Synth Esis Of Bile Acid Derivatives That Act As Sex Pheromone Of Sea Lampreys

The sea lamprey is a kind of aquatic vertebrates which is native to the Atlantic Ocean.It is a cartilaginous and jawless eel.Its lifecycle is divided into three sections:larva stage,parasitic phase,and sexual maturity stage.During the parasitic period,it parasitic in other fish through its sharp teeth and suction-cup mouth.Once the fish has been attacked,it basic is sentenced to death.In the early 20 th century,the invasion of the sea lampreys to the Great Lakes which are the word's largest fresh water lakes area,brings great influence to the Great Lakes' fishery,part of the fishes are on the edge of extinction.United States and Canada spend lots of money on restoring the ecological damage caused by sea lampreys,but they didn't work for the rampage of this kind of creature.On this basis,the Great Lakes Fishery Commission was established to control the sea lamprey.The commission has tried to use barriers to prevent sea lamprey into the river and use TFM killing the larva,but these methods have some limitations.Later on,someone put forward a means to dominate this species with pheromone--the migration of the grown ones can bu induced by the pheromone released by the larva.In 2002,Weiming Li found and covered the sex pheromone of the sea lamprey--3kPZS,a type of chemical let out by the mature male individual can induce the female one's location,ovulation and propogation,for the first time.Afterwards,it has been proved that the factitious synthetic 3kPZS has the identical function with the material extracted from biont,which has provided a environmental and economical means to ecological management with the sea lamprey.The content of this research is simple: the synthesis of 3kPZS by chemical synthesis method with bile acid as the raw material.It mainly includes the following actions: methylesterification,selective oxidation of alcohol,oxydehydrogenation,stereoisomerism selective hydrogenation reduction,hydrolyzation,acetylation,carbonyl protection,reduction reation,acidic hydrolysis,sulphating,etc..Composite structure by thin layer chromatography,nuclear magnetic resonance(NMR),mass spectrometry were characterized.This research finished the successful synthesis of 3kPZS through nine steps,the product of the acidic hydrolysisthe hasn't been separated,but the results of mass spectrometry show that some useful materials has been generated,In the first eight steps,the comprehensive production rate is 27.19%.The successful synthesis of3 kPZS provides a new effective method to control sea lampreys.