Flueggenoids A – E, new dinorditerpenoids from Flueggea virosa

A phytochemical investigation on the twigs and leaves of Flueggea virosa (Euphorbiaceae) led to the isolation of flueggenoids A – E (1–5), five new 13-methyl-ent-podocarpanes, together with eleven known compounds (6–16). Their structures and absolute configurations were elucidated on the basis of ex...

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Veröffentlicht in:Fitoterapia 2019-03, Vol.133, p.96-101
Hauptverfasser: Wang, Xiao-Feng, Liu, Fei-Fei, Zhu, Zhengdan, Fang, Qiang-Qiang, Qu, Shi-Jin, Zhu, Weiliang, Yang, Li, Zuo, Jian-Ping, Tan, Chang-Heng
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Sprache:eng
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Zusammenfassung:A phytochemical investigation on the twigs and leaves of Flueggea virosa (Euphorbiaceae) led to the isolation of flueggenoids A – E (1–5), five new 13-methyl-ent-podocarpanes, together with eleven known compounds (6–16). Their structures and absolute configurations were elucidated on the basis of extensive MS and NMR data analysis, and/or single-crystal X-ray diffraction, time-dependent density functional theory (TDDFT)-based electronic circular dichroism (ECD) calculations, and chemical transformation. All isolates were evaluated for anti-HCV activity, the results showed that terpenoids of F. virosa had nonnegligible contribution for the anti-HCV activity. Graphic abstract [Display omitted] •16 components, including 10 terpenoids and 4 Securinega alkaloids, were isolated from Flueggea virosa.•Flueggenoids A – E were identified to be new 13-methyl-ent-podocarpane type dinorditerpenoids.•The structure and configuration of 9 was revised.•Alkaloid 11 and terpenoid 3 showed more potent anti-HCV effect than honokiol.
ISSN:0367-326X
1873-6971
DOI:10.1016/j.fitote.2018.12.025