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厌氧肠道细菌将安非他命的硝基类似物转化为安非他命。

Formation of amphetamine from its nitro analogue by anaerobic intestinal bacteria.

作者信息

Mori A, Ishiyama I, Akita H, Suzuki K, Mitsuoka T, Oishi T

机构信息

Department of Forensic Medicine, Faculty of Medicine, University of Tokyo, Japan.

出版信息

Xenobiotica. 1990 Jun;20(6):629-34. doi: 10.3109/00498259009046878.

DOI:10.3109/00498259009046878
PMID:2219956
Abstract
  1. Microbial reduction of 1-phenyl-2-nitropropane 1 was carried out using 40 strains of intestinal anaerobic bacteria. Among them, 12 strains (Mitsuokella multiacidus, Clostridium perfringens, C. innocuum, C. clostiriiforme, C. difficile, C. butyricum, C. sp., Eubacterium limosum, E. aerofaciens, E. multiforme, Peptostreptococcus anaerobius and P. productus) had the ability to reduce 1 to amphetamine 2 (0.1-1% yield). 2. Clostridium species were more active than another intestinal anaerobic bacteria. 3. When Clostridium perfringens was used in preparative fermentation, the yield of 2 was increased, and its absolute structure had an (S)-configuration with an optical purity of 68% in enantiomeric excess.
摘要
  1. 使用40株肠道厌氧菌对1-苯基-2-硝基丙烷1进行微生物还原。其中,12株菌(多酸 Mitsuokella、产气荚膜梭菌、无害梭菌、梭状芽孢杆菌、艰难梭菌、丁酸梭菌、梭菌属、黏液真杆菌、产气真杆菌、多形真杆菌、厌氧消化链球菌和产物消化链球菌)具有将1还原为苯丙胺2的能力(产率为0.1 - 1%)。2. 梭菌属比其他肠道厌氧菌更具活性。3. 当在制备性发酵中使用产气荚膜梭菌时,2的产率提高,其绝对结构为(S)-构型,对映体过量的光学纯度为68%。

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