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Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms

Triterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as a...

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Autores principales: Alves, Thaís B., Souza-Moreira, Tatiana M., Valentini, Sandro R., Zanelli, Cleslei F., Furlan, Maysa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017009/
https://www.ncbi.nlm.nih.gov/pubmed/29558378
http://dx.doi.org/10.3390/molecules23030700
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author Alves, Thaís B.
Souza-Moreira, Tatiana M.
Valentini, Sandro R.
Zanelli, Cleslei F.
Furlan, Maysa
author_facet Alves, Thaís B.
Souza-Moreira, Tatiana M.
Valentini, Sandro R.
Zanelli, Cleslei F.
Furlan, Maysa
author_sort Alves, Thaís B.
collection PubMed
description Triterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens.
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spelling pubmed-60170092018-11-13 Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms Alves, Thaís B. Souza-Moreira, Tatiana M. Valentini, Sandro R. Zanelli, Cleslei F. Furlan, Maysa Molecules Article Triterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens. MDPI 2018-03-20 /pmc/articles/PMC6017009/ /pubmed/29558378 http://dx.doi.org/10.3390/molecules23030700 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Alves, Thaís B.
Souza-Moreira, Tatiana M.
Valentini, Sandro R.
Zanelli, Cleslei F.
Furlan, Maysa
Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms
title Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms
title_full Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms
title_fullStr Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms
title_full_unstemmed Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms
title_short Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms
title_sort friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017009/
https://www.ncbi.nlm.nih.gov/pubmed/29558378
http://dx.doi.org/10.3390/molecules23030700
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