Publication Details

Meesakul, P., Pudhom, K., Pyne, S. G. & Laphookhieo, S. (2017). Hybrid flavan-flavanones from Friesodielsia desmoides and their inhibitory activities against nitric oxide production. RSC Advances: an international journal to further the chemical sciences, 7 (28), 17545-17550.


The first phytochemical investigation of Friesodielsia desmoides leaves and twigs led to the isolation and identification of three new hybrid flavan-flavanones, friesodielsones A-C (1-3), together with 18 known compounds (4-21). The structures of compounds 1-3 were elucidated through intensive analysis of spectroscopic data and their absolute configurations at C-2 and C-4 were determined by a combination of 1H NMR and CD spectroscopy. The configuration at C-2′′ is tentatively assigned as 2′′S based on biosynthesis considerations. Compounds 2 and 15 significantly inhibited NO production with IC50 values of 10.21 ± 0.074 and 7.56 ± 0.087 μM, respectively, whereas compounds 11 (IC50 = 28.14 ± 0.024 μM) and 12 (IC50 = 37.21 ± 0.017 μM) were moderate inhibitors.



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