N-鹵代鄰羥基苯基取代氨基酸衍生物的設計合成及抗菌活性研究.pdf

1、天津理工大學碩士學位論文N鹵代鄰羥基苯基取代氨基酸衍生物的設計合成及抗菌活性研究姓名：劉芳申請學位級別：碩士專業(yè)：應用化學指導教師：盧俊瑞20081201lAbstractAswellknowntheaminoacidswereusedinbactericidalfieldwidelySotheseriesofJ_●_一一N一(2hydroxyphenyl)aminoacidsderivativesandtheircomplexeswe

2、resynthesizedbasedonthekeystructures“2hydroxyphenyl，2hydroxyhalophenyl’’whichplayedanimportantroleforkillingtheptthogenicgermsTheinhibitoryactivitiesofmostcompoundsweretestedForthedifferenceofstructure，thesysthesizedcomp

3、oundswereclassifiedasbelow：1N一(5chloro—Ohydroxyphenyl)aminoacidsanditsestersSalicylaldehydeorhalogenatedsalicylaldehydeWascondensedwithL廣aaminoacidsoritsesterderivativesinthepresenceofsodiumhydroxidetoobtainaminoacidSchi

4、ffbases，thentheSchiffbaseswerereducedbyNaBI14toproduceO—hydroxylbenzylaminoacidsandtheirderivativesItshowsthat，thereactionrateWasinfluencedbythespacepositionresistanceThesmallerspacepositionresistancewas，thefasterthereac

5、tionrateWasN一(5hydroxyohydroxyphenyl)glutamicacid，whichthesubstituentiscarboxyl，hashi曲inhibitoryratiotoEscherichiacD廳；N(5chloro—O—hydroxyphenyl)phenylalanineandN(5chloro一2一hydroxyphenyl)tryptophan，whichthesubstituentsare

6、aromaticringandnitrogenheterocycle，theinhibitiontoMoniliaalbicansismuchhigherTheantibacterialpropertyofesterderivativeshasobviousselectivityandspecificityN一(5一hydroxyohydroxyphenyl)glutamatemethylhashighinhibitoryratioto

7、Moniliaalbicans，N(5一hydroxyohydroxyphenyl)glutamateethylesterhashighinhibitoryratiotoEscherichiacoliincontrast2N(5一chloro—ohydroxyphenyl)aminoacidcoppercomplexesN(5hydroxyobenzyl)aminoacidandcoppernitrateinwaterandmethan

8、olmixedsolventsatroomtemperaturetogeneratecomplexes，themolarratioofligandandcopperionis1：1Complexesaregreenpowder；thecolorsweredifferentforthedifferentgroupsTheproductsdissolveddifficultlyinwaterbuteasilyinethan01ItWasde

9、terminedthathydroxylgroup，aminegroupandcarboxylgroupwerecoordinatewithcopperTheinhibitioneffecttoMoniliaalbicansandEscherichiacoliofthisl【indofcomplexisfarexceedstoitsrelevantligand，buttheinhibitionofcomplextoStaphylococ

10、cusaureusisnothigherthanitsrelevantligand3N(D—hydroxybenzylacyl)aminoacidcompoundsAsthestartingmaterial，methylsalicylateisbrominatedandgydrazinolysed，whichisproducedSchiffbasewithglyoxylicacidandacetoneacid，etcthenreduce

11、dbyNaBH4nshowsthatafterthesubstitutedinbenzenering，therateandconversionofthereactionwereenhancedThesekindsofproductswereexhibitedhighinhibitoryratiotoEscherichiacoliandStaphylococcusaureusBasedonthecharacteristicsofcompo