A dihydro-β-agarofuran sesquiterpene from Maytenus boaria

The natural compound (1S,4S,5S,6R,7R,8R,9R,10S)-6-acetoxy-4,9,10-trihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]oxepin-5-yl furan-3-carboxylate, C22H30O9, (I), is a β-agarofuran sesquiterpene isolated from the seeds of Maytenus boaria as part of a study of the secondary metabolites...

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Autores principales:	Suarez, Sebastian, Cukiernik, Fabio Daniel
Publicado:	2017
Materias:	Celastraceae crystal structure dihydro-β-agarofuran Maytenus boaria natural product NMR secondary metabolite sesquiterpene Aromatic compounds Carboxylation Hydrogen bonds Metabolites Musculoskeletal system Nuclear magnetic resonance Organic pollutants Organic solvents Natural products Secondary metabolites Sesquiterpenes Crystal structure chemical structure chemistry hydrogen bond isolation and purification Maytenus stereoisomerism X ray crystallography Crystallography, X-Ray Hydrogen Bonding Molecular Structure Stereoisomerism
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v73_n6_p451_Paz http://hdl.handle.net/20.500.12110/paper_20532296_v73_n6_p451_Paz
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_20532296_v73_n6_p451_Paz
record_format	dspace
spelling	paper:paper_20532296_v73_n6_p451_Paz2023-06-08T16:34:03Z A dihydro-β-agarofuran sesquiterpene from Maytenus boaria Suarez, Sebastian Cukiernik, Fabio Daniel Celastraceae crystal structure dihydro-β-agarofuran Maytenus boaria natural product NMR secondary metabolite sesquiterpene Aromatic compounds Carboxylation Hydrogen bonds Metabolites Musculoskeletal system Nuclear magnetic resonance Organic pollutants Organic solvents Celastraceae Maytenus boaria Natural products Secondary metabolites Sesquiterpenes Crystal structure sesquiterpene chemical structure chemistry hydrogen bond isolation and purification Maytenus stereoisomerism X ray crystallography Crystallography, X-Ray Hydrogen Bonding Maytenus Molecular Structure Sesquiterpenes Stereoisomerism The natural compound (1S,4S,5S,6R,7R,8R,9R,10S)-6-acetoxy-4,9,10-trihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]oxepin-5-yl furan-3-carboxylate, C22H30O9, (I), is a β-agarofuran sesquiterpene isolated from the seeds of Maytenus boaria as part of a study of the secondary metabolites from Chilean flora. The compound presents a central structure formed by a decalin system esterified with acetate at site 1 and furan-3-carboxylate at site 9. The chirality of the skeleton can be described as 1S,4S,5S,6R,7R,8R,9R,10S, which is consistent with that suggested by NMR studies. Unlike previously reported structures of sesquiterpenes containing a pure dihydro-β-agarofuran skeleton, (I) exhibits a three-dimensional hydrogen-bonded network. © International Union of Crystallography, 2017. Fil:Suarez, S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cukiernik, F.D. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2017 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v73_n6_p451_Paz http://hdl.handle.net/20.500.12110/paper_20532296_v73_n6_p451_Paz
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Celastraceae crystal structure dihydro-β-agarofuran Maytenus boaria natural product NMR secondary metabolite sesquiterpene Aromatic compounds Carboxylation Hydrogen bonds Metabolites Musculoskeletal system Nuclear magnetic resonance Organic pollutants Organic solvents Celastraceae Maytenus boaria Natural products Secondary metabolites Sesquiterpenes Crystal structure sesquiterpene chemical structure chemistry hydrogen bond isolation and purification Maytenus stereoisomerism X ray crystallography Crystallography, X-Ray Hydrogen Bonding Maytenus Molecular Structure Sesquiterpenes Stereoisomerism
spellingShingle	Celastraceae crystal structure dihydro-β-agarofuran Maytenus boaria natural product NMR secondary metabolite sesquiterpene Aromatic compounds Carboxylation Hydrogen bonds Metabolites Musculoskeletal system Nuclear magnetic resonance Organic pollutants Organic solvents Celastraceae Maytenus boaria Natural products Secondary metabolites Sesquiterpenes Crystal structure sesquiterpene chemical structure chemistry hydrogen bond isolation and purification Maytenus stereoisomerism X ray crystallography Crystallography, X-Ray Hydrogen Bonding Maytenus Molecular Structure Sesquiterpenes Stereoisomerism Suarez, Sebastian Cukiernik, Fabio Daniel A dihydro-β-agarofuran sesquiterpene from Maytenus boaria
topic_facet	Celastraceae crystal structure dihydro-β-agarofuran Maytenus boaria natural product NMR secondary metabolite sesquiterpene Aromatic compounds Carboxylation Hydrogen bonds Metabolites Musculoskeletal system Nuclear magnetic resonance Organic pollutants Organic solvents Celastraceae Maytenus boaria Natural products Secondary metabolites Sesquiterpenes Crystal structure sesquiterpene chemical structure chemistry hydrogen bond isolation and purification Maytenus stereoisomerism X ray crystallography Crystallography, X-Ray Hydrogen Bonding Maytenus Molecular Structure Sesquiterpenes Stereoisomerism
description	The natural compound (1S,4S,5S,6R,7R,8R,9R,10S)-6-acetoxy-4,9,10-trihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]oxepin-5-yl furan-3-carboxylate, C22H30O9, (I), is a β-agarofuran sesquiterpene isolated from the seeds of Maytenus boaria as part of a study of the secondary metabolites from Chilean flora. The compound presents a central structure formed by a decalin system esterified with acetate at site 1 and furan-3-carboxylate at site 9. The chirality of the skeleton can be described as 1S,4S,5S,6R,7R,8R,9R,10S, which is consistent with that suggested by NMR studies. Unlike previously reported structures of sesquiterpenes containing a pure dihydro-β-agarofuran skeleton, (I) exhibits a three-dimensional hydrogen-bonded network. © International Union of Crystallography, 2017.
author	Suarez, Sebastian Cukiernik, Fabio Daniel
author_facet	Suarez, Sebastian Cukiernik, Fabio Daniel
author_sort	Suarez, Sebastian
title	A dihydro-β-agarofuran sesquiterpene from Maytenus boaria
title_short	A dihydro-β-agarofuran sesquiterpene from Maytenus boaria
title_full	A dihydro-β-agarofuran sesquiterpene from Maytenus boaria
title_fullStr	A dihydro-β-agarofuran sesquiterpene from Maytenus boaria
title_full_unstemmed	A dihydro-β-agarofuran sesquiterpene from Maytenus boaria
title_sort	dihydro-β-agarofuran sesquiterpene from maytenus boaria
publishDate	2017
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v73_n6_p451_Paz http://hdl.handle.net/20.500.12110/paper_20532296_v73_n6_p451_Paz
work_keys_str_mv	AT suarezsebastian adihydrobagarofuransesquiterpenefrommaytenusboaria AT cukiernikfabiodaniel adihydrobagarofuransesquiterpenefrommaytenusboaria AT suarezsebastian dihydrobagarofuransesquiterpenefrommaytenusboaria AT cukiernikfabiodaniel dihydrobagarofuransesquiterpenefrommaytenusboaria
_version_	1768544616202633216

A dihydro-β-agarofuran sesquiterpene from Maytenus boaria

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