Jump to main content
Jump to site search

Issue 3, 2016
Previous Article Next Article

Synthesis and anti-cancer activity of 1,4-disubstituted imidazo[4,5-c]quinolines

Author affiliations

Abstract

The synthesis and anti-cancer activity evaluation of fused imidazoquinoline compounds is reported in this paper. Yb(OTf)3 has been utilized as a catalyst for the synthesis of 1,4-diaryl substituted imidazo[4,5-c]quinolines via a modified Pictet–Spengler approach. The desired imidazole ring was synthesized from imines using TosMIC (toluenesulfonylmethyl isocyanide) and subsequently functionalized at the C-4 position yielding an imidazoquinoline skeleton. Importantly, the final step was carried out without the aid of any prefunctionalization to obtain the resultant compounds in good yields. The synthesized compounds, when screened for anti-cancer activity, revealed the highest activity with 4-(2-bromophenyl)-1-phenyl-1H-imidazo[4,5-c]quinoline (IC50: 103.3 μM).

Graphical abstract: Synthesis and anti-cancer activity of 1,4-disubstituted imidazo[4,5-c]quinolines

Back to tab navigation

Supplementary files

Article information


Submitted
06 Aug 2015
Accepted
10 Nov 2015
First published
10 Nov 2015

Org. Biomol. Chem., 2016,14, 876-883
Article type
Paper

Synthesis and anti-cancer activity of 1,4-disubstituted imidazo[4,5-c]quinolines

Y. Thigulla, M. Akula, P. Trivedi, B. Ghosh, M. Jha and A. Bhattacharya, Org. Biomol. Chem., 2016, 14, 876
DOI: 10.1039/C5OB01650A

Social activity

Search articles by author

Spotlight

Advertisements