Synthesis, anticancer and antimalarial activities of organosulfur and organoselenium derivatives of cyclopentadienyliron dicarbonyl as photoCORMs

Gan, Chun Hau and Tan, Kong Wai and Ooi, Mei Lee and Liew, Jonathan Wee Kent and Ng, Yee Ling and Lau, Yee Ling and Ng, Yin Zhuang and Ng, Chew Hee and Tan, Chun Hoe and Wong, Richard C. S. (2022) Synthesis, anticancer and antimalarial activities of organosulfur and organoselenium derivatives of cyclopentadienyliron dicarbonyl as photoCORMs. Inorganica Chimica Acta, 536. ISSN 0020-1693, DOI https://doi.org/10.1016/j.ica.2022.120872.

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Abstract

The reactions of CpFe(CO)(2)](2) with 2 mol equivalents of R2E2 (R = C6H11, C4H3S, CH2C6H5; E = S, Se) have yielded dinuclear products of CpFe(CO)(mu-L)](2) (L = C6H11S (1), C4H3S2 (2) and CH2C6H5Se (3)), respectively. An additional trinuclear compound, C24H22O2Se2Fe3 (4) was isolated only from the reaction with dibenzyl diselenide. All the products have been fully characterized by FT-IR, H-1 and C-13 NMR, CHN elemental analysis, and structurally elucidated by single crystal X-ray diffraction. The stability of 1-3 both under dark and UV conditions were investigated by monitoring the changes in their respective UV-Vis spectra in phosphate buffered saline (PBS) solution. Their potential application as photoCORMs were also evaluated by standard myoglobin assay. 2 showed the shortest half-life and highest equivalent of CO-released. The anticancer studies of 1-3 were evaluated in-vitro on breast cancer cell lines (MCF-7, MDA-MB-231 and MDA-MB-468) and the cytotoxicity of 2 had increased approximately 4 times against MDA-MB-468 cell line upon UV irradiation, which was 11.5 +/- 2.7 mu M. All complexes exhibited cytotoxic effect on specific sub-types of breast cancer cells. Antimalarial activities of 1-3 had also been studied and reported in this work. Unfortunately, these complexes did not display any significant effect on the Plasmodium falciparum 3D7 strains.

Item Type: Article
Funders: Universiti Malaya [Grant No: RP033B-17AFR], University of Malaya [Grant No: FP029-2019A]
Uncontrolled Keywords: PhotoCORMs; Cyclopentadienyliron dicarbonyl; Anticancer; Antimalarial; Drug-like properties
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 05 Oct 2023 03:02
Last Modified: 05 Oct 2023 03:02
URI: http://eprints.um.edu.my/id/eprint/42999

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