Syntheses of 1,2,3-triazolyl salicylamides with inhibitory activity on lipopolysaccharide-induced nitric oxide production

Jieun Yoon; Lan Cho; Sang Kook Lee; Jae Sang Ryu

doi:10.1016/j.bmcl.2011.02.034

Syntheses of 1,2,3-triazolyl salicylamides with inhibitory activity on lipopolysaccharide-induced nitric oxide production

Jieun Yoon, Lan Cho, Sang Kook Lee, Jae Sang Ryu

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

A 28-membered 1,2,3-triazolyl salicylamide library was synthesized via a Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition and evaluated for their abilities to inhibit NO production in LPS-activated RAW264.7 macrophage cells. Among 28 analogues, 29g showed a significant inhibitory activity (IC ₅₀ = 12.8 μM). The inhibitory effects of 29g on LPS-mediated NO production in macrophage cells appeared to be associated with the suppression of iNOS expression.

Original language	English
Pages (from-to)	1953-1957
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2011.02.034
State	Published - 1 Apr 2011

Bibliographical note

Funding Information:
This work was supported by the grant from the National Core Research Center program (No. R15-2006-020) of the Ministry of Science & Technology and the Korea Science and Engineering Foundation and the grant from Basic Science Research Program (2009-0075425) through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology. J. Yoon was supported by the Brain Korea 21 project.

Keywords

Click chemistry
Library
Salicylamide
Triazole
iNOS

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10.1016/j.bmcl.2011.02.034

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title = "Syntheses of 1,2,3-triazolyl salicylamides with inhibitory activity on lipopolysaccharide-induced nitric oxide production",

abstract = "A 28-membered 1,2,3-triazolyl salicylamide library was synthesized via a Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition and evaluated for their abilities to inhibit NO production in LPS-activated RAW264.7 macrophage cells. Among 28 analogues, 29g showed a significant inhibitory activity (IC 50 = 12.8 μM). The inhibitory effects of 29g on LPS-mediated NO production in macrophage cells appeared to be associated with the suppression of iNOS expression.",

keywords = "Click chemistry, Library, Salicylamide, Triazole, iNOS",

author = "Jieun Yoon and Lan Cho and Lee, {Sang Kook} and Ryu, {Jae Sang}",

note = "Funding Information: This work was supported by the grant from the National Core Research Center program (No. R15-2006-020) of the Ministry of Science & Technology and the Korea Science and Engineering Foundation and the grant from Basic Science Research Program (2009-0075425) through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology. J. Yoon was supported by the Brain Korea 21 project. ",

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AU - Ryu, Jae Sang

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Syntheses of 1,2,3-triazolyl salicylamides with inhibitory activity on lipopolysaccharide-induced nitric oxide production

Abstract

Bibliographical note

Keywords

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