Flavan derivative enantiomers and drimane sesquiterpene lactones from the Inonotus obliquus with neuroprotective
Chun-Xin Zou1, Xiao-Bo Wang2, Tian-Ming Lv1
1Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
Abstract:
A pair of new flavan derivative enantiomers (1a and 1b), four new drimane sesquiterpene lactones (2-5) and a known compound (6) were isolated from Inonotus obliquus. Their structures were determined by comprehensive spectroscopic analyses. Compounds 1a/1b were separated by chiral chromatographic column successfully. The absolute configurations of compounds 1-5 were determined by comparison of their experimental and calculated ECD spectra. Notably, compounds 1a/1b represented the first pair of enantiomers in nature with tetrahydrofuran-flavan skeleton. A plausible biosynthetic pathway for (±)-1 was also proposed. All isolates were evaluated for their neuroprotective activities against H2O2-induced cell injury in SH-SY5Y cells. The results showed that compound 2 exhibited moderate neuroprotective activity at the concentration of 25.0 µM.
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