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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Detalles Bibliográficos
Autores principales: Paz Robles, C., Mercado, D., Suarez, S., Baggio, R.
Formato: JOUR
Materias:
11-epivaldiviolide
cocrystal
Crystal structure
drimane lactone
Drimys winteri extracts
natural products
sesquiterpenes
valdiviolide
Chains
Esters
Hydrogen bonds
Stereochemistry
Co-crystals
Natural products
Sesquiterpenes
Drimys winteri
drimane
lactone
sesquiterpene
chemical structure
chemistry
Drimys
hydrogen bond
isolation and purification
isomerism
synthesis
X ray crystallography
Crystallography, X-Ray
Hydrogen Bonding
Isomerism
Lactones
Molecular Structure
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_20532296_v70_n_p1112_PazRobles
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario: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.

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