Chemophenetic Significance of <i>Anomalocalyx uleanus</i> Metabolites Are Revealed by Dereplication Using Molecular Networking Tools
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
Affiliations
José Assis Gomes de Brito
Instituto 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
Luciano da Silva Pinto
Departamento de Quimica, Universidade Federal de São Carlos, Rodovia Washington Luís km 235, CEP 13565-905 São Carlos-SP, Brazil
Cintia Folly Chaves
Instituto 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
Antônio Jorge Ribeiro da Silva
Instituto 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
Maria Fátima das Graças Fernandes da Silva
Departamento de Quimica, Universidade Federal de São Carlos, Rodovia Washington Luís km 235, CEP 13565-905 São Carlos-SP, Brazil
Fernando Cotinguiba
Instituto 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
Anomalocalyx uleanus (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 A. uleanus leaves was performed, yielding the isolation of five major compounds: catechin/epicatechin, afzelin, quercetin 3-O-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 O-glycosides, flavonoids C-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 Anomalocalyx, 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 A. uleanus.
