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

Org Lett

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.

Published: September 2019

Two sulfonated C-diterpenoid alkaloid iminiums with a novel skeleton, named aconicatisulfonines A () and B (), respectively, were isolated from a water extract of the lateral roots. Structures of and 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 and . Compounds and exhibited remarkable analgesic activities against acetic acid-induced mice writhing.

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http://dx.doi.org/10.1021/acs.orglett.9b02479DOI Listing

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

Org Lett

September 2019

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.

Two sulfonated C-diterpenoid alkaloid iminiums with a novel skeleton, named aconicatisulfonines A () and B (), respectively, were isolated from a water extract of the lateral roots. Structures of and 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 and .

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