海洋细菌对柠檬烯的生物转化及萜类产物鉴定

从南海大亚湾的海洋微生物中筛选出3株对单萜D-柠檬烯有显著生物催化转化作用的海洋细菌(Vibrio cholerae、Listonella dam sela和Vibrio alginolyticus)。以2216E为培养基,添加200mg/L的柠檬烯,在28℃,以120 r/m in摇瓶培养5 d,用乙酸乙酯提取培养液,经GC-MS分析其转化产物,结果显示,这些细菌能在柠檬烯的不同位置进行羟基化、羰基化等,并伴随有还原、水解、酯化、开环等反应,但转化能力和转化程度不同;在产物中,还检测到系列结构不同的其它萜类:包括倍半萜、二萜以及三萜等,这些萜类化合物的产生跟柠檬烯的加入有关,说明柠檬烯能影响细菌代谢产物的产生。单萜微生物转化反应操作简单、条件温和、高效率和高选择性、无毒、环境友好,能够分离发现系列新的在医药、有机合成、精细化工等领域有用的化合物,为丰富的天然单萜资源的开发与利用提供新的途径和方法。

Biotransformation of Limonene by Marine Bacteria

D-Limonene was effectively biotransformed by marine bacteria,Vibrio cholerae,Listonella damsela and Vibrio(alginolyticus) which collected from the Daya Bay of the South China Sea.These bacterial strains were fermented in the liquid medium 2216E.D-limonene was distributed among the culture flasks(200(mg/L)).The flasks were incubated at 28~(o)C on a rotary shaker(r/min=120) for 5 days.On completion,the culture broth were successively extracted with EtOAc.The extract was quantitatively measured by gas(chromatography-mass) spectrometry(GC-MS) analysis,The results showed that biocatalytic reactions were comprised of oxidation,including hydroxylation and ketonization which occurred at different positions of the(D-limonene),as well as hydrogenation,hydrolyzation,esterification and cyclic cleavage.These bacteria strains possess the distinctive biocatalytic capacities towards the D-limonene.A series of terpenoids,including(sesqui-), di-and tri terpernoids were also observed,which was accounted for D-limonene had influence on the metabolites of marine bacteria.Biotransformation is a valuable tool,with the advantages of the simple(manipulation),working under mild reaction conditions,high efficiency,being reaction-,regio-,and (stereoselective),and friendly.Microorganism biotransformation definitely represents a new powerful approach to the development and the utilization of monoterpene,the abundant natural resource and provides the endless opportunities to obtain some(significant) compounds which can be used in the fields of medicine,organic(synthesis) and fine chemistry.