The Isolation And Identification Toxic Compounds Of Jatropha Curcas L.Cake And Oil

Jatropha curcas L.Which is a multipurpose Jatropha plants,mainly used in production refined biodiesel.It product large number of Jatropha curcas cake which is the by-product after refining biodiesel,the cake contain a variety of high nutrition,but because of its has strong toxicity,restricting its development and utilization.The purpose of this paper is to separate and purified the toxic components from Jatropha curcas cake,exploring the chemical nature and providing theoretical basis for developing the detoxification technology;At the same time,provides the reference for the use of toxic ingredients in Jatropha curcas cake.Use the Gambusia affinis toxicity determination model for toxic activity tracking,with separation material such as silica gel,ODS and gel,and with modern analitical instruments such as HPLC,GC-MS,LC-MS,UPLC to separation the monomer toxic components from the cake.Integrated application of various spectroscopy method(ESI-MS,1H-NMR,13C-NMR,2D-NMR)to identify structures.Finally using Gambusia affinis model method determine and evaluate monomer compound toxic activity.Ten compounds were isolated from The Jatropha curcas cake ethyl acetate extraction,others were identified as 8,9-epoxy-10-methoxyl-(11E)-octadecenoic acid(compound 1),12-hydroxy-(10E)-octadecenoic acid(compound 2a)and 9-hydroxy,-(10E)-octadecenoic acid(compound 2b),12-carbonyl-(10E)-octadecenoic acid(compound 3a)and 9 －carbonyl-(10E)-octadecenoic acid(compound 3b),11-hydroxV-(9Z)-octadecenoic acid(compound 4a)and 8-hydroxy-(9Z)-octadecenoic acid(compound 4b),11-carbonyl-(9Z)-Octadecenoic acid(compound 5a)and 8-carbonyl-(9Z)-Octadecenoic acid(compound 5b),12-methoxy-(10E)-Octadecenoic methyl ester acid(compound 6a)and 9-methoxy-(10E)-Octadecenoic methyl ester acid(compound 6b),9-Hydroxy octadecanoic acid(compound 7),Nonanedioic acid monomethyl ester(compound 8),Gossweilone(compound 9),1-glyceryl stearate or 2,3-dihydroxypropyl ester octadecanoic acid(compound 10).Compound 1 is new compound,and compound 2,3,4,5,and 6 were the first time separated obtained from Jatropha curcas.After the toxicity model checked,Compounds 1～7 and 9 had toxicity,Toxicity activity from large to small:2>3>1>4,5>6,7>9,compound 2 in 50 ug/ml concentrations all death within 45 mins.The toxicity appeared addition effect of the same amount of mix different compounds.Compounds 1～7 as Jatropha curcas cake mainly toxic compounds,the fatty acid chain’s toxicity relative with hydroxyl groups appear,the toxicity slightly lower of hydroxy after oxidation for carbonyl;Fatty acid chains in the double bond,toxicity activity increased,the toxicity activity considerably increased when the compound structure is trans;The toxicity strongest when the double bond and hydroxyl ortho position.This series of compounds direct contact with skin will cause skin symptoms of urticaria,contact with eyes may cause eye corneal capillaries broken;there has the function of blood coagulation detection in vitro.Compound 2 is the main toxic compounds,it has about 40.2%on the total toxic components,intravenous injection of 3.97*10-3mol/l concentration in 25g mice,mice died instantly;intragastric injection in mice non-toxic;skin smear in mice,after three days appear the swelling.It is concluded that these compounds can induce inflammation.This experiment proved that jatropha cake and the oil main toxicity compound isn’t toxic phorbol esters,it is hydroxy fatty acid compounds.