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Current Microwave Chemistry


ISSN (Print): 2213-3356
ISSN (Online): 2213-3364

Research Article

Microwave Assisted Groebke-Blackburn-Bienayme Multicomponent Reaction to Synthesis of Imidazo[1,2-a]pyridine-furan Hybrids as Possible Therapeutic Option for Leukemia, Colon Cancer and Prostate Cancer

Author(s): Parth Manvar, Dharmesh Katariya, Amita Vyas, Pooja Bhanderi and Ranjan Khunt*

Volume 11, Issue 1, 2024

Published on: 22 March, 2024

Page: [37 - 50] Pages: 14

DOI: 10.2174/0122133356294226240228103251


Aims: Microwave assisted Groebke-Blackburn-Bienayme multicomponent reaction to synthesis imidazo[1,2-a]pyridine-furan hybrids as anticancer agents.

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 excited 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 2ag, 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 reaction.

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 spectroscopic 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.

Keywords: Medicinal chemistry, heterocyclic chemistry, imidazo[1, 2-a]pyridine-furan hybrids, peg 400, microwave irradiation, green approach, leukemia, colon cancer and prostate cancer.

Graphical Abstract
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