| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1375677 | Bioorganic & Medicinal Chemistry Letters | 2009 | 5 Pages |
From the MeOH extract of Ptychopetalum olacoides, which is used in Brazilian folk medicine for the treatment of chronic degenerative conditions of the nervous system, four novel clerodane-type diterpenoids named 6α,7α-dihydroxyannonene (1), 7α,20-dihydroxyannonene (2), 7α-hydroxysolidagolactone I (3), and ptycho-6α,7α-diol (4) were isolated by bioassay-directed fractionation using NGF-differentiated PC12 cells. The structures of 1–4 were established by extensive NMR spectroscopic analyses and chemical conversion. Compounds 1 and 2 significantly enhanced NGF-mediated neurite outgrowth in PC12 cells at concentrations ranging from 0.1 to 50.0 μM for 1 and 0.1 to 30.0 μM for 2, whereas 3 and 4 had no morphological effect on NGF-mediated PC12 cells in the same concentration range. The structure–activity relationship of these compounds is also discussed.
Graphical abstractAmong four novel clerodane-type diterpenoids 1–4 isolated from Ptychopetalum olacoides, 1 and 2 were found to significantly enhance neurite-outgrowth of NGF-differentiated PC12 cells at 0.1–50 μM.Figure optionsDownload full-size imageDownload as PowerPoint slide
