Johnson-Ajinwo, O, Ullah, I, Mbye, H, Richardson, A ORCID: https://orcid.org/0000-0003-1825-3375, Horrocks, P ORCID: https://orcid.org/0000-0003-3981-0732 and Li, W (2018) The synthesis and evaluation of thymoquinone analogues as anti-ovarian cancer and antimalarial agents. Bioorganic and Medicinal Chemistry Letters, 28 (7).

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Abstract

Thymoquinone (TQ), 2-isopropyl-5-methyl-1,4-benzoquinone, a natural product isolated from Nigella sativa L., has previously been demonstrated to exhibit antiproliferative activity in vitro against a range of cancers as well as the human malarial parasite Plasmodium falciparum. We describe here the synthesis of a series of analogues of TQ that explore the potential for nitrogen-substitution to this scaffold, or reduction to a hydroquinone scaffold, in increasing the potency of this antiproliferative activity against ovarian cancer cell lines and P. falciparum. In addition, alkyl or halogen-substituted analogues were commercially sourced and tested in parallel. Several TQ analogues with improved potency against ovarian cancer cells and P. falciparum were found, although this increase is suggested to be moderate. Key aspects of the structure activity relationship that could be further explored are highlighted.

Item Type: Article
Uncontrolled Keywords: Thymoquinone; ovarian cancer; malaria; synthesis
Subjects: Q Science > Q Science (General)
R Medicine > R Medicine (General)
Divisions: Faculty of Medicine and Health Sciences > Institute for Science and Technology in Medicine
Depositing User: Symplectic
Date Deposited: 27 Feb 2018 10:41
Last Modified: 18 Mar 2019 11:54
URI: http://eprints.keele.ac.uk/id/eprint/4510

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