Pekala E, Kochan M, Carnell A J
Department of Chemical Technology and Biotechnology of Drugs, Faculty of Pharmacy, Medical College of Jagiellonian University, 9 Medyczna Str., Kraków, Poland.
Lett Appl Microbiol. 2009 Jan;48(1):19-24. doi: 10.1111/j.1472-765X.2008.02478.x. Epub 2008 Nov 19.
The biotransformation of pentoxifylline (PTX), propentofylline (PPT) and their racemic hydroxy metabolites ((+/-)-OHPTX and (+/-)-OHPPT) by using the fungus Cunninghamella echinulata NRRL 1384.
A fungus Cunninghamella echinulata NRRL 1384 was used to catalyse the (S)-selective oxidation of the racemic hydroxy metabolites: (+/-)-OHPTX and (+/-)-OHPPT and for reduction of PTX and PPT. The first oxidation step appears to be selective and relatively fast while the second reduction step is slower and more selective with PTX. Modifications involving supplementing the bioconversion with glucose give yields and enantiomeric excess (ee) values similar to those obtained without glucose.
The bioconversion of (+/-)-OHPTX gave an (R)-enantiomer (LSF-lisofylline) with a higher enantiopurity (maximum approximately 93% ee) compared to the bioconversion of (+/-)-OHPPT, when the maximum ee value for (R)-OHPPT was recorded at 83%.
The conversion of (+/-)-OHPTX and (+/-)-OHPPT using Cunninghamella echinulata can be recognized as a process, which may be recommended as an alternative to the methods used to obtain (R)-OHPTX and (R)-OHPPT.
利用刺孢小克银汉霉（Cunninghamella echinulata）NRRL 1384对己酮可可碱（PTX）、丙戊茶碱（PPT）及其外消旋羟基代谢物（（±）-OHPTX和（±）-OHPPT）进行生物转化。
使用刺孢小克银汉霉NRRL 1384催化外消旋羟基代谢物（±）-OHPTX和（±）-OHPPT的（S）-选择性氧化以及PTX和PPT的还原。第一步氧化似乎具有选择性且相对较快，而第二步还原较慢且对PTX更具选择性。涉及用葡萄糖补充生物转化的修饰所得到的产率和对映体过量（ee）值与未添加葡萄糖时获得的值相似。
（±）-OHPTX的生物转化得到的（R）-对映体（LSF-利索茶碱）的对映体纯度高于（±）-OHPPT的生物转化，（R）-OHPPT的最大ee值为83%，而（R）-OHPTX的最大ee值约为93%。
使用刺孢小克银汉霉对（±）-OHPTX和（±）-OHPPT进行转化可被视为一种方法，该方法可推荐作为获得（R）-OHPTX和（R）-OHPPT所用方法的替代方法。
