TY  - JOUR
AU  - Dudutienė, Virginija
AU  - Zubrienė, Asta
AU  - Smirnov, Alexey
AU  - Gylytė, Joana
AU  - Timm, David
AU  - Manakova, Elena
AU  - Gražulis, Saulius
AU  - Matulis, Daumantas
TI  - 4-Substituted-2,3,5,6-tetrafluorobenzenesulfonamides as inhibitors of carbonic anhydrases I, II, VII, XII, and XIII
JO  - Bioorganic & medicinal chemistry
VL  - 21
IS  - 7
SN  - 0968-0896
CY  - Amsterdam [u.a.]
PB  - Elsevier
M1  - DESY-2014-01384
SP  - 2093 - 2106
PY  - 2013
N1  - © Elsevier Ltd. ; Post referee fulltext in progress; Embargo 12 months from publication
AB  - A series of 4-substituted-2,3,5,6-tetrafluorobenezenesulfonamides were synthesized and their binding potencies as inhibitors of recombinant human carbonic anhydrase isozymes I, II, VII, XII, and XIII were determined by the thermal shift assay, isothermal titration calorimetry, and stop-flow CO2 hydration assay. All fluorinated benzenesulfonamides exhibited nanomolar binding potency toward tested CAs and fluorinated benzenesulfonamides posessed higher binding potency than non-fluorinated compounds. The crystal structures of 4-[(4,6-dimethylpyrimidin-2-yl)thio]-2,3,5,6-tetrafluorobenzenesulfonamide in complex with CA II and CA XII, and 2,3,5,6-tetrafluoro-4-[(2-hydroxyethyl)sulfonyl]benzenesulfonamide in complex with CA XIII were determined. The observed dissociation constants for several fluorinated compounds reached subnanomolar range for CA I isozyme. The affinity and the selectivity of the compounds towards tested isozymes are presented.
LB  - PUB:(DE-HGF)16
UR  - <Go to ISI:>//WOS:000316770300052
C6  - pmid:23394791
DO  - DOI:10.1016/j.bmc.2013.01.008
UR  - https://bib-pubdb1.desy.de/record/166502
ER  -