Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin

Several acyl derivatives of cnicin were obtained through lipase-catalysed acylation and alcoholysis reactions. In most reactions lipases showed a regioselective behaviour affording only one product. Longer chain acyl derivatives were prepared at lower temperature than the used in lipase-catalysed re...

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Autores principales:	Monsalve, Leandro Nicolás, Baldessari, Alicia
Publicado:	2009
Materias:	Acylation Alcoholysis Cnicin Enzyme catalysis Sesquiterpenoids Acyl derivatives Alcoholysis reactions Fatty acid derivatives Germacranolide Regio-selective Side products Synthetic procedures Enzymes Fatty acids Lipases Catalysis acetic acid derivative cnicin fatty acid derivative germacranolide derivative sesquiterpene lactone triacylglycerol lipase unclassified drug acylation alcoholysis article catalysis chemical reaction kinetics chemical structure controlled study enantioselectivity enzyme activity low temperature nonhuman synthesis
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13811177_v57_n1-4_p40_Monsalve http://hdl.handle.net/20.500.12110/paper_13811177_v57_n1-4_p40_Monsalve
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_13811177_v57_n1-4_p40_Monsalve
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spelling	paper:paper_13811177_v57_n1-4_p40_Monsalve2023-06-08T16:12:21Z Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin Monsalve, Leandro Nicolás Baldessari, Alicia Acylation Alcoholysis Cnicin Enzyme catalysis Sesquiterpenoids Acyl derivatives Alcoholysis Alcoholysis reactions Cnicin Enzyme catalysis Fatty acid derivatives Germacranolide Regio-selective Sesquiterpenoids Side products Synthetic procedures Acylation Enzymes Fatty acids Lipases Catalysis acetic acid derivative cnicin fatty acid derivative germacranolide derivative sesquiterpene lactone triacylglycerol lipase unclassified drug acylation alcoholysis article catalysis chemical reaction kinetics chemical structure controlled study enantioselectivity enzyme activity low temperature nonhuman synthesis Several acyl derivatives of cnicin were obtained through lipase-catalysed acylation and alcoholysis reactions. In most reactions lipases showed a regioselective behaviour affording only one product. Longer chain acyl derivatives were prepared at lower temperature than the used in lipase-catalysed reactions, to preclude side products formation. The enzymatic approach let to prepare a family of novel acetyl and fatty acid derivatives of cnicin which are not obtainable following traditional organic synthetic procedures. © 2008 Elsevier B.V. All rights reserved. Fil:Monsalve, L.N. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Baldessari, A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2009 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13811177_v57_n1-4_p40_Monsalve http://hdl.handle.net/20.500.12110/paper_13811177_v57_n1-4_p40_Monsalve
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Acylation Alcoholysis Cnicin Enzyme catalysis Sesquiterpenoids Acyl derivatives Alcoholysis Alcoholysis reactions Cnicin Enzyme catalysis Fatty acid derivatives Germacranolide Regio-selective Sesquiterpenoids Side products Synthetic procedures Acylation Enzymes Fatty acids Lipases Catalysis acetic acid derivative cnicin fatty acid derivative germacranolide derivative sesquiterpene lactone triacylglycerol lipase unclassified drug acylation alcoholysis article catalysis chemical reaction kinetics chemical structure controlled study enantioselectivity enzyme activity low temperature nonhuman synthesis
spellingShingle	Acylation Alcoholysis Cnicin Enzyme catalysis Sesquiterpenoids Acyl derivatives Alcoholysis Alcoholysis reactions Cnicin Enzyme catalysis Fatty acid derivatives Germacranolide Regio-selective Sesquiterpenoids Side products Synthetic procedures Acylation Enzymes Fatty acids Lipases Catalysis acetic acid derivative cnicin fatty acid derivative germacranolide derivative sesquiterpene lactone triacylglycerol lipase unclassified drug acylation alcoholysis article catalysis chemical reaction kinetics chemical structure controlled study enantioselectivity enzyme activity low temperature nonhuman synthesis Monsalve, Leandro Nicolás Baldessari, Alicia Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin
topic_facet	Acylation Alcoholysis Cnicin Enzyme catalysis Sesquiterpenoids Acyl derivatives Alcoholysis Alcoholysis reactions Cnicin Enzyme catalysis Fatty acid derivatives Germacranolide Regio-selective Sesquiterpenoids Side products Synthetic procedures Acylation Enzymes Fatty acids Lipases Catalysis acetic acid derivative cnicin fatty acid derivative germacranolide derivative sesquiterpene lactone triacylglycerol lipase unclassified drug acylation alcoholysis article catalysis chemical reaction kinetics chemical structure controlled study enantioselectivity enzyme activity low temperature nonhuman synthesis
description	Several acyl derivatives of cnicin were obtained through lipase-catalysed acylation and alcoholysis reactions. In most reactions lipases showed a regioselective behaviour affording only one product. Longer chain acyl derivatives were prepared at lower temperature than the used in lipase-catalysed reactions, to preclude side products formation. The enzymatic approach let to prepare a family of novel acetyl and fatty acid derivatives of cnicin which are not obtainable following traditional organic synthetic procedures. © 2008 Elsevier B.V. All rights reserved.
author	Monsalve, Leandro Nicolás Baldessari, Alicia
author_facet	Monsalve, Leandro Nicolás Baldessari, Alicia
author_sort	Monsalve, Leandro Nicolás
title	Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin
title_short	Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin
title_full	Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin
title_fullStr	Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin
title_full_unstemmed	Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin
title_sort	lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin
publishDate	2009
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13811177_v57_n1-4_p40_Monsalve http://hdl.handle.net/20.500.12110/paper_13811177_v57_n1-4_p40_Monsalve
work_keys_str_mv	AT monsalveleandronicolas lipasecatalysedpreparationofacylderivativesofthegermacranolidecnicin AT baldessarialicia lipasecatalysedpreparationofacylderivativesofthegermacranolidecnicin
_version_	1768542564136255488

Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin

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