Abstract:
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.
Registro:
Documento: |
Artículo
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Título: | Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts |
Autor: | Paz Robles, C.; Mercado, D.; Suarez, S.; Baggio, R. |
Filiación: | Departamento de Ciencias Quimicas y Recursos Naturales, Facultad de Ingenieria, Universidad de la Frontera, Temuco, Chile Departamento de Quimica Inorganica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina Gerencia de Investigacion y Aplicaciones, Centro Atomico Constituyentes, Comision Nacional de Energia Atomica, Buenos Aires, Argentina
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Palabras clave: | 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 |
Año: | 2014
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Volumen: | 70
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Página de inicio: | 1112
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Página de fin: | 1115
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DOI: |
http://dx.doi.org/10.1107/S205322961402395X |
Título revista: | Acta Crystallographica Section C: Structural Chemistry
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Título revista abreviado: | Acta crystallogr., C Struct. Chem.
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ISSN: | 20532296
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CODEN: | ACSCG
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CAS: | lactone, 1338-03-0; 11-epivaldiviolide; drimane; Lactones; Sesquiterpenes
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v70_n_p1112_PazRobles |
Referencias:
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Citas:
---------- APA ----------
Paz Robles, C., Mercado, D., Suarez, S. & Baggio, R.
(2014)
. Two drimane lactones, valdiviolide and 11-epivaldiviolide, in the form of a 1:1 cocrystal obtained from Drimys winteri extracts. Acta Crystallographica Section C: Structural Chemistry, 70, 1112-1115.
http://dx.doi.org/10.1107/S205322961402395X---------- CHICAGO ----------
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"
. Acta Crystallographica Section C: Structural Chemistry 70
(2014) : 1112-1115.
http://dx.doi.org/10.1107/S205322961402395X---------- MLA ----------
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"
. Acta Crystallographica Section C: Structural Chemistry, vol. 70, 2014, pp. 1112-1115.
http://dx.doi.org/10.1107/S205322961402395X---------- VANCOUVER ----------
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. Acta crystallogr., C Struct. Chem. 2014;70:1112-1115.
http://dx.doi.org/10.1107/S205322961402395X