Chemical Biology and Drug Design, volume 100, issue 6, pages 1017-1024
Antiaggregant effects of (1,2,5-oxadiazolyl)azasydnone ring assemblies as novel antiplatelet agents
Publication type: Journal Article
Publication date: 2021-07-18
Journal:
Chemical Biology and Drug Design
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor: 3
ISSN: 17470277
Organic Chemistry
Drug Discovery
Biochemistry
Pharmacology
Molecular Medicine
Abstract
A series of biheterocyclic assemblies comprising of 1,2,5‐oxadiazole and azasydnone scaffolds were synthesized and biologically evaluated as novel nitric oxide (NO)‐donor and antiplatelet agents. Depending on functional substituents at the biheterocyclic core, all studied compounds demonstrated good NO‐donor profiles releasing NO in a wide range of concentrations (19.2%–195.1%) according to a Griess assay. (1,2,5‐Oxadiazolyl)azasydnones showed excellent antiplatelet activity in the case of ADP and adrenaline used as inducers completely suppressing the aggregate formation even at the lowest test concentration of 0.0375 μmol/ml, which is a rather unique feature. Moreover, studied biheterocycles possess a selective mechanism of inhibition of platelet aggregation mediated only by ADP and adrenaline, which are considered to be the main inducers causing thrombus formation. In addition, (1,2,5‐oxadiazolyl)azasydnones were found to be completely non‐toxic to hybrid endothelial cells EaHy 926. Studies of hydrolytic degradation of the synthesized compounds afforded benzoic acid as a sole detectable decomposition product, which is considered advantageous in drug design. Therefore, (1,2,5‐oxadiazolyl)azasydnones represent a novel class of promising drug candidates with improved antiplatelet profile and reduced toxicity enabling their huge potential in medicinal chemistry and drug design.
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Citations by publishers
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Springer Nature
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2 publications, 25%
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1 publication, 12.5%
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1 publication, 12.5%
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- We do not take into account publications that without a DOI.
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Zhilin E. S. et al. Antiaggregant effects of (1,2,5-oxadiazolyl)azasydnone ring assemblies as novel antiplatelet agents // Chemical Biology and Drug Design. 2021. Vol. 100. No. 6. pp. 1017-1024.
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Zhilin E. S., Ustyuzhanina N. E., Fershtat L. L., Nifantiev N. E., Makhova N. N. Antiaggregant effects of (1,2,5-oxadiazolyl)azasydnone ring assemblies as novel antiplatelet agents // Chemical Biology and Drug Design. 2021. Vol. 100. No. 6. pp. 1017-1024.
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TY - JOUR
DO - 10.1111/cbdd.13918
UR - https://doi.org/10.1111%2Fcbdd.13918
TI - Antiaggregant effects of (1,2,5-oxadiazolyl)azasydnone ring assemblies as novel antiplatelet agents
T2 - Chemical Biology and Drug Design
AU - Zhilin, Egor S
AU - Ustyuzhanina, Nadezhda E
AU - Fershtat, Leonid L.
AU - Nifantiev, Nikolay E.
AU - Makhova, Nina N.
PY - 2021
DA - 2021/07/18 00:00:00
PB - Wiley
SP - 1017-1024
IS - 6
VL - 100
SN - 1747-0277
ER -
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@article{2021_Zhilin,
author = {Egor S Zhilin and Nadezhda E Ustyuzhanina and Leonid L. Fershtat and Nikolay E. Nifantiev and Nina N. Makhova},
title = {Antiaggregant effects of (1,2,5-oxadiazolyl)azasydnone ring assemblies as novel antiplatelet agents},
journal = {Chemical Biology and Drug Design},
year = {2021},
volume = {100},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1111%2Fcbdd.13918},
number = {6},
pages = {1017--1024},
doi = {10.1111/cbdd.13918}
}
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MLA
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Zhilin, Egor S., et al. “Antiaggregant effects of (1,2,5-oxadiazolyl)azasydnone ring assemblies as novel antiplatelet agents.” Chemical Biology and Drug Design, vol. 100, no. 6, Jul. 2021, pp. 1017-1024. https://doi.org/10.1111%2Fcbdd.13918.