{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,30]],"date-time":"2026-08-30T20:21:30Z","timestamp":1788121290389,"version":"build-2803163510"},"reference-count":43,"publisher":"Wiley","issue":"11","license":[{"start":{"date-parts":[[2022,8,16]],"date-time":"2022-08-16T00:00:00Z","timestamp":1660608000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100007787","name":"National Research Centre","doi-asserted-by":"publisher","award":["12010113"],"award-info":[{"award-number":["12010113"]}],"id":[{"id":"10.13039\/100007787","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Archiv der Pharmazie"],"published-print":{"date-parts":[[2022,11]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Two new series of 2\u2010thiocyclopenta[\n                    <jats:italic>d<\/jats:italic>\n                    ]pyrimidine\u2010benzenesulfonamides\n                    <jats:bold>12a\u2013l<\/jats:bold>\n                    and 2\u2010thiotetrahydroquinazoline\u2010benzenesulfonamides\n                    <jats:bold>13a\u2013j<\/jats:bold>\n                    were synthesized and evaluated for their carbonic anhydrase (CA, EC 4.2.1.1) inhibitory acivity and cytotoxic activity. The derivatives\n                    <jats:bold>12a<\/jats:bold>\n                    and\n                    <jats:bold>12i<\/jats:bold>\n                    exerted effective inhibition against CA II with\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    \u2009=\u20090.11 and 0.15\u2009\u00b5M, while\n                    <jats:bold>12a<\/jats:bold>\n                    ,\n                    <jats:bold>12e<\/jats:bold>\n                    ,\n                    <jats:bold>12i<\/jats:bold>\n                    , and\n                    <jats:bold>13d<\/jats:bold>\n                    (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    \u2009=\u20090.083\u20130.087\u2009\u00b5M) were found to be the most potent against CA XII. In addition, higher selectivity toward CA II and CA XII over CA I and CA IX was observed for the majority of the synthesized conjugates. Analysis of the effect of the synthesized compounds on NCI cancer cell lines revealed that compounds\n                    <jats:bold>12b<\/jats:bold>\n                    and\n                    <jats:bold>13d<\/jats:bold>\n                    showed mean growth inhibitory effects of 53.59% and 49.25%, respectively. Docking of the synthesized hybrids in the CA II and CA XII binding pockets displayed the capability of the benzenesulfonamide derivatives to form, through their SO\n                    <jats:sub>2<\/jats:sub>\n                    NH\n                    <jats:sub>2<\/jats:sub>\n                    moiety, the characteristic interactions of the traditional CA inhibitors, besides additional interactions achieved by the tail with isoform\u2010specific residues in the peripheral part of the CA binding sites.\n                  <\/jats:p>","DOI":"10.1002\/ardp.202200274","type":"journal-article","created":{"date-parts":[[2022,8,16]],"date-time":"2022-08-16T12:10:52Z","timestamp":1660651852000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["Investigation of the carbonic anhydrase inhibitory activity of benzenesulfonamides incorporating substituted fused\u2010pyrimidine tails"],"prefix":"10.1002","volume":"355","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7610-8312","authenticated-orcid":false,"given":"Heba T.","family":"Abdel\u2010Mohsen","sequence":"first","affiliation":[{"name":"Chemistry of Natural and Microbial Products Department Pharmaceutical and Drug Industries Research Institute, National Research Centre  Cairo Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrea","family":"Petreni","sequence":"additional","affiliation":[{"name":"Department NEUROFARBA\u2014Pharmaceutical and Nutraceutical Section Universit\u00e0 degli Studi di Firenze, University of Firenze  Firenze Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4262-0323","authenticated-orcid":false,"given":"Claudiu T.","family":"Supuran","sequence":"additional","affiliation":[{"name":"Department NEUROFARBA\u2014Pharmaceutical and Nutraceutical Section Universit\u00e0 degli Studi di Firenze, University of Firenze  Firenze Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,8,16]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0163-7258(96)00198-2"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-12-816476-1.00001-0"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.3390\/metabo8020025"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1080\/13543776.2018.1497161"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.3109\/14756366.2015.1059333"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1126\/sciadv.abj0364"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1007\/978-94-007-7359-2_11"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.18632\/oncotarget.2882"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.7554\/eLife.35176"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1038\/modpathol.2009.189"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.3390\/cancers12071723"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.18632\/oncotarget.422"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1038\/nrd3554"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.2147\/JEP.S265620"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.3109\/14756366.2015.1122001"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.4155\/9781909453913"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.4155\/fmc.14.68"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr200176r"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1080\/17460441.2019.1651289"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm9900523"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm060967z"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2013.11.016"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr900028p"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.2174\/1568026616666160609100410"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2020.113016"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2013.06.057"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.2174\/1871520620666200627205321"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.201900271"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1080\/14756360290018602"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.7b00399"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2016.06.005"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2020.112112"},{"key":"e_1_2_7_34_1","doi-asserted-by":"publisher","DOI":"10.1080\/14756366.2020.1742117"},{"key":"e_1_2_7_35_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2016.01.001"},{"key":"e_1_2_7_36_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2020.115329"},{"key":"e_1_2_7_37_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2021.114004"},{"key":"e_1_2_7_38_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6RA28102H"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.06.063"},{"key":"e_1_2_7_40_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(18)62326-9"},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1093\/jnci\/82.13.1107"},{"key":"e_1_2_7_42_1","doi-asserted-by":"publisher","DOI":"10.1107\/S1744309109036665"},{"key":"e_1_2_7_43_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.161301298"},{"key":"e_1_2_7_44_1","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.201900089"}],"container-title":["Archiv 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