Group 6 photo-activable carbon monoxide-releasing molecules (PhotoCORMs) with 1'10-phenanthroline based ligand as potential anti-proliferative and anti-microbial agents

Lee, Shiaw Xian and Tan, Chun Hoe and Mah, Wee Li and Wong, Richard Chee Seng and Abdul Manan, Ninie Suhana and Cheow, Yuen Lin and Sim, Kae Shin and Tan, Kong Wai (2022) Group 6 photo-activable carbon monoxide-releasing molecules (PhotoCORMs) with 1'10-phenanthroline based ligand as potential anti-proliferative and anti-microbial agents. Inorganica Chimica Acta, 537. ISSN 0020-1693, DOI https://doi.org/10.1016/j.ica.2022.120931.

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Abstract

A new series of group 6 UV activable photoCORMs were synthesized by reacting the ligand (((1,10-phenanthroline-5-yl)imino)methyl)naphthalen-2-ol (1) with group 6 (Cr, Mo, and W) hexacarbonyl to form 2, 3, and 4, respectively. The structural elucidations of all compounds were conducted via IR, NMR, and CHN elemental analyses. The crystal structures of all the synthesized compounds were obtained and the half-life of the photoCORMs were determined by using the three-layered myoglobin solution assay. Results showed that the half-life of the compounds decreased down the group 6 in a concentration-dependent manner, with compound 2 displaying the shortest half-life (7.1 s) at 60 mu M. In the absence of UV light, compounds 1 and 3 showed cytotoxicity and selectivity against human-derived colorectal adenocarcinoma HT-29 and carcinoma HCT 116, with ligand 1 being the most cytotoxic compound. Nonetheless, most compounds were inactive against bacteria and fungi when UV light is absent, while only 1 showed appreciable activity against B. cereus, B. subtilis, E. faecalis, and S. aureus. In the presence of UV light, the cytotoxicity and selectivity of photoCORMs 2, 3, and 4 were significantly elevated, with 2 and 4 demonstrating the most drastic improvement against HT-29 (from IC50 >= 100 to 26.03 and 38.03 mu M, respectively). The growth inhibitory activity of 2, 3, and 4 were also considerably enhanced in the presence of UV illumination when tested against B. cereus, B. subtilis, S. aureus, E. coli, K. pneumoniae, and S. flexneri, with compound 2 demonstrating the biggest leap among the three photoCORMs.

Item Type: Article
Funders: Ministry of Higher Education & Scientific Research (MHESR) [Grant No:FRGS/1/2015/SG01/UM/02/4], Universiti Malaya Research Grant [Grant No:RP033A-17AFR]
Uncontrolled Keywords: Phenanthroline-naphthalene Schiff base; Group 6 photoCORMs; UV triggered CO-release; Photo-induced cytotoxicity and antimicrobial; activity; Cancer cells selectivity
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Institute of Biological Sciences
Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 09 Oct 2023 01:55
Last Modified: 09 Oct 2023 01:55
URI: http://eprints.um.edu.my/id/eprint/42295

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