Synthesis of Ester-Linked Ursolic Acid-Based Hybrid Compounds: Potential Antibacterial and Anticancer Agents.

Autor: Khwaza V; Department of Chemistry, University of Fort Hare, Alice Campus, Alice, Eastern Cape, South Africa., Oyedeji OO; Department of Chemistry, University of Fort Hare, Alice Campus, Alice, Eastern Cape, South Africa., Oselusi SO; School of Pharmacy, University of the Western Cape, Bellville, Cape Town, 7535, South Africa., Morifi E; School of Chemistry, Mass Spectrometry division, University of Witwatersrand, Johannesburg, South Africa., Nwamadi M; Department of Chemistry, University of Johannesburg, Auckland Park Campus, Johannesburg, South Africa., Tantoh Ndinteh D; Department of Applied Chemistry, University of Johannesburg, Doornfontein Campus, Johannesburg, South Africa., Ramushu P; Department of Biochemistry, Microbiology and Biotechnology, Faculty of Science and Agriculture, University of Limpopo, Limpopo, South Africa., Matsebatlela T; Department of Biochemistry, Microbiology and Biotechnology, Faculty of Science and Agriculture, University of Limpopo, Limpopo, South Africa., Aderibigbe BA; Department of Chemistry, University of Fort Hare, Alice Campus, Alice, Eastern Cape, South Africa.
Jazyk: angličtina
Zdroj: Chemistry & biodiversity [Chem Biodivers] 2023 Apr; Vol. 20 (4), pp. e202300034. Date of Electronic Publication: 2023 Mar 28.
DOI: 10.1002/cbdv.202300034
Abstrakt: The molecular hybridization of two or more drugs into a single molecule is an effective drug design approach to reduce pill burden and improve patient treatment adherence. Ursolic acid-based hybrid compounds were synthesized and characterized followed by molecular docking studies. In vitro studies against various bacterial strains and human cancer cells (MDA-MB-231, HeLa, and MCF-7) were performed. Compounds 14-19, 21, 34, 31, and 30 demonstrated significant antibacterial activities with MIC values of 15.625 μg/ml. Compounds 29 and 34 were more cytotoxic than ursolic acid, with IC 50 values of 46.99 and 48.18 μg/ml. Compounds 29 and 34 in the docking studies presented favourable binding interactions and better docking energy against the Epidermal Growth Factor Receptor (EGFR) than the parent compound, ursolic acid. The findings revealed that the ursolic acid scaffold is a promising precursor for the development of molecules with promising anticancer and antimicrobial activities. However, more studies are needed to fully understand their mode of action.
(© 2023 Wiley-VHCA AG, Zurich, Switzerland.)
Databáze: MEDLINE
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