Studies On Chemical Constituents And Biological Activities Of Grasshoppers

Objective:To investigate components of Catharsius molossus.Methods: Separation and purification of the compounds was carried out by means of various chromatographic methods such as MCI gel CHP 20P,RP-18,Sephadex LH-20,PTLC,preparative and semi-preparative HPLC chromatography.The structures were identificated by using spectroscopic methods(MS,¹H NMR,¹³CNMR,2D NMR).Results: 41 compounds were isolated from the 70% ethanol extract of Catharsius molossus,they were identified as Molossusamide A（1）,Molossusamide B（2）,Molossusamide C（3）,cis-2-（3′,4′-Dihydroxyphenyl）-3-acetylamino-7-（N-acetyl-2′′-amino-et hylene）-1,4-benzodioxane（4）,trans-2-（3′,4′-Dihydroxyphenyl）-3-acetylamino-7-（N-acetyl-2′′-aminoethyl-ene）-1,4-benzodioxane（5）,trans-2-（3′,4′-Dihydro xyphenyl）-3-acetylamino-7-hydroxyethyl-1,4-benzodioxane（6）,trans-2-（3′,4′-Dihydroxyphenyl）-3-acetylamino-6-hydroxyethyl-1,4-benzodioxane（7）,tran s-2-（3′,4′-Dihydroxyphenyl）-3-acetylamino-6-（N-acetyl-1′′-hydroxyl-2′′-amino ethyl）-1,4-benzodioxane（8）,Aspongopusamide B（9）,trans-2-（3′,4′-Dihydr oxyphenyl）-3-acetylamino-6-（1′′,2′′-dihydroxyethyl）-1,4-benzodioxane（10）,Molossusamide D（11）,MolossusamideE（12）,p-Hydroxylacetonitrile（13）,N-（2-（3,4-Dihydroxyphenyl）-2-hydroxyethyl）acetamide（14）,N-Acetyldopa mine（15）,8-Amino-2（¹H）-quinolinone（16）,3,4-Dihydro-7-hydroxy-2（¹H）-quinolinone（17）,2-Piperidone（18）,cis-Cyclo（L-Pro-L-Tyr）（19）,2′-（1′-Pyr azinyl）catechol（20）,3-Isopropyl-pyrrolopiperazine-2,5-dione（21）,Indolal（22）,Indolic（23）,（¹H-Indol-3-yl）oxoacetamide（24）,1,3-Dihydro-3,5-dihydroxy-3-methyl-2-indolinone（25）,3,4-Dihydro-1-（4-hydroxyphenyl）-¹H-2-benzopyran-6,7-diol（26）,Blapsin B（27）,7,4′-Homosisoflane（28）,Kaempferol（29）,（3R,4R）-3,4-Bis[（3-hydroxy phenyl）methyl]dihydro-2（3H）-furanone（30）,（E）-1,3-Bis（3,4-dihydroxyphenyl）prop-2-en-1-one（31）,7-Hydroxycoumarin（32）,3-Ethyl-6,8-dihydroxy-7-methyl-3,4-dihydroisochromen-1-one（33）,Monaschromone（34）,Methyl（E）-3-[（2R,3S）-2,3-dihydro-3-hydroxymethyl-7-phenyl)-1-benzo[b]furan-5-yl]-propenoate（35）,M-Hydroxyphenylacetic acid（36）,Protocatechualdehyde（37）,P-methoxybenzoic acid（38）,Vanillic acid（39）,3,4-Dihydroxy-benzalacetone（40）,and 3-Phenylpropionic Acid（41）,respectively.10 compounds were isolated from the 70% ethanol extract of the part of the water soluble components of Catharsius molossus,they were identified as Polyrhadopamine C（42）,Ginsenine（43）,Anoe ctochine（44）,trans-2-（3′,4′-Dihydroxyphenyl）-3-acetylamino-6-（N-acetyl-1′′-hydroxyl-2′′-aminoethyl）-1,4-benzodioxane（45）,trans-2-（3′,4′-Dihydroxyphe nyl）-3-acetylamino-7-（1′′,2′′-dihydroxyethyl）-1,4-benzodioxane（46）,2-Piperid one（47）,Cyclo（Phe-Gly）（48）,cis-Cyclo（L-Leu-L-Pro）（49）,3-Isopropyl-p yrrolopiperazine-2,5-dione（50）,and cis-Cyclo（L-Leu-L-Pro）（51）,respectively.Conclusion: 41 compounds isolated in this species deals with dopamine dimers,dopaminederivatives,quinolines,piperidines,cyclic dipeptides,pyrazine,indoles,pyrans,flaconoids,furans,fcoumarins,xylogens and benzene derivatives,Compounds 25,26 are new natural products;compounds 11,12,20 are new compounds;compounds 1-4,6 have been published,and compound 4 possesses potoent anti-inflammatory activity toward COX-2.10 compounds isolated from water soluble partsare dopamine derivatives,dopamine dimers,alkaloids,piperidines and cyclic dipeptides.Among them,compound 42 is a rare dopbamine anoligue bearing a sulfur in the structure,which has been characterized by our group from blank ants.This compound was found to have potent NSCs proliferation promotion activity and antirheumatic property.The anti-inflammatory activity of compound 4 reveals that there might be more components with potential value in Catharsius molossus.