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10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one

The title compound, C(25)H(34)N(2)O(5), was synthesized from 9α-hy­droxy­parthenolide (9α-hy­droxy-4,8-dimethyl-12-methyl­ene-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one), which was isolated from the chloro­form extract of the aerial parts of Anvillea radiata. The mol­ecule contains a fus...

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Detalles Bibliográficos
Autores principales: Moumou, Mohamed, Benharref, Ahmed, Oudahmane, Abdelghani, Elhakmaoui, Ahmed, Berraho, Moha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247384/
https://www.ncbi.nlm.nih.gov/pubmed/22220002
http://dx.doi.org/10.1107/S1600536811042012
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author Moumou, Mohamed
Benharref, Ahmed
Oudahmane, Abdelghani
Elhakmaoui, Ahmed
Berraho, Moha
author_facet Moumou, Mohamed
Benharref, Ahmed
Oudahmane, Abdelghani
Elhakmaoui, Ahmed
Berraho, Moha
author_sort Moumou, Mohamed
collection PubMed
description The title compound, C(25)H(34)N(2)O(5), was synthesized from 9α-hy­droxy­parthenolide (9α-hy­droxy-4,8-dimethyl-12-methyl­ene-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one), which was isolated from the chloro­form extract of the aerial parts of Anvillea radiata. The mol­ecule contains a fused five- and ten-membered ring system. The ten-membered ring adopts an approximate chair–chair conformation, while the five-membered ring is in an envelope conformation, with the C atom closest to the hy­droxy group forming the flap. The piperazine ring is in a chair conformation. In the crystal, O—H⋯O hydrogen bonds connect mol­ecules into chains along [100]. Weak inter­molecular C—H⋯O hydrogen bonds are also present.
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spelling pubmed-32473842012-01-04 10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one Moumou, Mohamed Benharref, Ahmed Oudahmane, Abdelghani Elhakmaoui, Ahmed Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(25)H(34)N(2)O(5), was synthesized from 9α-hy­droxy­parthenolide (9α-hy­droxy-4,8-dimethyl-12-methyl­ene-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one), which was isolated from the chloro­form extract of the aerial parts of Anvillea radiata. The mol­ecule contains a fused five- and ten-membered ring system. The ten-membered ring adopts an approximate chair–chair conformation, while the five-membered ring is in an envelope conformation, with the C atom closest to the hy­droxy group forming the flap. The piperazine ring is in a chair conformation. In the crystal, O—H⋯O hydrogen bonds connect mol­ecules into chains along [100]. Weak inter­molecular C—H⋯O hydrogen bonds are also present. International Union of Crystallography 2011-10-22 /pmc/articles/PMC3247384/ /pubmed/22220002 http://dx.doi.org/10.1107/S1600536811042012 Text en © Moumou et al. 2011 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
Moumou, Mohamed
Benharref, Ahmed
Oudahmane, Abdelghani
Elhakmaoui, Ahmed
Berraho, Moha
10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one
title 10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one
title_full 10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one
title_fullStr 10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one
title_full_unstemmed 10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one
title_short 10α-Hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one
title_sort 10α-hy­droxy-4,9-dimethyl-13-[(4-phenyl­piperazin-1-yl)meth­yl]-3,8,15-trioxatetra­cyclo­[10.3.0.0(2,4).0(7,9)]tetra­decan-14-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247384/
https://www.ncbi.nlm.nih.gov/pubmed/22220002
http://dx.doi.org/10.1107/S1600536811042012
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