Porter J K
Toxicology and Mycotoxin Research Unit, Richard B. Russell Agricultural Research Center, ARS, USDA, Athens, GA 30613, USA.
J Anim Sci. 1995 Mar;73(3):871-80. doi: 10.2527/1995.733871x.
Research on livestock toxicoses caused by Acremonium (endophyte)-infected grasses strongly implicate the ergopeptine alkaloids with A. coenophialum-infected fescue and paxilline and the lolitrem alkaloids with A. lolii-infected perennial ryegrass as the causative agents. Isolation, identification, and detection of these toxins involves extraction with appropriate solvents, clean-up procedures, and chromatographic methods with known standards. Thin-layer, high-performance liquid and gas chromatography along with ultraviolet and mass spectrometric (i.e., electron impact, chemical ionization, tandem mass) characterizations have been reported. These methods have varying degrees of success depending on the matrix from which the alkaloids have been extracted. Ergovaline is the primary ergopeptine alkaloid isolated from cultures of A. coenophialum and also from infected fescue grass and seeds toxic to livestock. Other compounds isolated from the endophyte-infected fescue include: lysergic acid amide (ergine), the clavine class of ergot alkaloids (chanoclavine I, agroclavine, elymoclavine, penniclavine), the pyrrolizidine alkaloids (N-formylloline, N-acetylloline, N-methyloline, N-acetylnorloline), and the unique pyrrolopyrazine alkaloid peramine. The loline alkaloids and peramine have been more associated with the insect-deterrent properties of the endophyte-infected fescue than with livestock toxicoses. Also, both peramine and the ergopeptine alkaloids (ergovaline, ergotamine) have been isolated from A. lolii-infected perennial ryegrass. More recently, paxilline and lolitrem B have been detected in laboratory cultures of A. coenophialum isolated from tall fescue. The ergot alkaloids in endophyte-infected perennial ryegrass may be more related to decreased animal productivity (weight gains, reproduction problems), whereas the lolitrems cause the staggers syndrome. The detection, isolation, identification, and analyses of these compounds from Acremonium-infected grasses is presented.
对由感染内生真菌的禾本科植物引起的家畜中毒的研究有力地表明,感染内生真菌的牛鞭草中的麦角肽生物碱以及感染内生真菌的多年生黑麦草中的柄曲霉素和洛替米生物碱是致病因子。这些毒素的分离、鉴定和检测涉及用适当的溶剂提取、净化程序以及使用已知标准品的色谱方法。已报道了薄层色谱、高效液相色谱和气相色谱以及紫外和质谱(即电子轰击、化学电离、串联质谱)表征方法。这些方法的成功程度因生物碱提取的基质不同而有所差异。麦角缬氨酸是从感染内生真菌的牛鞭草培养物以及对家畜有毒的感染内生真菌的牛鞭草和种子中分离出的主要麦角肽生物碱。从感染内生真菌的牛鞭草中分离出的其他化合物包括:麦角酰胺(麦角新碱)、麦角生物碱的棒麦角碱类(棒麦角碱I、农麦角碱、野麦角碱、喷尼麦角碱)、吡咯里西啶生物碱(N-甲酰基洛林、N-乙酰基洛林、N-甲基洛林、N-乙酰基去甲洛林)以及独特的吡咯并吡嗪生物碱麦角胺。洛林生物碱和麦角胺与感染内生真菌的牛鞭草的驱虫特性的关联比与家畜中毒的关联更大。此外,麦角胺和麦角肽生物碱(麦角缬氨酸、麦角胺)都已从感染内生真菌的多年生黑麦草中分离出来。最近,在从高羊茅中分离出的感染内生真菌的牛鞭草的实验室培养物中检测到了柄曲霉素和洛替米B。感染内生真菌的多年生黑麦草中的麦角生物碱可能与动物生产力下降(体重增加、繁殖问题)关系更大,而洛替米生物碱会导致蹒跚综合征。本文介绍了从感染内生真菌的禾本科植物中检测、分离、鉴定和分析这些化合物的方法。