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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Autores principales: Paz Robles, C., Mercado, D., Suarez, S., Baggio, R.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_20532296_v70_n_p1112_PazRobles
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spelling 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
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AT mercadod twodrimanelactonesvaldiviolideand11epivaldiviolideintheformofa11cocrystalobtainedfromdrimyswinteriextracts
AT suarezs twodrimanelactonesvaldiviolideand11epivaldiviolideintheformofa11cocrystalobtainedfromdrimyswinteriextracts
AT baggior twodrimanelactonesvaldiviolideand11epivaldiviolideintheformofa11cocrystalobtainedfromdrimyswinteriextracts
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