New sesquiterpenoid derivatives from Ganoderma sinense with nitric oxide inhibitory activity

Publication date: February 2020Source: Phytochemistry Letters, Volume 35Author(s): Dun Wang, Ya-Li Wang, Peng Zhang, Xing-Zhou Li, Hua Li, Li-Xia ChenAbstractOne new sesquiterpenoid, ganosinensol K (1) and one new norsesquiterpenoid, ganosinensol L (2) were isolated from 95 % EtOH extract of the fruiting bodies of Ganoderma sinense. Their structures were determined on the basis of extensive spectroscopic analyses including HRESIMS, 1D and 2D NMR, and optical rotation value. Compound 1 should be a mixture of two enantiomers. We attempted to resolve compound 1 into one pair of enantiomers by HPLC using a Daicel Chiralpak IE column, while each purified enantiomer of 1 rapidly converted back to racemates, which hampered the determination their steric structures. The absolute configuration of C-5 in 2 was confirmed by comparison of its experimental and calculated specific rotations. Both compounds 1 and 2 showed potent inhibitory activity against LPS-induced nitric oxide production in RAW264.7 macrophages, with IC50 values of 1.15 ± 0.09 μM and 7.31 ± 0.52 μM, respectively.Graphical abstract

Source: Phytochemistry Letters - November 22, 2019 Category: Chemistry Source Type: research