Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction

A semisynthesis of 6<i>β</i>-acetoxyvouacapane-1,5-disusbtituted tetrazoles derivatives from the leaves of <i>Caesalpinia platyloba</i> by using the Ugi-azide multicomponent reaction as a key step reaction is described. To our knowledge, this is the first report where a non-n...

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Main Authors: Gabriela Servín-García, Luis Chacón-García, Joaquín González-Marrero, Mariana Macías-Alonso, Mario A. Gómez-Hurtado, Gabriela Rodríguez-García, Rosa E. del Río, Carlos J. Cortés-García
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Chemistry Proceedings
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Online Access:https://www.mdpi.com/2673-4583/12/1/24
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author Gabriela Servín-García
Luis Chacón-García
Joaquín González-Marrero
Mariana Macías-Alonso
Mario A. Gómez-Hurtado
Gabriela Rodríguez-García
Rosa E. del Río
Carlos J. Cortés-García
author_facet Gabriela Servín-García
Luis Chacón-García
Joaquín González-Marrero
Mariana Macías-Alonso
Mario A. Gómez-Hurtado
Gabriela Rodríguez-García
Rosa E. del Río
Carlos J. Cortés-García
author_sort Gabriela Servín-García
collection DOAJ
description A semisynthesis of 6<i>β</i>-acetoxyvouacapane-1,5-disusbtituted tetrazoles derivatives from the leaves of <i>Caesalpinia platyloba</i> by using the Ugi-azide multicomponent reaction as a key step reaction is described. To our knowledge, this is the first report where a non-natural product such as 1,5-disusbtituted tetrazole has been linked to a natural product or derivate of a natural product, and beyond the biological relevance that the target molecules present, this work contributes to the area of natural products as well as multicomponent reactions.
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spelling doaj.art-9d997e3725a945e4a47e97aa2d3fb1f52023-11-18T09:47:56ZengMDPI AGChemistry Proceedings2673-45832022-11-011212410.3390/ecsoc-26-13552Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent ReactionGabriela Servín-García0Luis Chacón-García1Joaquín González-Marrero2Mariana Macías-Alonso3Mario A. Gómez-Hurtado4Gabriela Rodríguez-García5Rosa E. del Río6Carlos J. Cortés-García7Laboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia 58030, MexicoLaboratorio de Diseño Molecular, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia 58030, MexicoInstituto Politécnico Nacional, Unidad Profesional Interdisciplinaria de Ingeniería Campus Guanajuato, Av. Mineral de Valenciana 200 Col. Fracc. Industrial Puerto Interior, Silao 36275, MexicoInstituto Politécnico Nacional, Unidad Profesional Interdisciplinaria de Ingeniería Campus Guanajuato, Av. Mineral de Valenciana 200 Col. Fracc. Industrial Puerto Interior, Silao 36275, MexicoLaboratorio de Química de Productos Naturales, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia 58030, MexicoLaboratorio de Química de Productos Naturales, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia 58030, MexicoLaboratorio de Química de Productos Naturales, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia 58030, MexicoLaboratorio de Química de Productos Naturales, Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Ciudad Universitaria, Morelia 58030, MexicoA semisynthesis of 6<i>β</i>-acetoxyvouacapane-1,5-disusbtituted tetrazoles derivatives from the leaves of <i>Caesalpinia platyloba</i> by using the Ugi-azide multicomponent reaction as a key step reaction is described. To our knowledge, this is the first report where a non-natural product such as 1,5-disusbtituted tetrazole has been linked to a natural product or derivate of a natural product, and beyond the biological relevance that the target molecules present, this work contributes to the area of natural products as well as multicomponent reactions.https://www.mdpi.com/2673-4583/12/1/246<i>β</i>-acetoxyvouacapane1,5-disusbtituted tetrazolesugi-azideisocyanidessemisynthesis
spellingShingle Gabriela Servín-García
Luis Chacón-García
Joaquín González-Marrero
Mariana Macías-Alonso
Mario A. Gómez-Hurtado
Gabriela Rodríguez-García
Rosa E. del Río
Carlos J. Cortés-García
Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction
Chemistry Proceedings
6<i>β</i>-acetoxyvouacapane
1,5-disusbtituted tetrazoles
ugi-azide
isocyanides
semisynthesis
title Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction
title_full Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction
title_fullStr Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction
title_full_unstemmed Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction
title_short Semisynthesis of 6<i>β</i>-Acetoxyvouacapane Derivatives via the Ugi-Azide Multicomponent Reaction
title_sort semisynthesis of 6 i β i acetoxyvouacapane derivatives via the ugi azide multicomponent reaction
topic 6<i>β</i>-acetoxyvouacapane
1,5-disusbtituted tetrazoles
ugi-azide
isocyanides
semisynthesis
url https://www.mdpi.com/2673-4583/12/1/24
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