Abstract:
:Five previously undescribed monoterpenoid indole alkaloids were isolated from the roots of Gelsemium elegans. Their structures with absolute configurations were elucidated by HRESIMS, X-ray diffraction, ECD spectra, and molecular modeling. 19,20-Epoxyhumantenine is a humantenine-type alkaloid with an epoxypropyl group at the C-20 position, (4R)-19-oxo-gelsevirine N4-oxide is a gelsemine-related alkaloid, and gelsedethenine is a gelsedine-type alkaloid with a butenyl group at the C-20 position. Moreover, 10,11-dimethoxy-N1-demethoxy-gelsemamide is an open-loop indole alkaloid and 11-demethoxy-gelsemazonamide is an aromatic azo-linked dimeric indole alkaloid. Among the five alkaloids, (4R)-19-oxo-gelsevirine N4-oxide and 10,11-dimethoxy-N1-demethoxy-gelsemamide exhibited significant inhibitory effects on nitric oxide production in lipopolysaccharide-induced RAW 264.7 macrophage cells, with IC50 values of 6.18 ± 1.07 and 12.2 ± 1.02 μM, respectively.
journal_name
Phytochemistryjournal_title
Phytochemistryauthors
Sun MX,Cui Y,Li Y,Meng WQ,Xu QQ,Zhao J,Lu JC,Xiao Kdoi
10.1016/j.phytochem.2019.03.016subject
Has Abstractpub_date
2019-06-01 00:00:00pages
232-240eissn
0031-9422issn
1873-3700pii
S0031-9422(19)30096-2journal_volume
162pub_type
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