Determination of the absolute configuration and evaluation of the in vitro antitumor activity of dilospirane B
Genta-Jouve, G.; Ioannou, E.; Mathieu, V.; Bruyère, C.; Lefranc, F.; Thomas, O.P.; Kiss, R.; Roussis, V. (2012). Determination of the absolute configuration and evaluation of the in vitro antitumor activity of dilospirane B. Phytochemistry Letters 5(4): 747-751. https://dx.doi.org/10.1016/j.phytol.2012.08.005
The absolute configuration of dilospirane B (1), a diterpene featuring a novel carbon framework recently isolated from the brown alga Dilophus spiralis, was established on the basis of theoretical calculations of its electronic circular dichroism spectra applying the time-dependent density functional theory method. Metabolite 1, evaluated for its in vitro antitumor activity against six human cancer cell lines displaying various levels of sensitivity to pro-apoptotic stimuli, exhibited growth inhibitory activity with a mean IC50 value of 66 μM. Quantitative videomicroscopy analyses indicated that 1 initially displays cytostatic effects which later become cytotoxic.
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