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Aconicatisulfonines A and B, Analgesic Zwitterionic C20-Diterpenoid Alkaloids with a Rearranged Atisane Skeleton from Aconitum carmichaelii.

Two sulfonated C20-diterpenoid alkaloid iminiums with a novel skeleton, named aconicatisulfonines A (1) and B (2), respectively, were isolated from a water extract of the Aconitum carmichaelii lateral roots. Structures… Click to show full abstract

Two sulfonated C20-diterpenoid alkaloid iminiums with a novel skeleton, named aconicatisulfonines A (1) and B (2), respectively, were isolated from a water extract of the Aconitum carmichaelii lateral roots. Structures of 1 and 2 were determined by spectroscopic data and quantum calculations as well as X-ray crystallographic analysis. Biosynthetic pathways via semipinacol rearrangements of atisane derivatives are proposed for 1 and 2. Compounds 1 and 2 exhibited remarkable analgesic activities against acetic acid-induced mice writhing.

Keywords: skeleton; c20 diterpenoid; aconitum carmichaelii

Journal Title: Organic letters
Year Published: 2019

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