Geranylation of benzoic acid derivatives by enzymatic extracts from Piper crassinervium (Piperaceae)

Autor(es)

Lopez, Silvia Noeli ^[1] ; Lopes, Adriana Aparecida ^[1] ; Batista, Jr., Joao Marcos ^[1] ; Flausino, Jr., Otavio ^[1] ; Bolzani, Vanderlan da Silva ^[1] ; Kato, Massuo Jorge ^[2] ; Furlan, Maysa ^[1]

Afiliação do(s) autor(es)

^[1] Univ Estadual Paulista, UNESP, Dept Quim Organ, Inst Quim, NuBBE Nucleo Bioensaios Biossintese & E, BR-14800900 Araraquara, SP - Brazil

^[2] Univ Sao Paulo, Inst Quim, BR-05508000 Sao Paulo - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Bioresource Technology; v. 101, n. 12, p. 4251-4260, JUN 2010.
• Citações Web of Science: 16

Resumo

The ability to carry out geranylations on aromatic substrates using enzymatic extracts from the leaves of Piper crassinervium (Piperaceae) was evaluated. A literature analysis pointed out its importance as a source of prenylated bioactive molecules. The screening performed on aromatic acceptors (benzoic acids, phenols and phenylpropanoids) including geranyl diphosphate as prenyl donor, showed the biotransformation of the 3,4-dihydroxybenzoic acid by the crude extract, and the p-hydroxybenzoic acid by both the microsomal fraction and the crude extract, after treating leaves with glucose. The analysis of the products allowed the identification of C- and O-geranylated derivatives, and the protease (subtilisin and pepsin) inhibition performed on the O-geranylated compounds showed weak inhibition. Electrophoretic profiles indicated the presence of bands/spots among 56-58 kDa and pI 6-7, which are compatible with prenyltransferases. These findings show that P. crassinervium could be considered as a source of extracts with geranyltransferase activity to perform biotransformations on aromatic substrates. (C) 2010 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 03/11524-9 - Biossíntese em espécies de Celastraceae, Hippocrateaceae e Piperaceae: análise do metaboloma - proteoma de metabólitos secundários com potencial biológico
• Beneficiário: Maysa Furlan
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 05/57042-0 - Origem biossintética e aspectos evolutivos de metabólitos secundários de angiopermas basais
• Beneficiário: Massuo Jorge Kato
• Modalidade de apoio: Auxílio à Pesquisa - Regular