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Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate

The title compound, C(22)H(18)O(7), also known as laurentiquinone B, is a new anthraquinone which was isolated from Vismia laurentii, a Cameroonian medicinal plant. The asymmetric unit contains two independent mol­ecules. Each of them contains four fused rings, three of which are coplanar and typica...

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Autores principales: Noungoue Tchamo, Diderot, Brelot, Lydia, Antheaume, Cyril, Ngouela, Silvère, Lobstein, Annelise
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960081/
https://www.ncbi.nlm.nih.gov/pubmed/21581383
http://dx.doi.org/10.1107/S160053680803794X
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author Noungoue Tchamo, Diderot
Brelot, Lydia
Antheaume, Cyril
Ngouela, Silvère
Lobstein, Annelise
author_facet Noungoue Tchamo, Diderot
Brelot, Lydia
Antheaume, Cyril
Ngouela, Silvère
Lobstein, Annelise
author_sort Noungoue Tchamo, Diderot
collection PubMed
description The title compound, C(22)H(18)O(7), also known as laurentiquinone B, is a new anthraquinone which was isolated from Vismia laurentii, a Cameroonian medicinal plant. The asymmetric unit contains two independent mol­ecules. Each of them contains four fused rings, three of which are coplanar and typical of anthracene, while the heterocyclic rings adopt envelope conformations. Intra­molecular O—H⋯O hydrogen bonds result in the formation of two planar rings, which are also almost coplanar with the adjacent rings. In the crystal structure, inter­molecular O—H⋯O and C—H⋯O hydrogen bonds link the mol­ecules and a π–π contact is also present [centroid-centroid distance = 3.967 (3) Å].
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spelling pubmed-29600812010-12-30 Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate Noungoue Tchamo, Diderot Brelot, Lydia Antheaume, Cyril Ngouela, Silvère Lobstein, Annelise Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(18)O(7), also known as laurentiquinone B, is a new anthraquinone which was isolated from Vismia laurentii, a Cameroonian medicinal plant. The asymmetric unit contains two independent mol­ecules. Each of them contains four fused rings, three of which are coplanar and typical of anthracene, while the heterocyclic rings adopt envelope conformations. Intra­molecular O—H⋯O hydrogen bonds result in the formation of two planar rings, which are also almost coplanar with the adjacent rings. In the crystal structure, inter­molecular O—H⋯O and C—H⋯O hydrogen bonds link the mol­ecules and a π–π contact is also present [centroid-centroid distance = 3.967 (3) Å]. International Union of Crystallography 2008-11-22 /pmc/articles/PMC2960081/ /pubmed/21581383 http://dx.doi.org/10.1107/S160053680803794X Text en © Noungoue Tchamo 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
Noungoue Tchamo, Diderot
Brelot, Lydia
Antheaume, Cyril
Ngouela, Silvère
Lobstein, Annelise
Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate
title Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate
title_full Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate
title_fullStr Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate
title_full_unstemmed Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate
title_short Methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2H-anthra[2,3-b]pyran-8-carboxyl­ate
title_sort methyl 5,7-dihydr­oxy-2,2,9-trimethyl-6,11-dioxo-6,11-dihydro-2h-anthra[2,3-b]pyran-8-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960081/
https://www.ncbi.nlm.nih.gov/pubmed/21581383
http://dx.doi.org/10.1107/S160053680803794X
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