Aim: Phenanthridines are an essential class of nitrogenous heterocycles with extensive applications in medicinal chemistry. The development of efficient and eco-friendly methods for the preparation of chirally pure dihydropyrrolo[1,2- f]phenanthridines (5a–h), and their in vitro evaluation and modeling studies as potential anticancer, antioxidant and DNA cleavage agents is reported. Methodology & results: Compounds 5a–h were prepared through a facile one-pot synthesis and characterized by infrared, high resolution mass spectrometry, 1H and 13C nuclear magnetic resonance. The molecules were subjected to virtual screening and docking analysis against selected human molecular targets. Compound 5g displayed good binding properties as well as significant anticancer and DNA cleavage activity. Conclusion: Compound 5g has been identified as a potential lead candidate for further testing against additional cancer cell lines and animal models in future.
Nitrogen containing heterocyclic compounds are biologically significant molecules. This is especially true for pyrrole a five membered nitrogen containing aromatic molecule, which is present as a key structural motif in a large number of drugs and lead molecules. This review aims to provide an overview of the multi-component reaction (MCR) based methodologies used for the synthesis of pyrrole and its derivatives, focusing particularly on eco-friendly methods that avoid the use of hazardous reagents, solvents and catalysts are deemed especially relevant to the disciplines of medicinal chemistry and drug discovery.
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