蕨苷A2——一种来自尾叶蕨（Pteridium caudatum L. Maxon）的新型伊利烷型倍半萜糖苷，以及尾叶二烯酮的光谱表征

Pteroside A2--a new illudane-type sesquiterpene glucoside from pteridium caudatum L. Maxon, and the spectrometric characterization of caudatodienone.

作者信息

Castillo Uvidelio F, Wilkins Alistair L, Lauren Denis R, Smith Barry L, Alonso-Amelot Miguel

机构信息

Universidad de Los Andes, Facultad de Ciencias, Departamento de Química, Laboratorio de Química Ecológica, Mérida 5101, Venezuela.

出版信息

J Agric Food Chem. 2003 Apr 23;51(9):2559-64. doi: 10.1021/jf026238j.

DOI:10.1021/jf026238j

PMID:12696937

Abstract

Fractionation of an extract of Pteridium caudatum L. Maxon. (syn P. aquilinum L. Kuhn var. caudatum) which had earlier yielded the illudane-type sesquiterpene glucosides, ptaquiloside (1a), isoptaquiloside (1b), and caudatoside (1c) afforded a mixture containing 1a and two minor components. Preparative HPLC afforded ptaquiloside Z (1d) and a new pteroside glucoside (pteroside A2) (3e), which was identified using a combination of mass spectral and one- and two-dimensional NMR analyses. The (1)H and (13)C NMR and mass spectrometric characterization of caudatodienone (2b), an unstable dienone derived from the degradation of caudatoside (1c) in pyridine solution, and the GC-MS characterization of some pterosin-type degradation products produced by reacting this solution with cosolvents is also reported.

摘要

对尾叶蕨（Pteridium caudatum L. Maxon.，同物异名：P. aquilinum L. Kuhn var. caudatum）提取物进行分馏，该提取物先前已产生了伊鲁烷型倍半萜糖苷——ptaquiloside（1a）、异ptaquiloside（1b）和caudatoside（1c），分馏得到了一种含有1a和两种次要成分的混合物。制备型高效液相色谱法得到了ptaquiloside Z（1d）和一种新的蕨糖苷（蕨糖苷A2）（3e），通过质谱以及一维和二维核磁共振分析相结合的方法对其进行了鉴定。还报道了caudatodienone（2b）的¹H和¹³C核磁共振及质谱表征，caudatodienone（2b）是一种不稳定的二烯酮，由caudatoside（1c）在吡啶溶液中降解产生，同时还报道了该溶液与共溶剂反应生成的一些蕨素型降解产物的气相色谱 - 质谱表征。