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Diseases 2016, 4(1), 3; doi:10.3390/diseases4010003

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
Received: 10 December 2015 / Revised: 30 December 2015 / Accepted: 30 December 2015 / Published: 15 January 2016
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Abstract

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
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

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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