Artículo

Paz Robles, C.; Badilla Vidal, N.; Suarez, S.; Baggio, R. "Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)" (2014) Acta Crystallographica Section C: Structural Chemistry. 70:1075-1078
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Abstract:

The natural compound hobartine {systematic name: (1R)-3-[(1S,5S)-(4,4,8-trimethylbicyclo[3.3.1]non-7-en-2-yl)methyl]-2,3-dihydro-1H-indole}, C20H26N2, (I), is an indole alkaloid isolated from Aristotelia chilensis as part of a study of secondary metabolites from Chilean flora. The colourless compound has a tetracyclic structure closely related to the strongly coloured polymorphic structures discussed in Paz et al. [Acta Cryst. (2013), C69, 1509-1512] and Watson et al. [Acta Cryst. (1989), C45, 1322-1324]. The main differences reside in the absence of a keto group in (I) compared with the previous structures, as well as an endo double bond in (I) contrasting with the exo double bond found in the previous structures. The supramolecular structure of (I) in strongly related to the twofold screw axis, around which isolated chains build up, internally linked by an N - H⋯N hydrogen bond which is the only significant intermolecular interaction present in the structure. © 2014 International Union of Crystallography.

Registro:

Documento: Artículo
Título:Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)
Autor:Paz Robles, C.; Badilla Vidal, N.; Suarez, S.; Baggio, R.
Filiación:Departamento de Ciencias Químicas y Recursos Naturales, Facultad de Ingeniería, Universidad de la Frontera, Temuco, Chile
Departamento de Química Inorgánica Analítica y Química, Física/INQUIMAE-CONICET, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina
Gerencia de Investigación y Aplicaciones, Centro Atómico Constituyentes, Comisión Nacional de Energía Atómica, Buenos Aires, Argentina
Palabras clave:alkaloid; Aristotelia chilensis; Chilean flora metabolites; crystal structure; hobartine; maqui; natural products; tetracyclic compound; Alkaloids; Hydrogen bonds; Metabolites; Polycyclic aromatic hydrocarbons; Aristotelia chilensis; hobartine; maqui; Natural products; tetracyclic compound; Crystal structure; Aristotelia chilensis; biological product; hobartine; indole alkaloid; chemical structure; chemistry; hydrogen bond; isolation and purification; metabolism; synthesis; X ray crystallography; Biological Products; Crystallography, X-Ray; Hydrogen Bonding; Indole Alkaloids; Molecular Structure
Año:2014
Volumen:70
Página de inicio:1075
Página de fin:1078
DOI: http://dx.doi.org/10.1107/S205322961402258X
Título revista:Acta Crystallographica Section C: Structural Chemistry
Título revista abreviado:Acta crystallogr., C Struct. Chem.
ISSN:20532296
CODEN:ACSCG
CAS:Biological Products; hobartine; Indole Alkaloids
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v70_n_p1075_PazRobles

Referencias:

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Citas:

---------- APA ----------
Paz Robles, C., Badilla Vidal, N., Suarez, S. & Baggio, R. (2014) . Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui). Acta Crystallographica Section C: Structural Chemistry, 70, 1075-1078.
http://dx.doi.org/10.1107/S205322961402258X
---------- CHICAGO ----------
Paz Robles, C., Badilla Vidal, N., Suarez, S., Baggio, R. "Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)" . Acta Crystallographica Section C: Structural Chemistry 70 (2014) : 1075-1078.
http://dx.doi.org/10.1107/S205322961402258X
---------- MLA ----------
Paz Robles, C., Badilla Vidal, N., Suarez, S., Baggio, R. "Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)" . Acta Crystallographica Section C: Structural Chemistry, vol. 70, 2014, pp. 1075-1078.
http://dx.doi.org/10.1107/S205322961402258X
---------- VANCOUVER ----------
Paz Robles, C., Badilla Vidal, N., Suarez, S., Baggio, R. Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui). Acta crystallogr., C Struct. Chem. 2014;70:1075-1078.
http://dx.doi.org/10.1107/S205322961402258X