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Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.)

The title compound, C(20)H(28)O(4) [systematic name: (4bS,8aS,10S)-3,10-dihy­droxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenanthrene-1,4-dione], is an abietane-type diterpene, which was isolated from Taxodium ascendens (B.). The compound crystallizes in the chiral space group P...

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Autores principales: Xu, Shicheng, Ma, Xinhua, Ke, Ruifang, Deng, Shihao, Yang, Xinzhou, Song, Ping
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730285/
https://www.ncbi.nlm.nih.gov/pubmed/29250348
http://dx.doi.org/10.1107/S2056989017011987
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author Xu, Shicheng
Ma, Xinhua
Ke, Ruifang
Deng, Shihao
Yang, Xinzhou
Song, Ping
author_facet Xu, Shicheng
Ma, Xinhua
Ke, Ruifang
Deng, Shihao
Yang, Xinzhou
Song, Ping
author_sort Xu, Shicheng
collection PubMed
description The title compound, C(20)H(28)O(4) [systematic name: (4bS,8aS,10S)-3,10-dihy­droxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenanthrene-1,4-dione], is an abietane-type diterpene, which was isolated from Taxodium ascendens (B.). The compound crystallizes in the chiral space group P2(1), but it was not possible to determine the absolute structure of the mol­ecule in the crystal by resonant scattering. The mol­ecular structure is stabilized by two intra­molecular O—H⋯O hydrogen bonds, enclosing S(5) and S(6) ring motifs. In the crystal, mol­ecules are linked by O—H⋯O and C—H⋯O hydrogen bonds, forming chains along the [010] direction. The crystal structure of the 10R stereoisomer of the title compound, isolated from the roots of Premna obtusifolia (Verbenaceae), has been reported. It crystallized in the chiral space group P2(1)2(1)2(1), and the absolute structure was determined as (4bS,8aS,10R), by resonant scattering using Cu Kα radiation [Razak et al. (2010 ▸). Acta Cryst. E66, o1566–o1567].
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spelling pubmed-57302852017-12-15 Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.) Xu, Shicheng Ma, Xinhua Ke, Ruifang Deng, Shihao Yang, Xinzhou Song, Ping Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(20)H(28)O(4) [systematic name: (4bS,8aS,10S)-3,10-dihy­droxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octa­hydro­phenanthrene-1,4-dione], is an abietane-type diterpene, which was isolated from Taxodium ascendens (B.). The compound crystallizes in the chiral space group P2(1), but it was not possible to determine the absolute structure of the mol­ecule in the crystal by resonant scattering. The mol­ecular structure is stabilized by two intra­molecular O—H⋯O hydrogen bonds, enclosing S(5) and S(6) ring motifs. In the crystal, mol­ecules are linked by O—H⋯O and C—H⋯O hydrogen bonds, forming chains along the [010] direction. The crystal structure of the 10R stereoisomer of the title compound, isolated from the roots of Premna obtusifolia (Verbenaceae), has been reported. It crystallized in the chiral space group P2(1)2(1)2(1), and the absolute structure was determined as (4bS,8aS,10R), by resonant scattering using Cu Kα radiation [Razak et al. (2010 ▸). Acta Cryst. E66, o1566–o1567]. International Union of Crystallography 2017-09-05 /pmc/articles/PMC5730285/ /pubmed/29250348 http://dx.doi.org/10.1107/S2056989017011987 Text en © Xu et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Xu, Shicheng
Ma, Xinhua
Ke, Ruifang
Deng, Shihao
Yang, Xinzhou
Song, Ping
Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.)
title Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.)
title_full Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.)
title_fullStr Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.)
title_full_unstemmed Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.)
title_short Crystal structure of 7β-hy­droxy­royleanone isolated from Taxodium ascendens (B.)
title_sort crystal structure of 7β-hy­droxy­royleanone isolated from taxodium ascendens (b.)
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730285/
https://www.ncbi.nlm.nih.gov/pubmed/29250348
http://dx.doi.org/10.1107/S2056989017011987
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