Affiliation:
1. Chemical Research Laboratory, Department of Chemistry, Saurashtra University, Rajkot, 360 005, India
Abstract
Aims:
Microwave assisted ecofriendly catalytic protocol for the Groebke-Blackburn-Bienayme multicomponent reaction to synthesis imidazo[1,2-a]pyridine-furan hybrids as possible therapeutic option for leukemia, colon cancer and prostate cancer
Background:
Microwave synthesis has emerged as a potent tool for the more economical and environmental friendly synthesis of organic compounds, such as derivatives of imidazo[1,2-a]pyridine. Compared to traditional synthesis, microwave radiation causes molecules to be ex-cited and distributes thermal energy evenly in a shorter amount of time.
Objective:
The primary objective of the work presented in this article was to prepare imidazo[1,2-a]pyridine-furan hybrids via Groebke-Blackburn-Bienayme multicomponent reaction using PEG 400 in microwave irradiation as green approach. Characterized it and evaluated their anticancer activities.
Methods:
In a sealed microwave glass vial, 5-methylfuran-2-carbaldehyde 1, 2-aminoazines 2a-g, isocyanides 3a-c in presence of 20mol% acetic acid were dissolved in PEG 400 (polyethylene glycol 400) reaction solvent. The glass vial was sealed and irradiate in microwave with stirring at temperature of 75°C for 10 min. This method is an efficient alternative approach to synthesizing imidazo[1,2-a]pyridine-furan hybrids via Groebke-Blackburn-Bienayme multicomponent reac-tion.
Results:
We have successfully synthesised the imidazo[1,2-a]pyridine-furan hybrids via Groebke-Blackburn-Bienayme multicomponent reaction using PEG 400 in microwave irradiation as green approach. The structures of the compounds were confirmed through various spectro-scopic techniques and evaluated their anticancer activities.
Conclusion:
The reported protocol is advantageous over conventional methods of imidazo[1,2-a]pyridine derivatives. The time required for the reaction is much less as compared to the usual requirements of reflux. Compound 4e, 4f, 4n and 4o shows the most increased activity against cell line RPMI-8226, HCT-116 and PC-3 of Leukemia, Colon cancer and Prostate cancer respectively. By using the potential of imidazo[1,2-a]pyridine-furan based compounds via sustainable green approach, more effective and accurate cancer treatments can be designed in future.
Publisher
Bentham Science Publishers Ltd.