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New C20-diterpenoid alkaloids fromAconitum vilmorrianumand structural revision of 2-O-acetylorochrine and orochrine

Authors :
Tian-Xing Tang
Qi-Feng Chen
Feng-Peng Wang
Xi-Xian Jian
Xiao-Yu Liu
Source :
Journal of Asian Natural Products Research. 18:315-327
Publication Year :
2015
Publisher :
Informa UK Limited, 2015.

Abstract

Three new C20-diterpenoid alkaloids vilmorrianines E (1), F (2), and G (3) were isolated from the whole plants of Aconitum vilmorrianum, along with one artifact N-chloromethyl vilmorrianine E hydrochloride (4), as well as two known alkaloids hemsleyaconitines F (5) and G (6). The structures of 1-4 were established by HR-ESI-MS, 1D-, 2D-NMR (HMQC, HMBC, and NOESY), and single-crystal X-ray diffraction analysis. In addition, the structures of naturally occurring 2-O-acetylorochrine (7) and orochrine (8) were revised to be the known alkaloids heterophylloidine (9) and deacetyl heterophylloidine (10), respectively, on the basis of consideration of transannular effect and chemical correlations.

Details

ISSN :
14772213 and 10286020
Volume :
18
Database :
OpenAIRE
Journal :
Journal of Asian Natural Products Research
Accession number :
edsair.doi.dedup.....9964a9d5585cff57cc896fa8dc160c30
Full Text :
https://doi.org/10.1080/10286020.2015.1084506