synthesis of novel unsaturated alkyl ethers of racemic deoxyisopodophyllotoxin as cytotoxic agents

synthesis of novel unsaturated alkyl ethers of racemic deoxyisopodophyllotoxin as cytotoxic agents

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时间:2018-07-08

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1、SynthesisofNovelUnsaturatedAlkylEthersofRacemicDeoxyisopodophyllotoxinasCytotoxicAgentsChineseChemicalLettersVo1.17,No.7,PP863—866,2006http://www.imm.ac.cn/joumal/cc1.htmlSynthesisofNovelUnsaturatedAlkylEthersofRacemicDeoxyisopodophyllotoxinasCytotoxicAgentsJuHon

2、gFENG,HongXiaDING,YiXIONG,YuanJiangPAN,YongMinZHANG,XiaoJiangHAO,Fran~oiseGUI~RITTE,JoachimSTOCKIGT,YuZHAO'$DepartmentofTraditionalChineseMedicineandNaturalDrugResearch.CollegeofPharmaceuticalSciences.ZhejiangUniversity,Hangzhou310031Z门_J.ENSJointLaboratoryofMedi

3、cinalChemistry,Zh~iangUniversity,Hangzhou310031TheKeyLaboratoryofChemistryofNaturalProductsofGuizhouProvinceandChineseAcademyofSciences,Guiyang55002241nstitutdeChimiedesSubstancesNamrelles,CNRS,F.91198Gif-Sill".YveRe,FranceLehrstuhlfiirPharmazeutischeBiologie,Ins

4、titutfiirPharmazie,Johannes.GutenbergUniversit~tMainz.D.55O99Mainz.GermanyAbstract:Aseriesofisopentenyl—derivedunsaturatedalkylethers19—31ofracemicdeoxyiso-podophyllotoxinweredesignedandsynthesized.Forcomparison.compound32withabenzylgroupatthesa/Ylepositionwasals

5、oprepared.ThecytotoxicitiesofthesyntheticcompoundshavebeenscreenedforsixhumantumorcelllinessuchasI(B,BEL-7404,A549,Hela,PC.3andCNE.TheresultsshowedthattwoofthemexhibitedsignificantcytotoxicitieswiththeirIC50valuesonselectedcelllinesatpmo1/Lscale.Keywords:Deoxyiso

6、podophyllotoxin,unsaturatedalkylethers,synthesis,cytotoxicagentsRecently,somelignansindifferentsubgroupshavebeenfoundtopossessallisopenfeny1.derivedsidechainwithcertainbioactivities'.Forexample,7.O.(3.methyl一2?byteny1)一isodaurinol1,isolatedfromHaplophyllummyrtifo

7、liumbyGSzlerandco—workers,hasanopeningA—ringandanisopentenylgroupbasedonthestructureofarylnaphthalenelignan.Earlierinvestigationonsinapylalcoholderivativesalsoindicatedthatcompoundswiththiskindofsidechain,已…gcompound2,wascytotoxict0KBandA.549celllines.Withtherese

8、archobjectofdiscoveringpotentanti.tumoragents,wehavebeeninvolvedinthesynthesisandbiologicalevaluationofpodoph~rllotoxinanalogueswithdifferentstructuralcharacte

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