naphthoquinones and lupeol

A phytochemical investigation of the stem bark of Diospyros cuneata (Ebenaceae) together with in vitro cytotoxic evaluation of the pure compounds in four human cancer cell lines KB, Hep-2, HeLa and SiHa led to the isolation of plumbagin, elliptinone, lupeol, atraric acid methyl ester, maritinone, betulin and betulinaldehyde. The structural determination of the compounds was established by nuclear magnetic resonance, electron ionisation mass spectrometric analysis as well as comparison with data from the literature. Plumbagin exhibited a potent cytotoxic activity (CC50 = 3.56 µg mL(-1)) against KB cell lines whereas maritinone displayed cytotoxic activity against Hep-2 (CC50 = 17.30 µg mL(-1)), cervical cancer (CC50 = 21.10 µg mL(-1)) and the KB cell lines (CC50 = 20.30 µg mL(-1)). This is the first report on a phytochemical and biological evaluation of D. cuneata.

Topics: Cell Line, Tumor; Cell Survival; Diospyros; Humans; Naphthoquinones; Pentacyclic Triterpenes; Plant Bark; Plant Extracts; Plant Stems; Triterpenes

In vitro biological activities including phytotoxic, antifungal activities as well as acute toxicity of the methanol extract, fractions and/or isolated compounds from the stem bark of Diospyros canaliculata were investigated. Well agar diffusion and macrodilution assays were used for investigating the antifungal activity. A phytotoxicity assay was performed against Lemna minor while an acute toxicity assay was performed in mice via oral administration. As a result, plumbagin (5-hydroxy-2-methyl-1,4-naphtoquinone) and two known pentacyclic triterpenes (lupeol and lupenone) were isolated from the extract. With regards the antifungal activities, the inhibition zones varied from 16.51 to 24.86 mm and from 20.50 to 25.10 mm for the extract and plumbagin, respectively. The minimum inhibitory concentrations of the extract and plumbagin ranged between 12.5-25 and 0.78-1.56 µg mL(-1), respectively. At 50 µg mL(-1), the hexane fraction showed phytotoxic activities similar to paraquat, the standard phytotoxic inhibitor. The extract was found to be non-toxic to mice after administration per os. Based on the current findings, we can conclude that this extract is non toxic, with significant phytotoxic and antifungal properties due to the presence of plumbagin.

Topics: Animals; Anti-Inflammatory Agents; Antifungal Agents; Araceae; Diospyros; Mice; Microbial Sensitivity Tests; Naphthoquinones; Paraquat; Pentacyclic Triterpenes; Plant Bark; Plant Extracts; Triterpenes