Chaga · 2020 · Research Support, Non U.S. Gov'T
High relevanceFlavan derivative enantiomers and drimane sesquiterpene lactones from the Inonotus obliquus with neuroprotective effects.
Inonotus obliquus
Key points
- 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
- 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
- The results showed that compound 2 exhibited moderate neuroprotective activity at the concentration of 25.0 µM
From the paper
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.
Citation
Zou CX, Wang XB, Lv TM, Hou ZL, Lin B, Huang XX, et al. (2020). Flavan derivative enantiomers and drimane sesquiterpene lactones from the Inonotus obliquus with neuroprotective effects. Bioorganic chemistry https://doi.org/10.1016/j.bioorg.2020.103588 PMID: 32032845
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