Identification of Indole Diterpenes in Ipomoea asarifolia and Ipomoea muelleri, Plants Tremorgenic to Livestock,Journal of Agricultural and Food Chemistry

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Identification of Indole Diterpenes in Ipomoea asarifolia and Ipomoea muelleri, Plants Tremorgenic to Livestock
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2017-06-20 00:00:00 , DOI: 10.1021/acs.jafc.7b01834
Stephen T. Lee ₁ , Dale R. Gardner ₁ , Daniel Cook ₁

Affiliation

Ipomoea asarifolia has been associated with a tremorgenic syndrome in livestock in Brazil and was recently reported to contain tremorgenic indole diterpenes. Ipomoea muelleri has been reported to cause a similar tremorgenic syndrome in livestock in Australia. Ipomoea asarifolia and I. muelleri were investigated by high-performance liquid chromatography–high-resolution mass spectometry (HPLC–HRMS) and high-performance liquid chromatography–tandem mass spectrometry (HPLC–MS/MS) for indole diterpene composition. The high-resolution mass spectrometric data in combination with MS/MS fragmentation mass spectral data provided valuable information for indole diterpene characterization. The previous report of indole diterpenes in I. asarifolia was confirmed and expanded; and the presence of indole diterpenes in I. muelleri is reported for the first time. Two new indole diterpenes were isolated and their structures determined by 1D and 2D NMR spectroscopy and given the names 11-hydroxy-12,13-epoxyterpendole K and 6,7-dehydroterpendole A. The presence of terpendole K and terpendole E in I. asarifolia is unequivocally demonstrated for the first time. This is the first detailed MS analysis of known indole diterpenes and possible isomers in I. asarifolia and I. muelleri.

中文翻译：

吲哚二萜类的鉴定五爪asarifolia和五爪muelleri，植物震颤牲畜

在巴西的家畜中，异叶番薯（Ipomoea asarifolia）与震颤综合症有关，最近据报道含有吲哚二萜震颤。据报道，在澳大利亚的牲畜中，番薯番薯（Ipomoea muelleri）会引起类似的震颤综合症。番薯asarifolia和I. muelleri通过高效液相色谱法，高分辨质谱法（HPLC-HRMS）和高效液相色谱法-串联质谱法（HPLC-MS / MS）对吲哚双萜的组合物的影响。高分辨率质谱数据与MS / MS碎片质谱数据相结合，为吲哚二萜的表征提供了有价值的信息。以前的报告中有吲哚二萜I. asarifolia被确认并扩大；并首次报道了穆勒伊勒伊中吲哚二萜的存在。两个新的吲哚双萜分离和它们的结构确定通过一维和二维NMR光谱和给定的名称11-羟基-12,13- epoxyterpendole K和6,7- dehydroterpendole A. terpendole K的存在和terpendole的E I. asarifolia首次明确展示。这是首次对已知的吲哚二萜及其可能的同分异构体进行分析，该分析可能存在于伞形鸢尾和穆勒鸢尾中。

更新日期：2017-06-28

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