Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools

<i>Anomalocalyx uleanus</i> (Pax & K. Hoffm.) Ducke (Euphorbiaceae) is a singular species in the genus and is restricted and exclusive to the Brazilian Amazon. A phytochemical study of <i>A. uleanus</i> leaves was performed, yielding the isolation of five major compounds:...

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Main Authors: José Assis Gomes de Brito, Luciano da Silva Pinto, Cintia Folly Chaves, Antônio Jorge Ribeiro da Silva, Maria Fátima das Graças Fernandes da Silva, Fernando Cotinguiba
Format: Article
Language:English
Published: MDPI AG 2021-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/4/925
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author José Assis Gomes de Brito
Luciano da Silva Pinto
Cintia Folly Chaves
Antônio Jorge Ribeiro da Silva
Maria Fátima das Graças Fernandes da Silva
Fernando Cotinguiba
author_facet José Assis Gomes de Brito
Luciano da Silva Pinto
Cintia Folly Chaves
Antônio Jorge Ribeiro da Silva
Maria Fátima das Graças Fernandes da Silva
Fernando Cotinguiba
author_sort José Assis Gomes de Brito
collection DOAJ
description <i>Anomalocalyx uleanus</i> (Pax & K. Hoffm.) Ducke (Euphorbiaceae) is a singular species in the genus and is restricted and exclusive to the Brazilian Amazon. A phytochemical study of <i>A. uleanus</i> leaves was performed, yielding the isolation of five major compounds: catechin/epicatechin, afzelin, quercetin 3-<i>O</i>-α-L-rhamnopyranoside, and astilbin. The phytochemical compositions of the methanolic extracts of leaves, roots, bark, and stem bark were determined using a dereplication approach. Forty-six compounds were annotated from the liquid chromatography-mass spectrometry (LC-MS/MS) data, while four lipids were identified using gas chromatography-mass spectrometry (GC-MS). In total, fifty compounds were detected, and they belonged to the primary metabolism and several classes of natural products such as flavonoids, flavonoids <i>O</i>-glycosides, flavonoids <i>C</i>-glycosides, biflavonoids, procyanidin, triterpene, triterpenes esterified with phenylpropanoids, phenylpropanoid derivatives, flavonolignans, coumarins, quinic acid derivatives, and benzoic acid derivatives. This is the first report on the phytochemical data of the genus <i>Anomalocalyx</i>, and the results of this study will contribute to the chemosystematic knowledge of the Euphorbiaceae family and justify the need for investigation of the pharmacological potential of the species <i>A. uleanus</i>.
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spelling doaj.art-6a432a2a1a0344f3a1ba64778b5582992023-12-03T13:06:12ZengMDPI AGMolecules1420-30492021-02-0126492510.3390/molecules26040925Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking ToolsJosé Assis Gomes de Brito0Luciano da Silva Pinto1Cintia Folly Chaves2Antônio Jorge Ribeiro da Silva3Maria Fátima das Graças Fernandes da Silva4Fernando Cotinguiba5Instituto de Pesquisas de Produtos Naturais “Walter Mors”, Centro de Ciencas da Saude, Universidade Federal do Rio de Janeiro (UFRJ), Avenida Carlos Chagas Filho, 373, Bloco H, Cidade Universitaria, CEP 21941-902 Rio de Janeiro, BrazilDepartamento de Quimica, Universidade Federal de São Carlos, Rodovia Washington Luís km 235, CEP 13565-905 São Carlos-SP, BrazilInstituto de Pesquisas de Produtos Naturais “Walter Mors”, Centro de Ciencas da Saude, Universidade Federal do Rio de Janeiro (UFRJ), Avenida Carlos Chagas Filho, 373, Bloco H, Cidade Universitaria, CEP 21941-902 Rio de Janeiro, BrazilInstituto de Pesquisas de Produtos Naturais “Walter Mors”, Centro de Ciencas da Saude, Universidade Federal do Rio de Janeiro (UFRJ), Avenida Carlos Chagas Filho, 373, Bloco H, Cidade Universitaria, CEP 21941-902 Rio de Janeiro, BrazilDepartamento de Quimica, Universidade Federal de São Carlos, Rodovia Washington Luís km 235, CEP 13565-905 São Carlos-SP, BrazilInstituto de Pesquisas de Produtos Naturais “Walter Mors”, Centro de Ciencas da Saude, Universidade Federal do Rio de Janeiro (UFRJ), Avenida Carlos Chagas Filho, 373, Bloco H, Cidade Universitaria, CEP 21941-902 Rio de Janeiro, Brazil<i>Anomalocalyx uleanus</i> (Pax & K. Hoffm.) Ducke (Euphorbiaceae) is a singular species in the genus and is restricted and exclusive to the Brazilian Amazon. A phytochemical study of <i>A. uleanus</i> leaves was performed, yielding the isolation of five major compounds: catechin/epicatechin, afzelin, quercetin 3-<i>O</i>-α-L-rhamnopyranoside, and astilbin. The phytochemical compositions of the methanolic extracts of leaves, roots, bark, and stem bark were determined using a dereplication approach. Forty-six compounds were annotated from the liquid chromatography-mass spectrometry (LC-MS/MS) data, while four lipids were identified using gas chromatography-mass spectrometry (GC-MS). In total, fifty compounds were detected, and they belonged to the primary metabolism and several classes of natural products such as flavonoids, flavonoids <i>O</i>-glycosides, flavonoids <i>C</i>-glycosides, biflavonoids, procyanidin, triterpene, triterpenes esterified with phenylpropanoids, phenylpropanoid derivatives, flavonolignans, coumarins, quinic acid derivatives, and benzoic acid derivatives. This is the first report on the phytochemical data of the genus <i>Anomalocalyx</i>, and the results of this study will contribute to the chemosystematic knowledge of the Euphorbiaceae family and justify the need for investigation of the pharmacological potential of the species <i>A. uleanus</i>.https://www.mdpi.com/1420-3049/26/4/925Euphorbiaceae<i>Anomalocalyx</i>phenolic plant metabolismmolecular networking
spellingShingle José Assis Gomes de Brito
Luciano da Silva Pinto
Cintia Folly Chaves
Antônio Jorge Ribeiro da Silva
Maria Fátima das Graças Fernandes da Silva
Fernando Cotinguiba
Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools
Molecules
Euphorbiaceae
<i>Anomalocalyx</i>
phenolic plant metabolism
molecular networking
title Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools
title_full Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools
title_fullStr Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools
title_full_unstemmed Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools
title_short Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools
title_sort chemophenetic significance of i anomalocalyx uleanus i metabolites are revealed by dereplication using molecular networking tools
topic Euphorbiaceae
<i>Anomalocalyx</i>
phenolic plant metabolism
molecular networking
url https://www.mdpi.com/1420-3049/26/4/925
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