RSC Sir Geoffrey Wilkinson Dalton Poster Symposium 2022

Investigating redox activity and photosensitivity of koneramines for imaging and therapeutic applications Suchismita Ghosh, Raja Angamuthu Indian Institute of Technology, Kanpur, India Koneramines 1 are a new family of potential tridentate ligands which contain a 2,2’-dipicolylamine (dipica) scaffold. Dipica, a popular tridentate ligand among chemists for over five decades, exhibits versatility in various fields due to the strong binding ability of the three N centers with a wide range of metals and the scope for incorporating various substitutions on the central nitrogen. In dipica, the substitution in the central N can alter the steric and electronic properties of the chelating N center, whereas, in the case of koneramines, N at the backbone offers a strategic location to place functional substituents without affecting those properties of central donor N. 2 This work represents a detailed photophysical, and electrochemical analysis of anthracene and ferrocene appended koneramine complexes. A series of complexes of Cu(II), Zn(II), and Cd(II) were synthesized and characterized by NMR Spectroscopy, mass spectrometry, and single-crystal X-ray diffraction. The change in the emission profile of the ligand is attributed to the strong coordination of metal ions with the donor N atoms, resulting in the inhibition of PET from binding sites to the excited state of the fluorophore. This photoluminescence of the koneramine has been utilized for selective sensing of Cd(II) and Zn(II) ions, among other biologically relevant metal ions, and also for bio-imaging in MCF-7 cells. The antimicrobial evaluation of the ligand and complexes showed the unique activity of the cadmium complex of koneramine against clinically relevant human pathogens. The cytotoxicity and selectivity index against vero cells were very decent for further progress into pre-clinical development. Our concerted effort systematically explores inorganics/metal-containing complexes for their antibiotic potential, which are advantageous over organic drugs that have developed antimicrobial resistance (AMR). The electrochemistry of ferrocene-based ligand revealed the possibility of isolating multiple redox states of the Cu-Fe bimetallic complex. The redox activity can further be utilized for electron-transfer reactions.

References 1. Raje, S. Gurusamy, A. Koner, S. Mehrotra, S. J. Jennifer, P. G. Vasudev, R. J. Butcher and R. Angamuthu, Chem. Asian J. , 2016 , 11 , 128-135. 2. Chahal, S. Raje, G. Kotana and R. Angamuthu, Green Chem. , 2019 , 21 , 6372-6380.

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