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(1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al

The title compound (delgradine), C(41)H(43)NO(12), is a hetisine-type C(20)-diterpenoid alkaloid, isolated from the roots of Aconitum carmichaeli Debx. In the crystal structure, the mol­ecule assumes an U-shaped conformation, the terminal benzene rings being approximately parallel and partially over...

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Detalles Bibliográficos
Autores principales: Li, Shu-Hua, Zi, Tie-Ying, Wang, Xiong-Qing
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962025/
https://www.ncbi.nlm.nih.gov/pubmed/21203114
http://dx.doi.org/10.1107/S1600536808019223
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author Li, Shu-Hua
Zi, Tie-Ying
Wang, Xiong-Qing
author_facet Li, Shu-Hua
Zi, Tie-Ying
Wang, Xiong-Qing
author_sort Li, Shu-Hua
collection PubMed
description The title compound (delgradine), C(41)H(43)NO(12), is a hetisine-type C(20)-diterpenoid alkaloid, isolated from the roots of Aconitum carmichaeli Debx. In the crystal structure, the mol­ecule assumes an U-shaped conformation, the terminal benzene rings being approximately parallel and partially overlapped with each other. The mol­ecule contains eight alicyclic and heterocyclic rings. Cyclo­hexane rings A and B adopt similar chair conformations; the six-membered rings C, D and E form a bicyclo­[2.2.2]octane system with a boat conformation for each six-membered ring, the six-membered heterocyclic ring F has a screw-boat conformation and both of the five-membered rings G and H have envelope conformations. The crystal structure contains inter­molecular O—H⋯O hydrogen bonding.
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spelling pubmed-29620252010-12-30 (1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al Li, Shu-Hua Zi, Tie-Ying Wang, Xiong-Qing Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound (delgradine), C(41)H(43)NO(12), is a hetisine-type C(20)-diterpenoid alkaloid, isolated from the roots of Aconitum carmichaeli Debx. In the crystal structure, the mol­ecule assumes an U-shaped conformation, the terminal benzene rings being approximately parallel and partially overlapped with each other. The mol­ecule contains eight alicyclic and heterocyclic rings. Cyclo­hexane rings A and B adopt similar chair conformations; the six-membered rings C, D and E form a bicyclo­[2.2.2]octane system with a boat conformation for each six-membered ring, the six-membered heterocyclic ring F has a screw-boat conformation and both of the five-membered rings G and H have envelope conformations. The crystal structure contains inter­molecular O—H⋯O hydrogen bonding. International Union of Crystallography 2008-07-05 /pmc/articles/PMC2962025/ /pubmed/21203114 http://dx.doi.org/10.1107/S1600536808019223 Text en © Li et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Li, Shu-Hua
Zi, Tie-Ying
Wang, Xiong-Qing
(1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al
title (1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al
title_full (1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al
title_fullStr (1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al
title_full_unstemmed (1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al
title_short (1α,2β,3α,7α,11α,13β)-1,3,11-Triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-N,19-secohetisan-19-al
title_sort (1α,2β,3α,7α,11α,13β)-1,3,11-triacet­oxy-2,13-bis­(benz­yloxy)-7-hydr­oxy-21-methyl-n,19-secohetisan-19-al
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962025/
https://www.ncbi.nlm.nih.gov/pubmed/21203114
http://dx.doi.org/10.1107/S1600536808019223
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