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United States Department of Agriculture

Agricultural Research Service

Research Project: CHEMISTRY OF NATURAL PRODUCTS FOR PEST MANAGEMENT AND CROP DEVELOPMENT Title: A New GC-MS Method for the Analysis of Ascaulitoxin, Its Aglycone and 4-Aminoproline from Culture Filtrates of Ascochyta caulina

Authors
item Fiore, Michele -
item Rimando, Agnes
item Andolfi, Anna -
item Evidente, Antonio -

Submitted to: Analytical Methods
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: November 14, 2009
Publication Date: January 5, 2010
Citation: Fiore, M., Rimando, A.M., Andolfi, A., Evidente, A. 2010. A New GC-MS Method for the Analysis of Ascaulitoxin, Its Aglycone and 4-Aminoproline from Culture Filtrates of Ascochyta caulina. Analytical Methods. 2:159-163.

Interpretive Summary: A new method was developed for the analysis of ascaulitoxin (1), ascaulitoxin aglycone (2), and 4-amino-D-proline (3), which are compounds with potential herbicidal activity produced by the fungus Ascochyta caulina. The method, which involved treating the lyophilized culture filtrate with a derivatizing reagent, and analyzing the derivatized compounds by gas chromatography-mass spectrometry, was rapid, sensitive, and specific. Using this new method of analysis, it is suggested that phytotoxicity is correlated with the amount of ascaulitoxin in the culture filtrates. A new method for the purification of compound 2 is also described.

Technical Abstract: A new GC-MS method was developed for the analysis of ascaulitoxin, its aglycone, and 4-amino-D-proline, which are phytotoxins with potential herbicidal activity produced by Ascochyta caulina. The method involved directly treating the lyophilized culture filtrate with a derivatizing reagent, converting the mixture of toxins in the filtrate to their corresponding trimethylsilyl derivatives, and consequent analysis by EI-MS. The method is rapid, sensitive and highly specific for the identification and analysis of the toxins in a complex sample matrix. Analysis of culture filtrates using this method suggested that phytotoxicity correlates with the level of ascaulitoxin in the culture filtrate. A new method for the purification of 2,4,7-triamino-5-hydroxyoctandioic acid, the aglycone of ascaulitoxin, is also described.

Last Modified: 11/24/2014
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