Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite Analyses

The potential of six ancient Tuscan sweet cherry (<i>Prunus avium</i> L.) varieties as a source of health-promoting pentacyclic triterpenes is here evaluated by means of a targeted gene expression and metabolite analysis. By using a sequence homology criterion, we identify five oxidosqua...

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Main Authors: Roberto Berni, Mubasher Zahir Hoque, Sylvain Legay, Giampiero Cai, Khawar Sohail Siddiqui, Jean-Francois Hausman, Christelle M. Andre, Gea Guerriero
Format: Article
Language:English
Published: MDPI AG 2019-04-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/8/1590
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spelling doaj-5c3133ed7a7a411aaee14586fe0d72f02020-11-25T00:50:04ZengMDPI AGMolecules1420-30492019-04-01248159010.3390/molecules24081590molecules24081590Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite AnalysesRoberto Berni0Mubasher Zahir Hoque1Sylvain Legay2Giampiero Cai3Khawar Sohail Siddiqui4Jean-Francois Hausman5Christelle M. Andre6Gea Guerriero7Department of Life Sciences, University of Siena, via P.A. Mattioli 4, 53100 Siena, ItalyBio-Bio-1 Research Foundation, Sangskriti Bikash Kendra Bhaban, 1/E/1 Poribagh, Dhaka 1000, BangladeshEnvironmental Research and Innovation Department, Luxembourg Institute of Science and Technology, 5 avenue des Hauts-Fourneaux, L-4362 Esch/Alzette, LuxembourgDepartment of Life Sciences, University of Siena, via P.A. Mattioli 4, 53100 Siena, ItalyLife Sciences Department, King Fahd University of Petroleum and Minerals (KFUPM), Dhahran 31261, Saudi ArabiaEnvironmental Research and Innovation Department, Luxembourg Institute of Science and Technology, 5 avenue des Hauts-Fourneaux, L-4362 Esch/Alzette, LuxembourgEnvironmental Research and Innovation Department, Luxembourg Institute of Science and Technology, 5 avenue des Hauts-Fourneaux, L-4362 Esch/Alzette, LuxembourgEnvironmental Research and Innovation Department, Luxembourg Institute of Science and Technology, 5 avenue des Hauts-Fourneaux, L-4362 Esch/Alzette, LuxembourgThe potential of six ancient Tuscan sweet cherry (<i>Prunus avium</i> L.) varieties as a source of health-promoting pentacyclic triterpenes is here evaluated by means of a targeted gene expression and metabolite analysis. By using a sequence homology criterion, we identify five oxidosqualene cyclase genes (<i>OSC</i>s) and three cytochrome P450s (<i>CYP85</i>s) that are putatively involved in the triterpene production pathway in sweet cherries. We performed 3D structure prediction and induced-fit docking using cation intermediates and reaction products for some OSCs to predict their function. We show that the Tuscan varieties have different amounts of ursolic and oleanolic acids and that these variations are related to different gene expression profiles. This study stresses the interest of valorizing ancient fruits as alternative sources of functional molecules with nutraceutical value. It also provides information on sweet cherry triterpene biosynthetic genes, which could be the object of follow-up functional studies.https://www.mdpi.com/1420-3049/24/8/1590<i>Prunus avium</i> L.Tuscan varietiespentacyclic triterpenesoxidosqualene cyclasecytochrome P450gene expressionbioinformatics
collection DOAJ
language English
format Article
sources DOAJ
author Roberto Berni
Mubasher Zahir Hoque
Sylvain Legay
Giampiero Cai
Khawar Sohail Siddiqui
Jean-Francois Hausman
Christelle M. Andre
Gea Guerriero
spellingShingle Roberto Berni
Mubasher Zahir Hoque
Sylvain Legay
Giampiero Cai
Khawar Sohail Siddiqui
Jean-Francois Hausman
Christelle M. Andre
Gea Guerriero
Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite Analyses
Molecules
<i>Prunus avium</i> L.
Tuscan varieties
pentacyclic triterpenes
oxidosqualene cyclase
cytochrome P450
gene expression
bioinformatics
author_facet Roberto Berni
Mubasher Zahir Hoque
Sylvain Legay
Giampiero Cai
Khawar Sohail Siddiqui
Jean-Francois Hausman
Christelle M. Andre
Gea Guerriero
author_sort Roberto Berni
title Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite Analyses
title_short Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite Analyses
title_full Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite Analyses
title_fullStr Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite Analyses
title_full_unstemmed Tuscan Varieties of Sweet Cherry Are Rich Sources of Ursolic and Oleanolic Acid: Protein Modeling Coupled to Targeted Gene Expression and Metabolite Analyses
title_sort tuscan varieties of sweet cherry are rich sources of ursolic and oleanolic acid: protein modeling coupled to targeted gene expression and metabolite analyses
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-04-01
description The potential of six ancient Tuscan sweet cherry (<i>Prunus avium</i> L.) varieties as a source of health-promoting pentacyclic triterpenes is here evaluated by means of a targeted gene expression and metabolite analysis. By using a sequence homology criterion, we identify five oxidosqualene cyclase genes (<i>OSC</i>s) and three cytochrome P450s (<i>CYP85</i>s) that are putatively involved in the triterpene production pathway in sweet cherries. We performed 3D structure prediction and induced-fit docking using cation intermediates and reaction products for some OSCs to predict their function. We show that the Tuscan varieties have different amounts of ursolic and oleanolic acids and that these variations are related to different gene expression profiles. This study stresses the interest of valorizing ancient fruits as alternative sources of functional molecules with nutraceutical value. It also provides information on sweet cherry triterpene biosynthetic genes, which could be the object of follow-up functional studies.
topic <i>Prunus avium</i> L.
Tuscan varieties
pentacyclic triterpenes
oxidosqualene cyclase
cytochrome P450
gene expression
bioinformatics
url https://www.mdpi.com/1420-3049/24/8/1590
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