Oxygenated pentacyclic triterpenoids from the stems and branches of Enkianthus chinensis

Thirty new pentacyclic triterpenoids, including five oleanane-type (1-5), twenty-three ursane-type (9-23, 26-33) and two taraxerane-type (24 and 25), along with fourteen known triterpenoids, were isolated from the stems and branches of Enkianthus chinensis. Their structures were elucidated by extensive spectroscopic analyses, X-ray crystallographic data and electronic circular dichroism (ECD) techniques. Sixteen compounds (1-5, 9-13, 20, 22, 32, 34-36) bearing a gem-hydroxymethyl group at C-4 represent rare examples of pentacyclic triterpenoids. In the in vitro biological activity evaluation, compounds 8, 9, 12-14, 17, 24, and 44 exhibited potent hepatoprotective effects at 10 mu M. Moreover, compound 25 showed latent activity against HSV-1 with an IC50 value of 6.4 mu M.

Automated summary

Thirty new pentacyclic triterpenoids were isolated from Enkianthus chinensis, along with fourteen known triterpenoids. Compound 25 exhibited latent activity against HSV-1, while several compounds showed potent hepatoprotective effects in vitro.