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Flavan derivative enantiomers and drimane sesquiterpene lactones from the Inonotus obliquus with neuroprotective effects.
- Source :
-
Bioorganic chemistry [Bioorg Chem] 2020 Mar; Vol. 96, pp. 103588. Date of Electronic Publication: 2020 Feb 05. - Publication Year :
- 2020
-
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 H <subscript>2</subscript> O <subscript>2</subscript> -induced cell injury in SH-SY5Y cells. The results showed that compound 2 exhibited moderate neuroprotective activity at the concentration of 25.0 µM.<br />Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.<br /> (Copyright © 2020 Elsevier Inc. All rights reserved.)
- Subjects :
- Cell Line
Flavonoids chemistry
Flavonoids pharmacology
Humans
Lactones chemistry
Lactones pharmacology
Neurons drug effects
Oxidative Stress drug effects
Stereoisomerism
Inonotus chemistry
Neuroprotective Agents chemistry
Neuroprotective Agents pharmacology
Polycyclic Sesquiterpenes chemistry
Polycyclic Sesquiterpenes pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1090-2120
- Volume :
- 96
- Database :
- MEDLINE
- Journal :
- Bioorganic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 32032845
- Full Text :
- https://doi.org/10.1016/j.bioorg.2020.103588