Open Access
Journal of Enzyme Inhibition and Medicinal Chemistry, volume 38, issue 1, pages 225-238
1,2,3-Benzoxathiazine-2,2-dioxides – effective inhibitors of human carbonic anhydrases
Abdoli Morteza
2
,
Žalubovskis Raivis
1, 2
,
1
Latvian Institute of Organic Synthesis, Riga, Latvia
|
2
Faculty of Materials Science and Applied Chemistry, Institute of Technology of Organic Chemistry, Riga Technical University, Riga, Latvia
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Publication type: Journal Article
Publication date: 2022-11-13
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.6
ISSN: 14756366, 14756374
Drug Discovery
General Medicine
Pharmacology
Abstract
A series of 1,2,3-benzoxathiazine-2,2-dioxides possessing various substituents in the 5, 7, or 8 position was obtained from corresponding 2-hydroxybenzaldehydes in their reaction with sulfamoyl chloride. 5-, 7-, and 8-aryl substituted 1,2,3-benzoxathiazine-2,2-dioxides were prepared from aryl substituted 2-hydroxybenzaldehydes obtained from 3-, 4-, or 6-bromo-2-hydroxybenzaldehydes via two-step protocol. 1,2,3-Benzoxathiazine-2,2-dioxides were investigated for the inhibition of four human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, cytosolic hCA I and II and tumour-associated transmembrane hCA IX and XII. Twenty four derivatives of 1,2,3-benzoxathiazine 2,2-dioxide were obtained. Most of them act as nanomolar inhibitors of hCA IX and XII. Almost all compounds except 2d and 5a-e also express nanomolar inhibitory activity for hCA II. hCA I is poorly inhibited or not inhibited by 1,2,3-benzoxathiazine 2,2-dioxides. Some of the new derivatives exhibit promising selectivity towards CA IX/XII over hCA I, although none of the compounds are selective towards CA IX/XII over both hCA I and II.
Citations by journals
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Journal of Enzyme Inhibition and Medicinal Chemistry
2 publications, 15.38%
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1 publication, 7.69%
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1 publication, 7.69%
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1 publication, 7.69%
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Citations by publishers
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1
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Taylor & Francis
3 publications, 23.08%
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Wiley
3 publications, 23.08%
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2 publications, 15.38%
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2 publications, 15.38%
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Future Medicine
1 publication, 7.69%
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Royal Society of Chemistry (RSC)
1 publication, 7.69%
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Elsevier
1 publication, 7.69%
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Ivanova J. et al. 1,2,3-Benzoxathiazine-2,2-dioxides – effective inhibitors of human carbonic anhydrases // Journal of Enzyme Inhibition and Medicinal Chemistry. 2022. Vol. 38. No. 1. pp. 225-238.
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Ivanova J., Abdoli M., Nocentini A., Žalubovskis R., T Supuran C. 1,2,3-Benzoxathiazine-2,2-dioxides – effective inhibitors of human carbonic anhydrases // Journal of Enzyme Inhibition and Medicinal Chemistry. 2022. Vol. 38. No. 1. pp. 225-238.
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TY - JOUR
DO - 10.1080/14756366.2022.2142787
UR - https://doi.org/10.1080/14756366.2022.2142787
TI - 1,2,3-Benzoxathiazine-2,2-dioxides – effective inhibitors of human carbonic anhydrases
T2 - Journal of Enzyme Inhibition and Medicinal Chemistry
AU - Ivanova, Jekaterina
AU - Abdoli, Morteza
AU - Nocentini, Alessio
AU - Žalubovskis, Raivis
AU - T Supuran, Claudiu
PY - 2022
DA - 2022/11/13 00:00:00
PB - Taylor & Francis
SP - 225-238
IS - 1
VL - 38
SN - 1475-6366
SN - 1475-6374
ER -
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@article{2022_Ivanova,
author = {Jekaterina Ivanova and Morteza Abdoli and Alessio Nocentini and Raivis Žalubovskis and Claudiu T Supuran},
title = {1,2,3-Benzoxathiazine-2,2-dioxides – effective inhibitors of human carbonic anhydrases},
journal = {Journal of Enzyme Inhibition and Medicinal Chemistry},
year = {2022},
volume = {38},
publisher = {Taylor & Francis},
month = {nov},
url = {https://doi.org/10.1080/14756366.2022.2142787},
number = {1},
pages = {225--238},
doi = {10.1080/14756366.2022.2142787}
}
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Ivanova, Jekaterina, et al. “1,2,3-Benzoxathiazine-2,2-dioxides – effective inhibitors of human carbonic anhydrases.” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 38, no. 1, Nov. 2022, pp. 225-238. https://doi.org/10.1080/14756366.2022.2142787.
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