Squamins C–F, four cyclopeptides from the seeds of Annona globiflora

Four cyclic octapeptides, squamins C–F, were isolated from the seeds of Annona globiflora Schltdl. These compounds share part of their amino acid sequence, -Pro-Met(O)-Tyr-Gly-Thr-, with previously reported squamins A and B. Their structures were determined using NMR spectroscopic techniques togethe...

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Detalles Bibliográficos
Autores: Sosa-Rueda, Javier, Domínguez-Meléndez, Vanihamin, Ortiz-Celiseo, Araceli, López-Fentanes, Fernando C., Cuadrado, Cristina, Fernández, José J., Hernández Daranas, Antonio, Cen-Pacheco, Francisco
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2021
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/249836
Acceso en línea:http://hdl.handle.net/10261/249836
Access Level:acceso abierto
Palabra clave:Annona globiflora Schltdl
Annonaceae
Cyclopeptides
Cytotoxic activity
Descripción
Sumario:Four cyclic octapeptides, squamins C–F, were isolated from the seeds of Annona globiflora Schltdl. These compounds share part of their amino acid sequence, -Pro-Met(O)-Tyr-Gly-Thr-, with previously reported squamins A and B. Their structures were determined using NMR spectroscopic techniques together with quantum mechanical calculations (QM-NMR), ESI-HRMS data and a modified version of Marfey's chromatographic method. All compounds showed cytotoxic activity against DU-145 (human prostate cancer) and HeLa (human cervical carcinoma) cell lines. Clearly, A. globiflora is an important source of bioactive molecules, which could promote the sustainable exploitation of this undervalued specie.