生物活性环肽研究进展

:2003-11-27:(1976-),(),,,,Tel:[phone],E2mail:chemjzl@hotmail1com;(1955-),(),,,,,Tel:[phone]:1005-0108(2004)02-0122-07,,(,100850):,:;;;;;;:R914:A,,2040gramicidinS[1],,,,/[2]20,,,40,,D22,21,1944gramicidinS(1),G+motupourin[3],1999Taomotuporin,28,6cy2closporinTolypolladiumatumqams,Licyclosporin,3[4],,,,trunk2amide(1),,,,,Lissoclinumpatella[5]2003,Rosa,[6]2001,BenedicttrunkamideAC45[7],2003,trunkamideA,,,[8]2002,Geghard,,1422004458ChineseJournalofMedicinalChemistryVol114No12p.122Apr12004Sum58,[9]2003YanghalobacilluslitoralisYS3106,,[10]cyclo2didemnamide[11](1)Didemnummolle,,,phakellistatin1011[12]Phakelliasp1,P2388,phakellistatin11P2388Wittman[13],,Angelkahalalide,[14]qbomycinG-,,Hiroskiqbomycin,[15]2002,Harrcyclotheon2amidesE2E3,,[16]1Table1ThenewlyfoundednaturalcyclicpeptidesClassofcompd.Compd.SourceLocationantifungalcyclichalolitoralinA4HalobacilluslitoralisYS3106YellowseapeptidedysamideDEysideafragilisHainanislandhymenamidesCEHymenamidesmicroxcleroderminA.BMicrosclerodermaspchloptosinStreptomycescyclomarineA-CMarineBacteriumSanDiegoglomosprinGulmosporaspongeanti2tumourcyclickahalalideElysiarufescenspeptidepatellin1-6AscidianLissoclinumpatellaAustraliatrunkamideAAscidianLissoclinumpatellawainunuamideStylotellaaurantiumFijianlissoclinamide4,5,7,8AscidianLissoclinumpatellaAustraliatawicyclamideA,BAscidianLissoclinumpatellaPhilippinespatellamideA-GAscidianLissoclinumpatellaSingaporeandAustraliahalolitoralinHalobacilluslitoralisYS3106keramamideTheonellaspJapancyclodidemnamideAscidianDidemnummollePhilippinescallipeltinsA-CCribrochalinaPhilippinesphakellistatinSpongePhakelliacostataandPacificocean1,2,5,10,11StylotellaaurantiummicroseleroderminsF-1LithistidspongePalauphakellistatin12OceanspongeWesternpacificoceankapakahineE-GMarinespongecribrochalinaolemdapaakellistainSpongephalelliafuscathioleYongxinislandChinaenzymeinhibitorcyclotheonamidediscoderminDiscodermiakiiensismoutuparinTheonellaswinbhoeiosallatoBandCCyanobacleriaplanktothrixbaranganmidesB.C.DSpongeTheonellaswinhoeiBaranglompoislandcyclolinopeptideF-1Seedsoflinumusitatissmumecoboliccyclicpeptideklalata2peptideB1OldenlandiaaffinisAfrican3212:Fig11Thestructureofseveralnewlyfoundednaturalcyclicpeptides2,,211,,:1),2),,,2090,,,,,1997,TamCPT(2),HPLCCPTCPT,,CPTkalataBcirculinB[17]NC,SN,,[18]N,1999,DalykalataB1[19],,,,,;,,,Fig12TheProceedingoftransthioesterficationandthroughS,Nacylmigrationtoformaendtoendcyclicpeptidewithfreethiols1997,Zhang[20]Ag+Hg2+SNOAg+,N,Ag+,,,42114,70%,20mmol/L,60%Hg+Pb2+Cu2+Cu+Ag+,pH,,,;,;,,,,[21],Aerlanson[22]ii+4,,,BTH1-5,S5S4,pH7,2123:1);2);3),,2002,Joseph,,,60%[23],,:,,,,,,,,WangOximeMBHAPAM,,C,,C,NC,,,HF2003,VisserpolymyxinB1,,,,,[24]2001,Bassosynphase2223,42,THP,,,[25]1996,Arno,,,,,,[26],2003,KenjiShibata,ET21RES27012134,,[27]NatarajanHIV21,,,,,6[28],,CN2001,Claudia[29](3),,,5212:,,,,stylotellaaurantium,,Fig13Principleofcyclativecleavageemployingtheoxidationlabilearylhydrazidelinker,,,,,1999,Bourne[30],,,2,42,,2000,Moehle[31]2,3/24,2,,,,2001,RahultyrocidineAgramicidinSsurfactinA,[32]3,,,,,,,:[1]OvchinnikovYA,IvanovVT.Conformationalstatesandbiologicalactivityofcyclicpeptide[J].Tetrahedron,1975,31:2177-2209.[2]a)BottiP,PallinTD,TamJP,etal.Cyclicpeptidesfromlinearunprotectedpeptideprecursorsthroughthiazolidineformation[J].JAmChem,1996,118:10018-10024.b)HisakazuMihara,ShinjiYamabe,TakuroMi2idome,etal.Efficientpreparationofcyclicpeptidemixturesbysolidphasesynthesisandcyclizationcleavagewithoximeresin[J].TetrahedronLetters,1995,36(27):4837-4840.[3]HuT,PanekJS.Totalsynthesisof(-)2motuporin62114[J].JOrgChem,1999,64:3000-3001.[4]PengL,XuJC.TotalsynthesisofcyclosporinObothinsolutionandinsolidphaseusingnovelthiazolium,immoniumandpyridinium2typecouplingreagents:BEMT,BDMP,andBEP[J].JOrgChem,2001,123:1139811401.[5]CarrollAR,CollJC,BourneDJ,etal.Lissoclinumsp[J].AustJChem,1996,49(6):659.[6]SalvatoreDeRosa,MitovaMaya,giuseppinatom2monaro,etal.Marinebacteriaassociatedwithspongeassourceofcyclicpeptide[J].BiomolecularEngineer2ing,2003,20:311-316.[7]McKeeverB,PattendenG.Totalsynthesisofpreny2latedcyclopeptdidetrunkamideA,acytotoxicmetabolitefromLissoclinumsp[J].TetrahedronLetters,2001,42:2573-2577.[8]McKeereB,PattendenG.Totalsynthesisoftrunk2amideA,anovelthiazoline2basedprenylatedcy2clopeptidemetabolitefromLissoclinumsp[J].Tetra2hedron,2003,59:2713-2717.[9]HaberhauerG,RomingerF.Synthesisofanewclassofinidazole2basedcyclicpeptide[J].TetrahedronLet2ters,2002,43:6335-6338.[10]LingYang,TanRX,QianWang.Antifungalcyclopep2tidesfromhalobacilluslitoralisYS3106ofmarineorigin[J],TetrahedronLetters,2002,43:6545-6548.[11]ToskeSG,FenicalW.Cyclodidemnamide:anewcyclicheptapeptidefromthemarineascidianDidemnummolle[J].TetrahedronLetters,1995,36:8355-8358.[12]PettitGR,TanR,IchiharaY,etal.Antineoplastica2gents325.Isolationandstructureofthehumancan2cercellgrowthinhibitorycyclicoctapeptidesphakel2listatin10and11fromPhakelliasp[J].JNatProd,1995,58(6):961.[13]WittmanV,SeebergerO.Combinationalsolid2phasesynthesisofmulti2valentcyclicneoglycopeptide[J].AngewChemIntEd