Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)

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 compoun...

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Autores principales:	Paz Robles, C., Badilla Vidal, N., Suarez, S., Baggio, R.
Formato:	JOUR
Materias:	alkaloid Aristotelia chilensis Chilean flora metabolites crystal structure hobartine maqui natural products tetracyclic compound Alkaloids Hydrogen bonds Metabolites Polycyclic aromatic hydrocarbons Natural products Crystal structure biological product 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
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_20532296_v70_n_p1075_PazRobles
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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spelling	todo:paper_20532296_v70_n_p1075_PazRobles2023-10-03T16:38:58Z Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui) Paz Robles, C. Badilla Vidal, N. Suarez, S. Baggio, R. 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 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. 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_p1075_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	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
spellingShingle	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 Paz Robles, C. Badilla Vidal, N. Suarez, S. Baggio, R. Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)
topic_facet	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
description	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.
format	JOUR
author	Paz Robles, C. Badilla Vidal, N. Suarez, S. Baggio, R.
author_facet	Paz Robles, C. Badilla Vidal, N. Suarez, S. Baggio, R.
author_sort	Paz Robles, C.
title	Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)
title_short	Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)
title_full	Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)
title_fullStr	Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)
title_full_unstemmed	Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)
title_sort	hobartine: a tetracyclic indole alkaloid extracted from aristotelia chilensis (maqui)
url	http://hdl.handle.net/20.500.12110/paper_20532296_v70_n_p1075_PazRobles
work_keys_str_mv	AT pazroblesc hobartineatetracyclicindolealkaloidextractedfromaristoteliachilensismaqui AT badillavidaln hobartineatetracyclicindolealkaloidextractedfromaristoteliachilensismaqui AT suarezs hobartineatetracyclicindolealkaloidextractedfromaristoteliachilensismaqui AT baggior hobartineatetracyclicindolealkaloidextractedfromaristoteliachilensismaqui
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Hobartine: A tetracyclic indole alkaloid extracted from Aristotelia chilensis (maqui)

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