2018.1523897"},{"key":"e_1_2_11_6_2","doi-asserted-by":"publisher","DOI":"10.3109\/14756366.2015.1122001"},{"key":"e_1_2_11_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.111702"},{"key":"e_1_2_11_8_2","doi-asserted-by":"publisher","DOI":"10.25135\/acg.oc.4.16.05.418"},{"key":"e_1_2_11_9_2","doi-asserted-by":"publisher","DOI":"10.3109\/14756366.2012.757222"},{"key":"e_1_2_11_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2021.104778"},{"key":"e_1_2_11_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2014.06.003"},{"key":"e_1_2_11_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2013.04.035"},{"key":"e_1_2_11_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm300818k"},{"key":"e_1_2_11_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2020.104168"},{"key":"e_1_2_11_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2020.109507"},{"key":"e_1_2_11_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2014.03.023"},{"key":"e_1_2_11_17_2","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevLett.78.1396"},{"key":"e_1_2_11_18_2","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevLett.77.3865"},{"key":"e_1_2_11_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo3008447"},{"key":"e_1_2_11_20_2","doi-asserted-by":"publisher","DOI":"10.3109\/14756366.2013.866660"},{"key":"e_1_2_11_21_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2018.11.031"},{"key":"e_1_2_11_22_2","unstructured":"LeadIT version 2.3.2; BioSolveIT GmbH Sankt Augustin Germany 2017 http:\/\/www.biosolveit.de\/LeadIT."},{"key":"e_1_2_11_23_2","unstructured":"SeeSAR version 9.2; BioSolveIT GmbH Sankt Augustin Germany 2019 http:\/\/www.biosolveit.de\/SeeSAR."},{"key":"e_1_2_11_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cclet.2008.07.017"},{"key":"e_1_2_11_25_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.vascn.2004.08.014"},{"key":"e_1_2_11_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.pep.2017.11.009"},{"key":"e_1_2_11_27_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0076-6879(00)26058-8"},{"key":"e_1_2_11_28_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444910006554"},{"key":"e_1_2_11_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.5b01343"},{"key":"e_1_2_11_30_2","doi-asserted-by":"crossref","unstructured":"Dudutien\u0117V. Zubrien\u0117A. SmirnovA. Gylyt\u0117J. TimmD. ManakovaE. Gra\u017eulisS. andMatulisD. 4-Substituted-2 3 5 6-tetrafluorobenzenesulfonamides as inhibitors of carbonic anhydrases I II VII XII and XIII 2013 21 no. 7 2093\u20132106 https:\/\/doi.org\/10.1016\/j.bmc.2013.01.008 2-s2.0-84875224462.","DOI":"10.1016\/j.bmc.2013.01.008"},{"key":"e_1_2_11_31_2","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.1996.0477"},{"key":"e_1_2_11_32_2","doi-asserted-by":"publisher","DOI":"10.1007\/s10822-012-9626-2"},{"key":"e_1_2_11_33_2","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.200700319"}],"container-title":["BioMed Research International"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/downloads.hindawi.com\/journals\/bmri\/2022\/5293349.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/downloads.hindawi.com\/journals\/bmri\/2022\/5293349.xml","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1155\/2022\/5293349","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,12,31]],"date-time":"2024-12-31T20:16:34Z","timestamp":1735676194000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1155\/2022\/5293349"}},"subtitle":[],"editor":[{"given":"Nahide Gulsah","family":"Deniz","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"editor"}]}],"short-title":[],"issued":{"date-parts":[[2022,1]]},"references-count":33,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2022,1]]}},"alternative-id":["10.1155\/2022\/5293349"],"URL":"https:\/\/doi.org\/10.1155\/2022\/5293349","archive":["Portico"],"relation":{},"ISSN":["2314-6133","2314-6141"],"issn-type":[{"value":"2314-6133","type":"print"},{"value":"2314-6141","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,1]]},"assertion":[{"value":"2021-09-01","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-01-04","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-02-24","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"5293349"}}