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Open AccessArticle

Phytoconstituents with Radical Scavenging and Cytotoxic Activities from Diospyros shimbaensis

1
Department of Chemistry and Molecular Biology, University of Gothenburg, Gothenburg SE-412 96, Sweden
2
Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam, P.O. Box. 35061, Dar es Salaam 0255, Tanzania
3
Sahlgrenska Cancer Center, University of Gothenburg, Gothenburg SE-405 30, Sweden
4
Swedish NMR Center, University of Gothenburg, Gothenburg SE-405 30, Sweden
*
Authors to whom correspondence should be addressed.
Academic Editor: Esra Capanoglu
Diseases 2016, 4(1), 3; https://doi.org/10.3390/diseases4010003
Received: 10 December 2015 / Revised: 30 December 2015 / Accepted: 30 December 2015 / Published: 15 January 2016
As part of our search for natural products having antioxidant and anticancer properties, the phytochemical investigation of Diospyros shimbaensis (Ebenaceae), a plant belonging to a genus widely used in East African traditional medicine, was carried out. From its stem and root barks the new naphthoquinone 8,8′-oxo-biplumbagin (1) was isolated along with the known tetralones trans-isoshinanolone (2) and cis-isoshinanolone (3), and the naphthoquinones plumbagin (4) and 3,3′-biplumbagin (5). Compounds 2, 4, and 5 showed cytotoxicity (IC50 520–82.1 μM) against MDA-MB-231 breast cancer cells. Moderate to low cytotoxicity was observed for the hexane, dichloromethane, and methanol extracts of the root bark (IC50 16.1, 29.7 and > 100 μg/mL, respectively), and for the methanol extract of the stem bark (IC50 59.6 μg/mL). The radical scavenging activity of the isolated constituents (15) was evaluated on the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay. The applicability of the crude extracts and of the isolated constituents for controlling degenerative diseases is discussed. View Full-Text
Keywords: Diospyros shimbaensis; Ebenaceae; tetralones; naphthoquinoes; radical scavenging; cytotoxicity; MDA-MB-231; DPPH Diospyros shimbaensis; Ebenaceae; tetralones; naphthoquinoes; radical scavenging; cytotoxicity; MDA-MB-231; DPPH
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Aronsson, P.; Munissi, J.J.E.; Gruhonjic, A.; Fitzpatrick, P.A.; Landberg, G.; Nyandoro, S.S.; Erdelyi, M. Phytoconstituents with Radical Scavenging and Cytotoxic Activities from Diospyros shimbaensis. Diseases 2016, 4, 3.

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