%0 Journal Article
%T Comparison of the Biological Properties of Several Marine Sponge-Derived Sesquiterpenoid Quinones
%A Cherie A Motti
%A Marie-Lise Bourguet-Kondracki
%A Arlette Longeon
%A Jason R Doyle
%A Lyndon E Llewellyn
%A Dianne M Tapiolas
%A Ping Yin
%J Molecules
%D 2007
%I MDPI AG
%R 10.3390/12071376
%X Eight naturally occurring marine-sponge derived sesquiterpenoid quinones wereevaluated as potential inhibitors of pyruvate phosphate dikinase (PPDK), a C4 plantregulatory enzyme. Of these, the hydroxyquinones ilimaquinone, ethylsmenoquinone andsmenoquinone inhibited PPDK activity with IC50¡¯s (reported with 95% confidenceintervals) of 285.4 (256.4 ¨C 317.7), 316.2 (279.2 ¨C 358.1) and 556.0 (505.9 ¨C 611.0) ¦ÌM,respectively, as well as being phytotoxic to the C4 plant Digitaria ciliaris. The potentialanti-inflammatory activity of these compounds, using bee venom phospholipase A2(PLA2), was also evaluated. Ethylsmenoquinone, smenospongiarine, smenospongidine andilimaquinone inhibited PLA2 activity (% inhibition of 73.2 + 4.8 at 269 ¦ÌM, 61.5 + 6.1 at242 ¦ÌM, 41.0 + 0.6 at 224 ¦ÌM and 36.4 + 8.2 at 279 ¦ÌM, respectively). SAR analysesindicate that a hydroxyquinone functionality and a short, hydroxide/alkoxide side-chain atC-20 is preferred for inhibition of PPDK activity, and that a larger amine side-chain at C-20 is tolerated for PLA2 inhibitory activity.
%K Pyruvate phosphate dikinase (PPDK)
%K C4 plant
%K phospholipase A2 (PLA2)
%K anti-inflammatory activity
%K sesquiterpene hydroxyquinones/hydroquinones/amino-quinones
%K ilimaquinone.
%U http://www.mdpi.com/1420-3049/12/7/1376