synthesis of a pair of derivatives of n-methylpyrrole polyamide

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1、SynthesisofaPairofDerivativesofN-MethylpyrrolePolyamide434ChineseChemicalLettersVo1.17,No.4,PP434—436,2006http://www.imm.ac.cn/joumal/cc1.htmlSynthesisofaPairofDerivativesofN-MethylpyrrolePolyamideRongZHENG,ChangJinZHU*,YiLIU,DongWANGDepartmentofAppliedChemistry,BeijingInst

2、ituteofTechnology,Beijing100081Abstract:ApairofderivativesoftetramericN-methylpyrrolepolyamideweresynthesizedinordertodevelopanewmethodforthestudyofinteractionofthepolyamidederivativeswithDNA.Indoleaceticacidandnicotinicacidwereintroducedtothepolyamideinthesynthesizedcompou

3、nd,whichshowedanexpectedredshiftintheUVspectrum.ThesecompoundsmayfunctionasapotentialtoolinthedemctionofthepolyamidebindingtoDNA.Keywords:Synthesis,polyamidederivatives,ultravioletabsorption.Theincorrectexpressionorbiochemicalfunctionofspecificgenes.whoseproteinproductsaree

4、ssentialfortheregulationofcellgrowth,causeofcancer.BydesigningadrugcapableofrecognizingspecificsequencesinDNA,itmaybepossibletospecificallyinhibitaspecificgene'sexpressionandtherebycontrolthegrowthoftumorcells.RecentstudieshaveshownthatpolyamidecomposedofN-methylpyrrole(Py)

5、,N-methylimidazole(Im)bindintheDNAminorgroovewithpredictablesequenceselectivityandhighbindingaffinities....Fluorescentlabel.fluorescentprobesalecommonlyusedtoestablishtheDNAbindingpropertiesofsmallmolecules..Inthepresentstudy,apairofnovelbindingagentswithsomefunctionalgroup

6、sweresynthesized.ThesynthericcompoundsshowedUVabsorptionatlongerwavelengththanthatofDNAattachedtothepolyamide.theredshiftofUVabsorptionmightbecausedbybindingtoDNA.SothechangeofUVabso~tionofconjugatescanbeusedtodetectthebindingofthesmallmoleculeswithDNA.Herewereportedthesynt

7、hesisofthetwoconjugams.The3-alanineethylesterhydrochloridewastreatedwimtriethylamineinMeOHtogivetheamino.-freealanineester.4.-Nitro..2..trichloroacetylmethylpyrrole1preparedasdescrib..edpreviously"wasaminolyzedbythealilinoacidestertodirectlyproducetheamide2(yield79%).Hydrol

8、ysisofthecompound1inthepresenceofNaOHgavetheacid3(yield96%).Bycatalytichydrogeniza