Heterocyclic periphery in the design of carbonic anhydrase inhibitors: 1,2,4-Oxadiazol-5-yl benzenesulfonamides as potent and selective inhibitors of cytosolic hCA II and membrane-bound hCA IX isoforms.
Тип публикации: Journal Article
Дата публикации: 2018-02-01
scimago Q1
wos Q1
БС1
SJR: 0.786
CiteScore: 8.3
Impact factor: 4.7
ISSN: 00452068, 10902120
PubMed ID:
29153590
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Краткое описание
A series of novel aromatic primary sulfonamides decorated with diversely substituted 1,2,4-oxadiazole periphery groups has been prepared using a parallel chemistry approach. The compounds displayed a potent inhibition of cytosolic hCA II and membrane-bound hCA IX isoforms. Due to a different cellular localization of the two target enzymes, the compounds can be viewed as selective inhibition tools for either isoform, depending on the cellular permeability profile. The SAR findings revealed in this study has been well rationalized by docking simulation of the key compounds against the crystal structures of the relevant hCA isoforms.
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Krasavin M. et al. Heterocyclic periphery in the design of carbonic anhydrase inhibitors: 1,2,4-Oxadiazol-5-yl benzenesulfonamides as potent and selective inhibitors of cytosolic hCA II and membrane-bound hCA IX isoforms. // Bioorganic Chemistry. 2018. Vol. 76. pp. 88-97.
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Krasavin M., Shetnev A., Sharonova T., Baykov S. V., Kalinin S., Angeli A., Supuran C. T., Tuccinardi T. Heterocyclic periphery in the design of carbonic anhydrase inhibitors: 1,2,4-Oxadiazol-5-yl benzenesulfonamides as potent and selective inhibitors of cytosolic hCA II and membrane-bound hCA IX isoforms. // Bioorganic Chemistry. 2018. Vol. 76. pp. 88-97.
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TY - JOUR
DO - 10.1016/j.bioorg.2017.10.005
UR - https://doi.org/10.1016/j.bioorg.2017.10.005
TI - Heterocyclic periphery in the design of carbonic anhydrase inhibitors: 1,2,4-Oxadiazol-5-yl benzenesulfonamides as potent and selective inhibitors of cytosolic hCA II and membrane-bound hCA IX isoforms.
T2 - Bioorganic Chemistry
AU - Krasavin, Mikhail
AU - Shetnev, Anton
AU - Sharonova, Tatyana
AU - Baykov, Sergey V
AU - Kalinin, Stanislav
AU - Angeli, Andrea
AU - Supuran, Claudiu T
AU - Tuccinardi, Tiziano
PY - 2018
DA - 2018/02/01
PB - Elsevier
SP - 88-97
VL - 76
PMID - 29153590
SN - 0045-2068
SN - 1090-2120
ER -
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@article{2018_Krasavin,
author = {Mikhail Krasavin and Anton Shetnev and Tatyana Sharonova and Sergey V Baykov and Stanislav Kalinin and Andrea Angeli and Claudiu T Supuran and Tiziano Tuccinardi},
title = {Heterocyclic periphery in the design of carbonic anhydrase inhibitors: 1,2,4-Oxadiazol-5-yl benzenesulfonamides as potent and selective inhibitors of cytosolic hCA II and membrane-bound hCA IX isoforms.},
journal = {Bioorganic Chemistry},
year = {2018},
volume = {76},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/j.bioorg.2017.10.005},
pages = {88--97},
doi = {10.1016/j.bioorg.2017.10.005}
}