Advanced search
Start date
Betweenand
Related content
(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Integrative Approach Based on Leaf Spray Mass Spectrometry, HPLC-DAD-MS/MS, and NMR for Comprehensive Characterization of Isoquinoline-Derived Alkaloids in Leaves of Onychopetalum amazonicum R. E. Fr.

Full text
Author(s):
de Lima, Bruna R. [1] ; da Silva, Felipe M. A. [1, 2] ; Soares, Elzalina R. [1] ; de Almeida, Richardson A. [1] ; da Silva-Filho, Francinaldo A. [1] ; Benison, Andersson [3] ; Costa, V, Emmanoel ; Koolen, Hector H. F. [4] ; de Souza, Afonso D. L. [1, 5] ; Pinheiro, Maria Lucia B. [1, 5]
Total Authors: 10
Affiliation:
[1] Univ Fed Amazonas UFAM, Cent Analit Ctr Apoio Multidisciplinar CAM, BR-69077000 Manaus, Amazonas - Brazil
[2] Univ Fed Amazonas UFAM, Dept Quim, BR-69077000 Manaus, Amazonas - Brazil
[3] Univ Fed Parana UFPR, Lab RMN, BR-81531990 Curitiba, Parana - Brazil
[4] Univ Estado Amazonas, Grp Pesquisa Metabolom & Espectrometria Massas, BR-69050010 Manaus, Amazonas - Brazil
[5] Costa, Emmanoel, V, Univ Fed Amazonas UFAM, Dept Quim, BR-69077000 Manaus, Amazonas - Brazil
Total Affiliations: 5
Document type: Journal article
Source: Journal of the Brazilian Chemical Society; v. 31, n. 1, p. 79-89, JAN 2020.
Web of Science Citations: 1
Abstract

Onychopetalum is an Amazonian botanical genus close-related with Bocageopsis and Unonopsis, whose species are used in traditional medicine. Although these genera are widely investigated from the phytochemical viewpoint, the knowledge about Onychopetalum remains almost unexplored. In order to perform a comprehensive characterization of isoquinoline-derived alkaloids from Onychopetalum amazonicum, an integrative approach based on the alkaloid profile analysis by leaf spray mass spectrometry (LS-MS), followed by a robust dereplication through high-performance liquid chromatography coupled with diode array detector and atmospheric pressure chemical ionization tandem mass spectrometry, (HPLC-DAD-APCI-MS/MS) and nuclear magnetic resonance (NMR) analysis was adopted. LS-MS allowed the tentative identification of reticuline, norjuziphine, nornuciferine, O-methylisopiline, nuciferine, N-methyl-O-methylisopiline, anonaine, and N-methylanonaine. HPLC-DAD-MS/MS analysis supported the tentative identification of N-methylasimilobine, asimilobine, norushinsunine, N-methylisopiline, isopiline, liriodenine, and lysicamine. Moreover, the integration of MS and NMR data allowed the additional identification of stepholidine and isocorypalmine. The applied integrative approach proposed herein enabled a comprehensive analysis of the alkaloid content from the O. amazonicum, showing to be a useful strategy for the dereplication of isoquinoline-derived alkaloids. (AU)