A new N-oxide benzylisoquinoline alkaloid isolated from the leaves of atemoya (Annona cherimola × Annona squamosa)

Author:

Rabêlo Suzana V.1,Araújo Edigênia C. C.2,Costa Emmanoel V.3,Braz-Filho Raimundo45,Barison Andersson6,Santos Maria de F. C.7,Oliveira Gibson G.8,Tomaz José C.8,Rolim Larissa A.12,Lopes Norberto P.8,Silva Maria F. S.9,Moraes Manoel O.9,Pessoa Cláudia do Ó9,El Aouad Noureddine10,Almeida Jackson R. G. S.12

Affiliation:

1. Post-Graduate Program in Biotechnology (RENORBIO) , Federal Rural University of Pernambuco , Recife , Pernambuco , Brazil

2. Center for Studies and Research of Medicinal Plants (NEPLAME) , Federal University of San Francisco Valley , Petrolina , Pernambuco , Brazil

3. Department of Chemistry , Federal University of Amazonas , Manaus , Amazonas , Brazil

4. Department of Chemistry , Federal Rural University of Rio de Janeiro , Seropédica , Rio de Janeiro , Brazil

5. State University of Norte Fluminense Darcy Ribeiro , Campos dos Goytacazes , Rio de Janeiro , Brazil

6. NMR Center, Federal University of Paraná , Curitiba , Paraná , Brazil

7. Department of Chemistry , Federal University of Sergipe , Jardim Rosa Elze , São Cristóvão , Sergipe , Brazil

8. Faculty of Pharmaceutical Sciences of Ribeirão Preto , University of São Paulo , Ribeirão Preto , São Paulo , Brazil

9. National Laboratory of Experimental Oncology (LabNOE) , Federal University of Ceará , Fortaleza , Ceará , Brazil

10. Research Team on Biological Engineering, Agrifood and Aquaculture, Polydisciplinary Faculty of Larache , University Abdelmalek Essaadi , Route de Rabat , Larache 92000 , Morocco

Abstract

Abstract Phytochemical investigation of the atemoya aerial parts was carried out by LC-MS-IT and cytotoxic activities were evaluated as well. These results led to the identification of a new N-oxide alkaloid (dehydroanomuricine-N-oxide) and eight other alkaloids: scoulerine, reticuline, isocorydine, norisocorydine, asimilobine, nornuciferine, anonaine, and liriodenine. The new alkaloid dehydroanomuricine-N-oxide and anomuricine were also isolated. The structures of these compounds were determined by spectroscopic and spectrometric techniques. The cytotoxic capacity of crude methanolic extract and the alkaloidal fraction were evaluated, showing moderate cytotoxicity. The isolation and identification of these alkaloids are an important contribution to the chemotaxonomy of the genus Annona and the Annonaceae family.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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