Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts
A cocrystal, C15H22O3.C15H22O3, (I), obtained from Drimys winteri, is composed of two isomeric drimane sesquiterpene lactones, namely valdiviolide, (Ia), and 11-epivaldiviolide, (Ib), neither of which has been reported in the crystal form. Both diastereoisomers present three chiral centres at sites...
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todo:paper_20532296_v70_n_p1112_PazRobles2023-10-03T16:38:58Z Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts Paz Robles, C. Mercado, D. Suarez, S. Baggio, R. 11-epivaldiviolide cocrystal Crystal structure drimane lactone Drimys winteri extracts natural products sesquiterpenes valdiviolide Chains Esters Hydrogen bonds Stereochemistry 11-epivaldiviolide Co-crystals drimane lactone Drimys winteri extracts Natural products Sesquiterpenes valdiviolide Crystal structure Drimys winteri 11-epivaldiviolide drimane lactone sesquiterpene chemical structure chemistry Drimys hydrogen bond isolation and purification isomerism synthesis X ray crystallography Crystallography, X-Ray Drimys Hydrogen Bonding Isomerism Lactones Molecular Structure Sesquiterpenes A cocrystal, C15H22O3.C15H22O3, (I), obtained from Drimys winteri, is composed of two isomeric drimane sesquiterpene lactones, namely valdiviolide, (Ia), and 11-epivaldiviolide, (Ib), neither of which has been reported in the crystal form. Both diastereoisomers present three chiral centres at sites 5, 10 and 11, with an SSR sequence in (Ia) and an SSS sequence in (Ib). O-H⋯O hydrogen bonds bind molecules into chains running along [ 120] and the chains are in turn linked by π-π stacking interactions to define planar weakly interacting arrays parallel to (001). © 2014 International Union of Crystallography. Fil:Suarez, S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_20532296_v70_n_p1112_PazRobles |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
11-epivaldiviolide cocrystal Crystal structure drimane lactone Drimys winteri extracts natural products sesquiterpenes valdiviolide Chains Esters Hydrogen bonds Stereochemistry 11-epivaldiviolide Co-crystals drimane lactone Drimys winteri extracts Natural products Sesquiterpenes valdiviolide Crystal structure Drimys winteri 11-epivaldiviolide drimane lactone sesquiterpene chemical structure chemistry Drimys hydrogen bond isolation and purification isomerism synthesis X ray crystallography Crystallography, X-Ray Drimys Hydrogen Bonding Isomerism Lactones Molecular Structure Sesquiterpenes |
spellingShingle |
11-epivaldiviolide cocrystal Crystal structure drimane lactone Drimys winteri extracts natural products sesquiterpenes valdiviolide Chains Esters Hydrogen bonds Stereochemistry 11-epivaldiviolide Co-crystals drimane lactone Drimys winteri extracts Natural products Sesquiterpenes valdiviolide Crystal structure Drimys winteri 11-epivaldiviolide drimane lactone sesquiterpene chemical structure chemistry Drimys hydrogen bond isolation and purification isomerism synthesis X ray crystallography Crystallography, X-Ray Drimys Hydrogen Bonding Isomerism Lactones Molecular Structure Sesquiterpenes Paz Robles, C. Mercado, D. Suarez, S. Baggio, R. Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts |
topic_facet |
11-epivaldiviolide cocrystal Crystal structure drimane lactone Drimys winteri extracts natural products sesquiterpenes valdiviolide Chains Esters Hydrogen bonds Stereochemistry 11-epivaldiviolide Co-crystals drimane lactone Drimys winteri extracts Natural products Sesquiterpenes valdiviolide Crystal structure Drimys winteri 11-epivaldiviolide drimane lactone sesquiterpene chemical structure chemistry Drimys hydrogen bond isolation and purification isomerism synthesis X ray crystallography Crystallography, X-Ray Drimys Hydrogen Bonding Isomerism Lactones Molecular Structure Sesquiterpenes |
description |
A cocrystal, C15H22O3.C15H22O3, (I), obtained from Drimys winteri, is composed of two isomeric drimane sesquiterpene lactones, namely valdiviolide, (Ia), and 11-epivaldiviolide, (Ib), neither of which has been reported in the crystal form. Both diastereoisomers present three chiral centres at sites 5, 10 and 11, with an SSR sequence in (Ia) and an SSS sequence in (Ib). O-H⋯O hydrogen bonds bind molecules into chains running along [ 120] and the chains are in turn linked by π-π stacking interactions to define planar weakly interacting arrays parallel to (001). © 2014 International Union of Crystallography. |
format |
JOUR |
author |
Paz Robles, C. Mercado, D. Suarez, S. Baggio, R. |
author_facet |
Paz Robles, C. Mercado, D. Suarez, S. Baggio, R. |
author_sort |
Paz Robles, C. |
title |
Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts |
title_short |
Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts |
title_full |
Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts |
title_fullStr |
Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts |
title_full_unstemmed |
Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts |
title_sort |
two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from drimys winteri extracts |
url |
http://hdl.handle.net/20.500.12110/paper_20532296_v70_n_p1112_PazRobles |
work_keys_str_mv |
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