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Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata

The title compound, C(15)H(24)O(2) {systematic name: 1-[6-hy­droxy-7-(propan-2-yl)-4-methyl­idene-2,3,3a,4,5,6,7,7a-octa­hydro-1H-inden-1-yl]ethanone} was iso­la­ted from A. reticulata by column chromatography over silica gel by gradient solvent elution. The mol­ecule comprises a bi­cyclo­[4.3.0]non...

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Detalles Bibliográficos
Autores principales: Bauri, A. K., Foro, Sabine, Do, Nhu Quynh Nguyen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4910329/
https://www.ncbi.nlm.nih.gov/pubmed/27375864
http://dx.doi.org/10.1107/S2056989016003236
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author Bauri, A. K.
Foro, Sabine
Do, Nhu Quynh Nguyen
author_facet Bauri, A. K.
Foro, Sabine
Do, Nhu Quynh Nguyen
author_sort Bauri, A. K.
collection PubMed
description The title compound, C(15)H(24)O(2) {systematic name: 1-[6-hy­droxy-7-(propan-2-yl)-4-methyl­idene-2,3,3a,4,5,6,7,7a-octa­hydro-1H-inden-1-yl]ethanone} was iso­la­ted from A. reticulata by column chromatography over silica gel by gradient solvent elution. The mol­ecule comprises a bi­cyclo­[4.3.0]nonane ring bearing acet­oxy, hy­droxy and isopropyl substituents, and an exocyclic double bond on the cyclo­hexane ring. In the bicyclic skeleton, the cyclo­hexane ring adopts a chair conformation ring and the cyclo­pentane ring is in an envelope conformation. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, forming chains along [010]. These chains are cross-linked by C—H⋯O hydrogen bonds.
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spelling pubmed-49103292016-07-01 Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata Bauri, A. K. Foro, Sabine Do, Nhu Quynh Nguyen Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(15)H(24)O(2) {systematic name: 1-[6-hy­droxy-7-(propan-2-yl)-4-methyl­idene-2,3,3a,4,5,6,7,7a-octa­hydro-1H-inden-1-yl]ethanone} was iso­la­ted from A. reticulata by column chromatography over silica gel by gradient solvent elution. The mol­ecule comprises a bi­cyclo­[4.3.0]nonane ring bearing acet­oxy, hy­droxy and isopropyl substituents, and an exocyclic double bond on the cyclo­hexane ring. In the bicyclic skeleton, the cyclo­hexane ring adopts a chair conformation ring and the cyclo­pentane ring is in an envelope conformation. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, forming chains along [010]. These chains are cross-linked by C—H⋯O hydrogen bonds. International Union of Crystallography 2016-03-04 /pmc/articles/PMC4910329/ /pubmed/27375864 http://dx.doi.org/10.1107/S2056989016003236 Text en © Bauri et al. 2016 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 Research Communications
Bauri, A. K.
Foro, Sabine
Do, Nhu Quynh Nguyen
Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata
title Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata
title_full Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata
title_fullStr Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata
title_full_unstemmed Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata
title_short Crystal structure of a bioactive sesquiterpene isolated from Artemisia reticulata
title_sort crystal structure of a bioactive sesquiterpene isolated from artemisia reticulata
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4910329/
https://www.ncbi.nlm.nih.gov/pubmed/27375864
http://dx.doi.org/10.1107/S2056989016003236
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