Jump to main content
Jump to site search

Issue 6, 2012
Previous Article Next Article

Synthesis of the pyridinyl analogues of dibenzylideneacetone (pyr-dba) via an improved Claisen–Schmidt condensation, displaying diverse biological activities as curcumin analogues

Author affiliations

Abstract

An efficient and easy procedure to synthesize the pyridinyl analogues of dibenzylideneacetone (pyr-dba) was developed by the condensation of substituted nicotinaldehyde and acetone in the presence of K2CO3 in toluene-EtOH-H2O solvent system. Structurally diverse pyr-dba, including quinolinyl dba, can be prepared conveniently in moderate to excellent yields under mild conditions with this method. The resulting pyr-dba functioned as the enone analogs of curcumin and efficiently inhibited the activation of NF-κB and the growth of colorectal carcinoma HCT116 p53+/+ cells as well as the HIV-1 IN-LEDGF/p75 interaction.

Graphical abstract: Synthesis of the pyridinyl analogues of dibenzylideneacetone (pyr-dba) via an improved Claisen–Schmidt condensation, displaying diverse biological activities as curcumin analogues

Back to tab navigation

Supplementary files

Publication details

The article was received on 21 Oct 2011, accepted on 04 Nov 2011 and first published on 17 Nov 2011


Article type: Paper
DOI: 10.1039/C1OB06773G
Citation: Org. Biomol. Chem., 2012,10, 1239-1245

  •   Request permissions

    Synthesis of the pyridinyl analogues of dibenzylideneacetone (pyr-dba) via an improved Claisen–Schmidt condensation, displaying diverse biological activities as curcumin analogues

    B. Cao, Y. Wang, K. Ding, N. Neamati and Y. Long, Org. Biomol. Chem., 2012, 10, 1239
    DOI: 10.1039/C1OB06773G

Search articles by author

Spotlight

Advertisements