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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Detalles Bibliográficos
Autores principales: Paz, C., Von Dossow, D., Tiznado, V., Suarez, S., Cukiernik, F.D., Baggio, R.
Formato: JOUR
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: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
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spelling todo:paper_20532296_v73_n6_p451_Paz2023-10-03T16:39:02Z A dihydro-β-agarofuran sesquiterpene from Maytenus boaria Paz, C. Von Dossow, D. Tiznado, V. Suarez, S. Cukiernik, F.D. Baggio, R. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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
Paz, C.
Von Dossow, D.
Tiznado, V.
Suarez, S.
Cukiernik, F.D.
Baggio, R.
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.
format JOUR
author Paz, C.
Von Dossow, D.
Tiznado, V.
Suarez, S.
Cukiernik, F.D.
Baggio, R.
author_facet Paz, C.
Von Dossow, D.
Tiznado, V.
Suarez, S.
Cukiernik, F.D.
Baggio, R.
author_sort Paz, C.
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
url http://hdl.handle.net/20.500.12110/paper_20532296_v73_n6_p451_Paz
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