Indanesulfonamides as carbonic anhydrase inhibitors. Toward structure-based design of selective inhibitors of the tumor-associated isozyme CA IX

Journal of Medicinal Chemistry
Anne ThiryBernard Masereel

Abstract

Carbonic anhydrases are ubiquitous metalloenzymes which are involved in fundamental processes (i.e., acid-base regulation, respiration, calcification, etc.). The carbonic anhydrase isozyme IX becomes an interesting pharmacological target due to its overexpression in cancer and its absence in normal tissue. Therefore, several indanesulfonamides were synthesized and tested for their inhibition both against the human CA IX and against two other biologically relevant isozymes (CA I and II). Structure-activity relationships are discussed and point out different compounds for its selectivity and activity against CA IX. To establish preliminary hypothesis for the design of new isozyme-selective CA IX inhibitors, we conducted molecular modeling. We describe here the first human CA IX model built by homology with another CA isozyme already crystallized. Docking studies were performed to explore the binding mode of our indanesulfonamide derivatives.

References

Apr 1, 1992·Virology·S PastorekováJ Závada
May 8, 1993·International Journal of Cancer. Journal International Du Cancer·J ZávadaV Zelník
Jan 1, 1997·British Journal of Cancer·V Vukovic, I F Tannock
Sep 1, 1997·Nucleic Acids Research·S F AltschulD J Lipman
Oct 15, 1998·Proceedings of the National Academy of Sciences of the United States of America·S V IvanovM I Lerman
Jan 19, 2000·Molecular Medicine Today·M StubbsC L Bashford
May 23, 2000·Nature·G HelmlingerR K Jain
Mar 28, 2001·EXS·T A HentunenH K Väänänen
Aug 9, 2001·Proceedings of the National Academy of Sciences of the United States of America·D A WhittingtonD W Christianson
Jan 11, 2002·Journal of Medicinal Chemistry·Bernard MasereelClaudiu T Supuran
Sep 10, 2002·Bioinformatics·Christophe LambertEric Depiereux
Feb 20, 2004·Journal of Medicinal Chemistry·Daniela VulloClaudiu T Supuran
Oct 27, 2004·Bioorganic & Medicinal Chemistry Letters·Celine ChazaletteClaudiu T Supuran

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Citations

Jul 31, 2007·Cancer Immunology, Immunotherapy : CII·Valeska HofmeisterJürgen C Becker
Jan 3, 2008·Nature Reviews. Drug Discovery·Claudiu T Supuran
Jun 17, 2011·Radiotherapy and Oncology : Journal of the European Society for Therapeutic Radiology and Oncology·Ludwig DuboisPhilippe Lambin
Sep 26, 2006·Trends in Pharmacological Sciences·Anne ThiryClaudiu T Supuran
Jun 1, 2017·Archives of Physiology and Biochemistry·Özcan GüleçOktay Arslan
Dec 23, 2008·Bioorganic & Medicinal Chemistry·Anne ThiryBernard Masereel
Sep 21, 2007·Medicinal Research Reviews·Jean-Yves WinumClaudiu Supuran
Dec 29, 2007·ChemMedChem·Katia D'AmbrosioGiuseppina De Simone
Jul 14, 2012·Expert Opinion on Therapeutic Patents·Mayank Aggarwal, Robert McKenna
Oct 24, 2007·Journal of Chemical Information and Modeling·Tiziano TuccinardiAdriano Martinelli
Mar 20, 2008·Journal of Medicinal Chemistry·Anne ThiryJean-Michel Dogné
Sep 13, 2021·Chemistry, an Asian Journal·Sambasivarao KothaNageswara Rao Panguluri

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