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It plays a role in regulation of tumor pH and promotes thus tumor cell survival and occurrence of metastases. Here, derivatives of the cobalt bis(dicarbollide)(1\u2010) anion are reported that are based on substitution at the carbon sites of the polyhedra by two alkylsulfonamide groups differing in the length of the aliphatic connector (from C1 to C4, <jats:italic>n<\/jats:italic>=1\u20104), which were prepared by cobalt insertion into the 7\u2010sulfonamidoalkyl\u20107,8\u2010dicarba\u2010<jats:italic>nido<\/jats:italic>\u2010undecaborate ions. Pure <jats:italic>meso\u2010<\/jats:italic> and <jats:italic>rac<\/jats:italic>\u2010diastereoisomeric forms were isolated. The series is complemented with monosubstituted species (<jats:italic>n<\/jats:italic>=2). Synthesis by a direct method furnished similar derivatives (<jats:italic>n<\/jats:italic>=2, 3), which are chlorinated at the B(8,8\u2019) boron sites. All compounds inhibited CAIX with subnanomolar inhibition constants and showed high selectivity for CAIX. The best inhibitory properties were observed for the compound with <jats:italic>n<\/jats:italic>= 3 and two substituents present in <jats:italic>rac<\/jats:italic>\u2010arrangement with <jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub>=20\u2005pM and a selectivity index of 668. X\u2010ray crystallography was used to study interactions of these compounds with the active site of CAIX on the structural level.<\/jats:p>","DOI":"10.1002\/cplu.202000574","type":"journal-article","created":{"date-parts":[[2020,8,27]],"date-time":"2020-08-27T12:41:13Z","timestamp":1598532073000},"page":"352-363","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":16,"title":["Cobalt Bis(dicarbollide) Alkylsulfonamides: Potent and Highly Selective Inhibitors of Tumor Specific Carbonic Anhydrase IX"],"prefix":"10.1002","volume":"86","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2595-9125","authenticated-orcid":false,"given":"Bohum\u00edr","family":"Gr\u00fcner","sequence":"first","affiliation":[{"name":"Department of Synthesis Institute of Inorganic Chemistry of the Czech Academy of Sciences  250 68 \u0158e\u017e Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael","family":"Kugler","sequence":"additional","affiliation":[{"name":"Institute of Molecular Genetics of the Czech Academy of Sciences  V\u00edde\u0148sk\u00e1 1083 142 20 Prague 4 Czech Republic"},{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Flemingovo n\u00e1m. 2, 166 10 Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Suzan","family":"El Anwar","sequence":"additional","affiliation":[{"name":"Department of Synthesis Institute of Inorganic Chemistry of the Czech Academy of Sciences  250 68 \u0158e\u017e Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Josef","family":"Holub","sequence":"additional","affiliation":[{"name":"Department of Synthesis Institute of Inorganic Chemistry of the Czech Academy of Sciences  250 68 \u0158e\u017e Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jan","family":"Nekvinda","sequence":"additional","affiliation":[{"name":"Department of Synthesis Institute of Inorganic Chemistry of the Czech Academy of Sciences  250 68 \u0158e\u017e Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dmytro","family":"Bavol","sequence":"additional","affiliation":[{"name":"Department of Synthesis Institute of Inorganic Chemistry of the Czech Academy of Sciences  250 68 \u0158e\u017e Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zde\u0148ka","family":"R\u016f\u017ei\u010dkov\u00e1","sequence":"additional","affiliation":[{"name":"Department of General and Inorganic Chemistry Faculty of Chemical Technology University of Pardubice  Studentsk\u00e1 573 532 10 Pardubice Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kl\u00e1ra","family":"Posp\u00ed\u0161ilov\u00e1","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Flemingovo n\u00e1m. 2, 166 10 Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Milan","family":"F\u00e1bry","sequence":"additional","affiliation":[{"name":"Institute of Molecular Genetics of the Czech Academy of Sciences  V\u00edde\u0148sk\u00e1 1083 142 20 Prague 4 Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vlastimil","family":"Kr\u00e1l","sequence":"additional","affiliation":[{"name":"Institute of Molecular Genetics of the Czech Academy of Sciences  V\u00edde\u0148sk\u00e1 1083 142 20 Prague 4 Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ji\u0159\u00ed","family":"Brynda","sequence":"additional","affiliation":[{"name":"Institute of Molecular Genetics of the Czech Academy of Sciences  V\u00edde\u0148sk\u00e1 1083 142 20 Prague 4 Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pavl\u00edna","family":"\u0158ez\u00e1\u010dov\u00e1","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Flemingovo n\u00e1m. 2, 166 10 Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,9,21]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1124\/jpet.110.167270"},{"key":"e_1_2_7_2_1","unstructured":"\u00a0"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00383-015-3831-8"},{"key":"e_1_2_7_4_2","volume":"72","author":"Lock F. 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