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Open AccessArticle

Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms

1
Instituto de Química, Univ. Estadual Paulista-UNESP, Rua Prof. Francisco Degni, 55, Quitandinha, Araraquara, SP 14800-060, Brazil
2
Faculdade de Ciências Farmacêuticas, Univ. Estadual Paulista-UNESP, Rod. Araraquara-Jaú km 1, Araraquara, SP 14801-903, Brazil
*
Author to whom correspondence should be addressed.
Molecules 2018, 23(3), 700; https://doi.org/10.3390/molecules23030700
Received: 15 December 2017 / Revised: 5 February 2018 / Accepted: 7 February 2018 / Published: 20 March 2018
(This article belongs to the Special Issue Diversity of Terpenoids)
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. View Full-Text
Keywords: polymorphism; triterpene; Maytenus ilicifolia; Saccharomyces cereivisiae; heterologous expression; oxidosqualene cyclase polymorphism; triterpene; Maytenus ilicifolia; Saccharomyces cereivisiae; heterologous expression; oxidosqualene cyclase
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MDPI and ACS Style

Alves, T.B.; Souza-Moreira, T.M.; Valentini, S.R.; Zanelli, C.F.; Furlan, M. Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms. Molecules 2018, 23, 700.

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