Distinct sesquiterpene pyridine alkaloids from in Salvadoran and Peruvian Celastraceae species. (October 2017)

• Record Type: Journal Article
• Authors: Callies, Oliver; Núñez, Marvin J.; Perestelo, Nayra R.; Reyes, Carolina P.; Torres-Romero, David; Jiménez, Ignacio A.; Bazzocchi, Isabel L.
• Is Part Of: Phytochemistry. Volume 142(2017)
• Page Start: 21
• Page End: 29
• Publication Date: 2017-10
• Subjects: Celastrus vulcanicola -- Maytenus jeslkii -- Maytenus segoviarum -- Maytenus cuzcoina -- Celastraceae -- Sesquiterpene pyridine alkaloids; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2017.06.013
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: As part of a bioprospecting program aimed at the discovery of undescribed natural products from Salvadoran and Peruvian flora, the phytochemical investigations of four Celastraceae species, Celastrus vulcanicola, Maytenus segoviarum, Maytenus jeslkii, and Maytenus cuzcoina, were performed. The current study reports the isolation and structural characterization of five previously undescribed macrolide sesquiterpene pyridine alkaloids, named vulcanicoline-A, cuzcoinine, vulcanicoline-B, jelskiine, and vulcanicoline-C, along with sixteen known alkaloids. The structures of the alkaloids were established by spectrometric and extensive 1D and 2D NMR spectroscopic analysis, including COSY, HSQC, HMBC, and ROESY experiments. The absolute configurations of alkaloids were proposed based on optical rotation sign, and biogenetic considerations. This study represents the first phytochemical analysis of Maytenus segoviarum . Graphical abstract: Phytochemical investigation of four Salvadoran and Peruvian Celastraceae species led to the isolation of five previously undescribed and sixteen known macrolide sesquiterpene pyridine alkaloids. Highlights: Phytochemical analysis of four Salvadoran and Peruvian Celastraceae species. Five previously undescribed and sixteen known sesquiterpene pyridine alkaloids were isolated. The structures were elucidated by spectroscopic and spectrometric techniques. Phytochemical study of Maytenus segoviarum is reported for the first time.