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Discovery of β‐Dihydroagarofuran‐Type Sesquiterpenoids from the Leaves of <i>Tripterygium wilfordii</i> with Neuroprotective Activities

Shu-Hui Dong, Bin Lin, Xiao-Bian Xue, Ming Bai, Xiao‐Xiao Huang, Shao‐Jiang Song

2020Chinese Journal of Chemistry21 citationsDOI

Abstract

Main observation and conclusion Nine undescribed dihydro‐β‐agarofuran sesquiterpenoid derivatives (1—9), along with a known analogue (10), were obtained from the leaves of Tripterygium wilfordii . Their gross structures were determined via extensive spectroscopic data, and the absolute configurations were elucidated by means of single‐crystal X‐ray diffraction analysis and electron circular dichroism (ECD) techniques, which include ECD exciton chirality, octant rule of saturated cyclohexanone and comparison between the experimental and calculated ECD spectra. All the isolated compounds were tested for their neuroprotective activities against H 2 O 2 ‐induced cell injury in human neuroblastoma SH‐SY5Y cells. Compounds 5 and 6 improved cell viability by 16.15% and 15.12% compared with the H 2 O 2 treated group at 25 μmol·L –1 , respectively.

Topics & Concepts

Tripterygium wilfordiiChemistryCircular dichroismStereochemistryNeuroprotectionCelastraceaeChirality (physics)CyclohexanoneAbsolute configurationOrganic chemistryPharmacologyQuarkNambu–Jona-Lasinio modelQuantum mechanicsPathologyChiral symmetry breakingCatalysisAlternative medicineMedicinePhysicsNatural Compounds in Disease TreatmentNatural product bioactivities and synthesisBiological Activity of Diterpenoids and Biflavonoids
Discovery of β‐Dihydroagarofuran‐Type Sesquiterpenoids from the Leaves of <i>Tripterygium wilfordii</i> with Neuroprotective Activities | Litcius