Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity

Authors

Dalip Kumar
V. Buchi Reddy
Anil Kumar
Deendayal Mandal, University of Rhode Island
Rakesh Tiwari, University of Rhode Island
Keykavous Parang, University of Rhode IslandFollow

Document Type

Article

Date of Original Version

2011

Department

Biomedical and Pharmaceutical Sciences

Abstract

Two classes of 1,4-disubstituted 1,2,3-triazoles were synthesized using one-pot reaction of α-tosyloxy ketones/α-halo ketones, sodium azide, and terminal alkynes in the presence of aq PEG (1:1, v/v) using the click chemistry approach and evaluated for Src kinase inhibitory activity. Structure–activity relationship analysis demonstrated that insertion of C₆H₅– and 4-CH₃C₆H₄– at position 4 for both classes and less bulkier aromatic group at position 1 in class 1 contribute critically to the modest Src inhibition activity (IC₅₀ = 32–43 μM) of 1,4-disubstituted 1,2,3-triazoles.

[Refer to PDF for graphical abstract]

Citation/Publisher Attribution

Kumar, D., Reddy, V. B., Kumar, A., Mandal, D., Tiwari, R., & Parang, K. (2011). Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity. Bioorganic & Medicinal Chemistry Letters, 21(1), 449-452. doi: 10.1016/j.bmcl.2010.10.121

Available at: https://doi.org/10.1016/j.bmcl.2010.10.121

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