Hydroxyalkenylresorcinols from Stylogyne turbacensis.


Two new compounds, 5-(11'(S)-hydroxy-8'-heptadecenyl)resorcinol (3) and 5-(12'(S)-hydroxy-8',14'-heptadecadienyl)resorcinol (4), were isolated from the leaves of Stylogyne turbacensis together with the known analogue metabolites 1 and 2. Compounds 3 and 4 showed the strongest activity in the leishmania assay, 7 and 3 microM, respectively, while compounds 1, 2, and 4 showed moderate activity against a drug-resistant strain of Trypanosoma cruzi with IC(50) values of 30, 25, and 22 microM, respectively. Additional testing in MCF-7 and NCI-H460 was performed for compounds 3 and 4. The structures of compounds 1-4 were elucidated using NMR, MS, and other spectroscopic data. The absolute stereochemistry of compounds 3 and 4 was also investigated using the Mosher ester approach. Peracetylated derivatives of these four metabolites were produced and their activities determined in the Trypanosoma cruzi assay.

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@article{JimnezRomero2007HydroxyalkenylresorcinolsFS, title={Hydroxyalkenylresorcinols from Stylogyne turbacensis.}, author={Carlos Jim{\'e}nez-Romero and Daniel Torres-Mendoza and Luis David Ure{\~n}a Gonz{\'a}lez and Eduardo Ortega-Barr{\'i}a and Kerry L McPhail and William H Gerwick and Luis Cubilla-R{\'i}os}, journal={Journal of natural products}, year={2007}, volume={70 8}, pages={1249-52} }