ChCl:2ZnCl2 Catalyzed Efficient Synthesis of New Sulfonyl Decahydroacridine-1,8-Diones via One-Pot Multicomponent Reactions to Discover Potent Antimicrobial Agents

Abstract

A library of new sulfonyl decahydroacridine-1,8-diones has been efficiently synthesized by the one-pot three-component reactions of 4-(p-tolyl sulfonoxy) benzaldehyde, dimedone, and amines in choline chloride-based deep eutectic mixture. Pure target compounds are obtained in very good to excellent yields over short reaction times using straightforward work-up procedure. The synthesized heterocyclic decahydroacridine-1,8-diones were investigated for their in vitro antimicrobial activity. The minimum inhibitory concentration was determined for the test compounds as well as for reference standards. Compounds 4f, 4m, 4n, and 4o have shown good antibacterial activity whereas compounds 4a, 4c, 4g, 4j, and 4r have displayed better antifungal activity.

Graphical Abstract

Keywords:

• ChCl:2ZnCl2
• deep eutectic solvent
• multicomponent reactions
• decahydroacridine-1,8-diones
• antimicrobial agents

Acknowledgments

Authors are grateful to Professor Ramrao A. Mane for his invaluable discussions and guidance and are also thankful to Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad and Central Drug Research Institute (CDRI), Lucknow for providing necessary facilities and spectral analysis, respectively.