Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L

ABSTRACT: The methanol extract form the leaves of Phytolacca icosandra L., afforded the unprecedented artificial triterpenoid fatty acid ester 1 derived from the new natural triterpenoid phytolaccagenic acid 3-O-myristate (1a), along with the three known triterpenoids serjanic, acinosolic and phytol...

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Autores principales: Galarraga, Elier, Mavares, Andersson, Urdaneta, Neudo, Rodríguez-Lugo, Rafael E., Amaro-Luis, Juan Manuel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2020
Materias:
Original Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7367978/
https://www.ncbi.nlm.nih.gov/pubmed/32504214
http://dx.doi.org/10.1007/s13659-020-00249-x
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author Galarraga, Elier
Mavares, Andersson
Urdaneta, Neudo
Rodríguez-Lugo, Rafael E.
Amaro-Luis, Juan Manuel
author_facet Galarraga, Elier
Mavares, Andersson
Urdaneta, Neudo
Rodríguez-Lugo, Rafael E.
Amaro-Luis, Juan Manuel
author_sort Galarraga, Elier
collection PubMed
description ABSTRACT: The methanol extract form the leaves of Phytolacca icosandra L., afforded the unprecedented artificial triterpenoid fatty acid ester 1 derived from the new natural triterpenoid phytolaccagenic acid 3-O-myristate (1a), along with the three known triterpenoids serjanic, acinosolic and phytolaccagenic acid (2 – 4). Their structures were stablished by HR-EI-MS, 1D and 2D NMR techniques. The possible mechanistic formation of 1 is proposed, and the in vitro toxicity of all compounds was assessed using the brine shrimp lethality assay (BSLA). GRAPHIC ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00249-x) contains supplementary material, which is available to authorized users.
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spelling pubmed-73679782020-07-22 Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L Galarraga, Elier Mavares, Andersson Urdaneta, Neudo Rodríguez-Lugo, Rafael E. Amaro-Luis, Juan Manuel Nat Prod Bioprospect Original Article ABSTRACT: The methanol extract form the leaves of Phytolacca icosandra L., afforded the unprecedented artificial triterpenoid fatty acid ester 1 derived from the new natural triterpenoid phytolaccagenic acid 3-O-myristate (1a), along with the three known triterpenoids serjanic, acinosolic and phytolaccagenic acid (2 – 4). Their structures were stablished by HR-EI-MS, 1D and 2D NMR techniques. The possible mechanistic formation of 1 is proposed, and the in vitro toxicity of all compounds was assessed using the brine shrimp lethality assay (BSLA). GRAPHIC ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00249-x) contains supplementary material, which is available to authorized users. Springer Singapore 2020-06-05 /pmc/articles/PMC7367978/ /pubmed/32504214 http://dx.doi.org/10.1007/s13659-020-00249-x Text en © The Author(s) 2020 Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Original Article
Galarraga, Elier
Mavares, Andersson
Urdaneta, Neudo
Rodríguez-Lugo, Rafael E.
Amaro-Luis, Juan Manuel
Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L
title Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L
title_full Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L
title_fullStr Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L
title_full_unstemmed Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L
title_short Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L
title_sort artificial triterpenoid fatty acid ester isolated from the leaves of phytolacca icosandra l
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7367978/
https://www.ncbi.nlm.nih.gov/pubmed/32504214
http://dx.doi.org/10.1007/s13659-020-00249-x
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