ABSTRACT
A phytochemical investigation on the leaves of Tripterygium wilfordii Hook. F. was conducted, leading to the isolation of five undescribed dihydro-ß-agarofuran sesquiterpenoids (1-5) and one known analogue (6). Their structures were determined by comprehensive spectroscopic analyses. The absolute configurations of the compounds were determined by comparison of the experimental ECD with the calculated data. In addition, all the compounds were evaluated for their neuroprotective activities against H2O2-induced cell injury in human neuroblastoma SH-SY5Y cells, and 3 showed the better protective effect with 76.63% cell viability comparing with the positive control Trolox (69.84%) at 12.5 µM.
Subject(s)
Neuroprotective Agents/isolation & purification , Sesquiterpenes/chemistry , Tripterygium/chemistry , Cell Line, Tumor , Drug Evaluation, Preclinical , Humans , Neuroprotective Agents/chemistry , Plant Leaves/chemistryABSTRACT
Fifteen new dihydro-ß-agarofuran-type sesquiterpenoids, tripterfordins A-O, were obtained from the aqueous EtOH extracts of the leaves of Tripterygium wilfordii. These constituted a class of highly oxygenated tricyclic sesquiterpenoid polyesters with a cinnamoyloxy group at C-1. The assignments of their structures were conducted via extensive analyses of the spectroscopic data and comparison of experimental and calculated ECD data. The absolute configurations of compounds 1, 4, 9, and 10 were established via single-crystal X-ray diffraction data. Additionally, compounds 1, 4, 9, 10, and 13 exhibited pronounced inhibitory effects on nitric oxide production in RAW 264.7 murine macrophages stimulated by lipopolysaccharide with IC50 values ranging from 11.9 to 31.0 µM.