Tetranorclerodanes and clerodane-type diterpene glycosides from Dicranopteris dichotoma
- J Nat Prod. 2007 Feb;70(2):265-8. doi: 10.1021/np0603166.
- 1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, Yunnan, People's Republic of China.
The acetone Extract of Dicranopteris dichotoma afforded two new tetranorclerodanes, 18-hydroxyaylthonic acid (1) and 18-oxo-aylthonic acid (2), and four new clerodane-type diterpene Glycosides, (6S,13S)-6-O-[6-O-acetyl-beta-d-glucopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl]cleroda-3,14-dien-13-ol (3), (6S,13S)-6-O-[4-O-acetyl-beta-d-glucopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl]cleroda-3,14-dien-13-ol (4), 6-O-[6-O-acetyl-beta-d-glucopyranos-yl-(1-->4)-alpha-l-rhamnopyranosyl]-(13E)-cleroda-3,13-dien-15-ol (5), and 6-O-[beta-d-glucopyranosyl]-(1-->4)-alpha-l-rhamnopyranosyl-(13E)-cleroda-3,13-dien-15-ol (6), together with two known compounds, aylthonic acid (7) and (6S,13S)-cleroda-3,14-diene-6,13-diol (8). The structures of these new compounds were established by a combination of 1D and 2D NMR techniques, MS, and acid hydrolysis. Compound 8 showed modest anti-HIV-1 activity.