Bioorganic and Medicinal Chemistry Letters, volume 30, issue 13, pages 127236
Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists
Guangchao He
1, 2, 3
,
Song Qiao
1, 2, 3
,
Junwei Wang
1, 2, 3
,
Anhua Xu
1, 2, 3
,
Kewen PENG
1, 2, 3
,
Qihua Zhu Qihua Zhu
1, 2, 3
,
Yungen Xu
1, 2, 3
1
Jiangsu Key Laboratory of Drug Design and Optimization
2
Nanjing 210009 China
|
Publication type: Journal Article
Publication date: 2020-07-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.7
ISSN: 0960894X, 14643405
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
Aminobenzyloxyarylamide derivatives 1a-i and 2a-t were designed and synthesized as novel selective κ opioid receptor (KOR) antagonists. The benzoyl amide moiety of LY2456302 was changed into N-hydroxybenzamide and benzisoxazole-3(2H)-one to investigate whether it could increase the binding affinity or selectivity for KOR. All target compounds were evaluated in radioligand binding assays for opioid receptor binding affinity. These efforts led to the identification of compound 1c (κ Ki = 179.9 nM), which exhibited high affinity for KOR. Moreover, the selectivity of KOR over MOR and DOR increased nearly 2-fold and 7-fold, respectively, compared with (±)LY2456302.
Top-30
Citations by journals
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1
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Molecular Diversity
1 publication, 14.29%
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European Journal of Medicinal Chemistry
1 publication, 14.29%
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European Journal of Medicinal Chemistry Reports
1 publication, 14.29%
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Advances in Heterocyclic Chemistry
1 publication, 14.29%
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Journal of Molecular Neuroscience
1 publication, 14.29%
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Russian Chemical Reviews
1 publication, 14.29%
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1
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Citations by publishers
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3
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Elsevier
3 publications, 42.86%
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Springer Nature
2 publications, 28.57%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 14.29%
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1
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- We do not take into account publications without a DOI.
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- Statistics recalculated weekly.
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He G. et al. Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists // Bioorganic and Medicinal Chemistry Letters. 2020. Vol. 30. No. 13. p. 127236.
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He G., Qiao S., Wang J., Xu A., PENG K., Qihua Zhu Q. Z., Xu Y. Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists // Bioorganic and Medicinal Chemistry Letters. 2020. Vol. 30. No. 13. p. 127236.
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TY - JOUR
DO - 10.1016/j.bmcl.2020.127236
UR - https://doi.org/10.1016/j.bmcl.2020.127236
TI - Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists
T2 - Bioorganic and Medicinal Chemistry Letters
AU - He, Guangchao
AU - Qiao, Song
AU - Wang, Junwei
AU - Xu, Anhua
AU - PENG, Kewen
AU - Qihua Zhu, Qihua Zhu
AU - Xu, Yungen
PY - 2020
DA - 2020/07/01 00:00:00
PB - Elsevier
SP - 127236
IS - 13
VL - 30
SN - 0960-894X
SN - 1464-3405
ER -
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@article{2020_He,
author = {Guangchao He and Song Qiao and Junwei Wang and Anhua Xu and Kewen PENG and Qihua Zhu Qihua Zhu and Yungen Xu},
title = {Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists},
journal = {Bioorganic and Medicinal Chemistry Letters},
year = {2020},
volume = {30},
publisher = {Elsevier},
month = {jul},
url = {https://doi.org/10.1016/j.bmcl.2020.127236},
number = {13},
pages = {127236},
doi = {10.1016/j.bmcl.2020.127236}
}
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He, Guangchao, et al. “Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists.” Bioorganic and Medicinal Chemistry Letters, vol. 30, no. 13, Jul. 2020, p. 127236. https://doi.org/10.1016/j.bmcl.2020.127236.