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Virosaines A and B, Two New Birdcage-Shaped Securinega Alkaloids with an Unprecedented Skeleton from Flueggea virosa

2012; American Chemical Society; Volume: 14; Issue: 12 Linguagem: Inglês

10.1021/ol301184j

1523-7060

Bing‐Xin Zhao, Ying Wang, Dongmei Zhang, Xiao‐Jun Huang, Liangliang Bai, Yan Yan, Jiamei Chen, Tong‐Bu Lu, Yitao Wang, Qingwen Zhang, Wen‐Cai Ye,

Pharmacological Effects of Natural Compounds

Two new Securinega alkaloids, virosaines A (1) and B (2), were isolated from the twigs and leaves of Flueggea virosa. The structures and absolute configurations were elucidated by means of NMR, X-ray diffraction, and CD analyses. Compounds 1 and 2 represent the first examples of Securinega alkaloids bearing a 7-oxa-1-azabicyclo[3.2.1]octane ring system, whose plausible biogenetic pathways were also proposed.