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

Dalip Kumar, V. Buchi Reddy, Anil Kumar, Deendayal Mandal, Rakesh Tiwari, Keykavous Parang

Research output: Contribution to journalArticle

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 C 6H5- 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 (IC 50 = 32-43 μM) of 1,4-disubstituted 1,2,3-triazoles.

Original languageEnglish (US)
Pages (from-to)449-452
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume21
Issue number1
DOIs
StatePublished - Jan 1 2011
Externally publishedYes

Fingerprint

Click Chemistry
Triazoles
src-Family Kinases
Ketones
Sodium Azide
Alkynes
Structure-Activity Relationship
Polyethylene glycols

Keywords

  • Click chemistry
  • Protein tyrosine kinase
  • Src kinase
  • Structure-activity relationship
  • Triazoles

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity. / Kumar, Dalip; Reddy, V. Buchi; Kumar, Anil; Mandal, Deendayal; Tiwari, Rakesh; Parang, Keykavous.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 21, No. 1, 01.01.2011, p. 449-452.

Research output: Contribution to journalArticle

Kumar, Dalip ; Reddy, V. Buchi ; Kumar, Anil ; Mandal, Deendayal ; Tiwari, Rakesh ; Parang, Keykavous. / Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity. In: Bioorganic and Medicinal Chemistry Letters. 2011 ; Vol. 21, No. 1. pp. 449-452.
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AU - Tiwari, Rakesh

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