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来自萨尔瓦多和秘鲁卫矛科植物的独特倍半萜吡啶生物碱。

Distinct sesquiterpene pyridine alkaloids from in Salvadoran and Peruvian Celastraceae species.

作者信息

Callies Oliver, Núñez Marvin J, Perestelo Nayra R, Reyes Carolina P, Torres-Romero David, Jiménez Ignacio A, Bazzocchi Isabel L

机构信息

Instituto Universitario de Bio-Orgánica Antonio González, Departamento de Química Orgánica, Universidad de La Laguna, Avenida Astrofísico Francisco Sánchez 2, 38206 La Laguna, Tenerife, Spain.

Instituto Universitario de Bio-Orgánica Antonio González, Departamento de Química Orgánica, Universidad de La Laguna, Avenida Astrofísico Francisco Sánchez 2, 38206 La Laguna, Tenerife, Spain; Laboratorio de Investigación en Productos Naturales, Facultad de Química y Farmacia, Universidad de El Salvador, Final de Avenida Mártires y Héroes del 30 de Julio, San Salvador, El Salvador.

出版信息

Phytochemistry. 2017 Oct;142:21-29. doi: 10.1016/j.phytochem.2017.06.013. Epub 2017 Jun 27.

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.

摘要

作为旨在从萨尔瓦多和秘鲁植物群中发现未描述天然产物的生物勘探计划的一部分,对四种卫矛科植物进行了植物化学研究,这四种植物分别是火山南蛇藤(Celastrus vulcanicola)、塞戈维亚美登木(Maytenus segoviarum)、耶尔斯基美登木(Maytenus jeslkii)和库斯科美登木(Maytenus cuzcoina)。本研究报告了五种先前未描述的大环内酯倍半萜吡啶生物碱的分离和结构表征,它们分别命名为火山南蛇藤碱-A、库斯科美登木碱、火山南蛇藤碱-B、耶尔斯基美登木碱和火山南蛇藤碱-C,同时还分离出了十六种已知生物碱。通过光谱分析以及广泛的一维和二维核磁共振光谱分析(包括COSY、HSQC、HMBC和ROESY实验)确定了生物碱的结构。基于旋光符号和生源学考虑提出了生物碱的绝对构型。本研究是对塞戈维亚美登木的首次植物化学分析。

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