Published January 1, 2021 | Version v1
Journal article Open

Handling drug-target selectivity: A study on ureido containing Carbonic Anhydrase inhibitors

  • 1. Ege Univ, Fac Pharm, Dept Pharmaceut Chem, TR-35100 Izmir, Turkey
  • 2. Univ Florida, Coll Med, Dept Biochem & Mol Biol, Gainesville, FL 32610 USA
  • 3. Univ Firenze, NEUROFARBA Dept, Sez Sci Farmaceut & Nutraceut, Via Ugo Schiff 6, I-50019 Florence, Italy

Description

Here we report the synthesis of a series of taurine substituted sulfonamide derivatives 1-29 having the ureido moiety installed at the tail section as selective inhibitors of the tumor associated human (h) Carbonic Anhydrase (CA; EC 4.2.1.1) IX and XII. The series was deeply investigated for their kinetic features which demonstrated a strong dependence on the ureido moiety. High resolution X-ray crystallographic investigation on selected ligand adducts complexed with hCA II and hCA IX-mimic revealed a strong correlation between the ureido moiety and the amino acid residues Q92 and Q67 in both the hCA II and hCA IX-mimic, contributing to highly stabilized ligand-protein complex. (C) 2020 Elsevier Masson SAS. All rights reserved.

Files

bib-aecf61c5-722c-498e-958e-db52e3df11e7.txt

Files (250 Bytes)

Name Size Download all
md5:1aaecbb4ed4654e015e6b9641421e478
250 Bytes Preview Download