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(1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum
The title compound, C(29)H(37)NO(6), was isolated from Aconitum zeravschanicum and exhibits antiarhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the molecule contains four six-membered, three seven-membered and one five-membered ring...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969503/ https://www.ncbi.nlm.nih.gov/pubmed/21582940 http://dx.doi.org/10.1107/S1600536809023873 |
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author | Tashkhodjaev, Bakhodir Salimov, Bakhodir T. |
author_facet | Tashkhodjaev, Bakhodir Salimov, Bakhodir T. |
author_sort | Tashkhodjaev, Bakhodir |
collection | PubMed |
description | The title compound, C(29)H(37)NO(6), was isolated from Aconitum zeravschanicum and exhibits antiarhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the molecule contains four six-membered, three seven-membered and one five-membered ring. The chair conformation of one of the methoxy-substituted six-membered rings is different from that observed in heteratisine hydrobromide monohydrate. In the latter case, this ring adopts a boat conformation due to a stabilizing intramolecular N—H⋯O hydrogen bond. In the crystal structure of the title compound, there is only one acidic H atom. This hydroxyl group forms an intermolecular O—H⋯O hydrogen bond that links molecules into infinite chains along the b axis. |
format | Text |
id | pubmed-2969503 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29695032010-12-30 (1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum Tashkhodjaev, Bakhodir Salimov, Bakhodir T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(29)H(37)NO(6), was isolated from Aconitum zeravschanicum and exhibits antiarhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the molecule contains four six-membered, three seven-membered and one five-membered ring. The chair conformation of one of the methoxy-substituted six-membered rings is different from that observed in heteratisine hydrobromide monohydrate. In the latter case, this ring adopts a boat conformation due to a stabilizing intramolecular N—H⋯O hydrogen bond. In the crystal structure of the title compound, there is only one acidic H atom. This hydroxyl group forms an intermolecular O—H⋯O hydrogen bond that links molecules into infinite chains along the b axis. International Union of Crystallography 2009-06-27 /pmc/articles/PMC2969503/ /pubmed/21582940 http://dx.doi.org/10.1107/S1600536809023873 Text en © Tashkhodjaev and Salimov 2009 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 Tashkhodjaev, Bakhodir Salimov, Bakhodir T. (1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum |
title | (1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum
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title_full | (1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum
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title_fullStr | (1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum
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title_full_unstemmed | (1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum
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title_short | (1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum
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title_sort | (1α,8β)-6β-benzoyloxy-6-dehydroxyheteratisine from aconitum zeravschanicum |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969503/ https://www.ncbi.nlm.nih.gov/pubmed/21582940 http://dx.doi.org/10.1107/S1600536809023873 |
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