Talatisamine, a C19-diterpenoid alkaloid from Chinese traditional herbal Chuanwu

Jun Lei; Ya Jun Luo; Qing Quan Bian; Xiong Qing Wang

doi:10.1107/S1600536811044242

Talatisamine, a C₁₉-diterpenoid alkaloid from Chinese traditional herbal Chuanwu

Jun Lei
, Ya Jun Luo
, Qing Quan Bian
, Xiong Qing Wang

Mianyang Normal University

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

The title compound [systematic name: (1S,4S,5R,7S,8S,9R,10R,11S,13S,14S, 16S,17R)-N-methyl-8,14-dihy-droxy-1,16-tri-meth-oxy-4-(meth-oxy-methyl-ene) aconitane], C₂₄H₃₉NO₅, was isolated from the roots of Aconitum carmichaelii Debx., which is known as Chuanwu in Chinese traditional herbal medicine. The molecule has an aconitane carbon skeleton with four six-membered rings and two five-membered rings, including a six-membered N-containing heterocyclic ring. Both five-membered rings adopt envelope conformations. The four six-membered adopt chair conformations. Two intramolecular O-H⋯O hydrogen bonds occur.

Original language	English
Pages (from-to)	o3145-o3146
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	67
Issue number	12
DOIs	https://doi.org/10.1107/S1600536811044242
State	Published - Dec 2011
Externally published	Yes

Keywords

R factor = 0.044
T = 293 K
data-to-parameter ratio = 9.3
mean σ(C-C) = 0.004 Å
single-crystal X-ray study
wR factor = 0.097

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10.1107/S1600536811044242

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title = "Talatisamine, a C19-diterpenoid alkaloid from Chinese traditional herbal Chuanwu",

abstract = "The title compound [systematic name: (1S,4S,5R,7S,8S,9R,10R,11S,13S,14S, 16S,17R)-N-methyl-8,14-dihy-droxy-1,16-tri-meth-oxy-4-(meth-oxy-methyl-ene) aconitane], C24H39NO5, was isolated from the roots of Aconitum carmichaelii Debx., which is known as Chuanwu in Chinese traditional herbal medicine. The molecule has an aconitane carbon skeleton with four six-membered rings and two five-membered rings, including a six-membered N-containing heterocyclic ring. Both five-membered rings adopt envelope conformations. The four six-membered adopt chair conformations. Two intramolecular O-H⋯O hydrogen bonds occur.",

keywords = "R factor = 0.044, T = 293 K, data-to-parameter ratio = 9.3, mean σ(C-C) = 0.004 {\AA}, single-crystal X-ray study, wR factor = 0.097",

author = "Jun Lei and Luo, \{Ya Jun\} and Bian, \{Qing Quan\} and Wang, \{Xiong Qing\}",

year = "2011",

month = dec,

doi = "10.1107/S1600536811044242",

language = "英语",

volume = "67",

pages = "o3145--o3146",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

publisher = "International Union of Crystallography",

number = "12",

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TY - JOUR

T1 - Talatisamine, a C19-diterpenoid alkaloid from Chinese traditional herbal Chuanwu

AU - Lei, Jun

AU - Luo, Ya Jun

AU - Bian, Qing Quan

AU - Wang, Xiong Qing

PY - 2011/12

Y1 - 2011/12

N2 - The title compound [systematic name: (1S,4S,5R,7S,8S,9R,10R,11S,13S,14S, 16S,17R)-N-methyl-8,14-dihy-droxy-1,16-tri-meth-oxy-4-(meth-oxy-methyl-ene) aconitane], C24H39NO5, was isolated from the roots of Aconitum carmichaelii Debx., which is known as Chuanwu in Chinese traditional herbal medicine. The molecule has an aconitane carbon skeleton with four six-membered rings and two five-membered rings, including a six-membered N-containing heterocyclic ring. Both five-membered rings adopt envelope conformations. The four six-membered adopt chair conformations. Two intramolecular O-H⋯O hydrogen bonds occur.

AB - The title compound [systematic name: (1S,4S,5R,7S,8S,9R,10R,11S,13S,14S, 16S,17R)-N-methyl-8,14-dihy-droxy-1,16-tri-meth-oxy-4-(meth-oxy-methyl-ene) aconitane], C24H39NO5, was isolated from the roots of Aconitum carmichaelii Debx., which is known as Chuanwu in Chinese traditional herbal medicine. The molecule has an aconitane carbon skeleton with four six-membered rings and two five-membered rings, including a six-membered N-containing heterocyclic ring. Both five-membered rings adopt envelope conformations. The four six-membered adopt chair conformations. Two intramolecular O-H⋯O hydrogen bonds occur.

KW - R factor = 0.044

KW - T = 293 K

KW - data-to-parameter ratio = 9.3

KW - mean σ(C-C) = 0.004 Å

KW - single-crystal X-ray study

KW - wR factor = 0.097

UR - https://www.scopus.com/pages/publications/83155163896

U2 - 10.1107/S1600536811044242

DO - 10.1107/S1600536811044242

M3 - 文章

AN - SCOPUS:83155163896

SN - 1600-5368

VL - 67

SP - o3145-o3146

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

IS - 12

ER -

Talatisamine, a C₁₉-diterpenoid alkaloid from Chinese traditional herbal Chuanwu

Abstract

Keywords

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