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羊茅黄素还原消化链球菌及源自绵羊瘤胃液的混合培养物对吡咯里西啶生物碱的代谢

Metabolism of pyrrolizidine alkaloids by Peptostreptococcus heliotrinreducens and a mixed culture derived from ovine ruminal fluid.

作者信息

Hovermale Jeannette T, Craig A Morrie

机构信息

Department of Biomedical Sciences, College of Veterinary Medicine, 105 Magruder Hall, Oregon State University, Corvallis, OR 97331, USA.

出版信息

Biophys Chem. 2002 Dec 10;101-102:387-99. doi: 10.1016/s0301-4622(02)00152-7.

DOI:10.1016/s0301-4622(02)00152-7
PMID:12488016
Abstract

A mixed culture of ovine ruminal microbes metabolizes the macrocyclic pyrrolizidine alkaloids present in the plant Senecio jacobaea, including jacobine and seneciphylline. Previous attempts to identify metabolites of these alkaloids have not been successful. The objective of this study was to compare the metabolism of pyrrolizidine alkaloids by a mixed culture of ovine ruminal microbes to the metabolism of pyrrolizidine alkaloids by the known organism Peptostreptococcus heliotrinreducens. P. heliotrinreducens metabolizes the pyrrolizidine alkaloids heliotrine and lasiocarpine to 7alpha-hydroxy-1-methylene-8alpha-pyrrolizidine and 7alpha-angelyl-1-methylene-8alpha-pyrrolizidine, respectively. This organism does not metabolize the pyrrolizidine alkaloids jacobine or seneciphylline. A mixed culture of ovine ruminal microbes also metabolized heliotrine and lasiocarpine to identical methylene compounds. This mixed culture also metabolized jacobine and seneciphylline, with the production of very low levels of the corresponding 1-methylene compounds. Samples were analyzed by TLC and GC/MS.

摘要

绵羊瘤胃微生物的混合培养物可代谢植物千里光中存在的大环吡咯里西啶生物碱,包括雅各宾碱和千里光菲灵碱。此前鉴定这些生物碱代谢产物的尝试均未成功。本研究的目的是比较绵羊瘤胃微生物混合培养物对吡咯里西啶生物碱的代谢与已知微生物嗜天芥菜碱还原消化链球菌对吡咯里西啶生物碱的代谢。嗜天芥菜碱还原消化链球菌将吡咯里西啶生物碱天芥菜碱和倒千里光碱分别代谢为7α-羟基-1-亚甲基-8α-吡咯里西啶和7α-当归酰基-1-亚甲基-8α-吡咯里西啶。该微生物不会代谢吡咯里西啶生物碱雅各宾碱或千里光菲灵碱。绵羊瘤胃微生物的混合培养物也将天芥菜碱和倒千里光碱代谢为相同的亚甲基化合物。这种混合培养物还代谢了雅各宾碱和千里光菲灵碱,并产生了极低水平的相应1-亚甲基化合物。通过薄层色谱法和气相色谱/质谱联用仪对样品进行分析。

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Metabolism of pyrrolizidine alkaloids by Peptostreptococcus heliotrinreducens and a mixed culture derived from ovine ruminal fluid.羊茅黄素还原消化链球菌及源自绵羊瘤胃液的混合培养物对吡咯里西啶生物碱的代谢
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