海洋天然产物灰绿霉素a全合成方法研究

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1、万方数据青岛理工大学工学硕士学位论文AbstractAnthraquinonenaturalproductsarewidelyusedinthetreatmentofseveralkindsofcancersuchaschild’Ssolidtumors，lungcancer,breastcancer,softtissuesarcomaandSOon．Mostofexistingnaturalanthraquinoneanti-tumordrugshaveserioustoxicity,especiallytotheheart．

2、Thedisadvantageslimitedtheirwiderapplications．Althoughscientistshavedevelopednewtypeofanthracyclineanti-tumordrugs(suchastoasofterythromycin)withlesscardiactoxicity,therestillexistsneedforfu．rtl"lerimprovement．Asatypeofnewstructureofanti-tumordrugleads，AspergiolideAm

3、ayshowdifferenteffectswithadriamycinanthracyclineintermsofanti—tumoreffectandhe剐rttoxicity．IfoneCanachievethesynthesisofAspergiolideAanditsanalogsforftlrtheroptimization，onemaydiscovernewanti-tumordrugs诵thhigherefficacyandlowertoxicity．Theclinicalapplicationvalueshou

4、ldbeveryhigh．AspergiolideAhasanovelNaphtho[1，2，3-de]chromene-2，7-dioneframeworkandisananti-tumorleadcompoundwi也multipletargets．ThisthesisbrieflyreviewsAspergiolideA，whichincludetheabsolutestructureAspergiolideA，itsbiologicalactivitiesandbiologicalsource．Thenwedeserob

5、eOurresearchprogresstowardtotalsynthesisofAspergiolideAandanalogsforfurtheropfimizations．WewilldescriveanddiscussseveralsyntheticrouteswetriedtowardthesynthesisofAspergiolideA．ThisthesisaimsataspergiolideAsynthesis，usingmodemsyntheticmethodsoforganicsynthesis，designi

6、ngeconomic，reasonableandconvenientsyntheticroute．ThefirstsyntheticroutegavesynthesizedcompoundswhichincludetwobrominecontainingbenzylcompoundsusedthesynthesisoftheimportantintermediateofaspergiolideA，namelytheanthraquinoneintermediate41．Thesecondsyntheticroutewastomi

7、micthekeysteptosynthesizeaspergiolideAscafold．Weusedcommerciallyavailabletrieycliccoplanarcompound1，4-dihydroxylanthraquinoneasstartingmaterial，byproperlychoosingprotectivegroupsandusingKnoevenagelcondensationreaction，wesuccessfullysynthesizedIII万方数据青岛理工大学工学硕士学位论文two

8、compoundswithaspergiolideAtetracycliclaetoneframeworkandselectivelymodifiedthefunctionalgroupsforaspergiolideAsynthesis．Thislaidgoo