棉酚類似物的設(shè)計、合成與生物活性研究.pdf

1、東南大學碩士學位論文棉酚類似物的設(shè)計、合成與生物活性研究姓名：李勇申請學位級別：碩士專業(yè)：生物醫(yī)學工程；制藥工程指導(dǎo)教師：吉民20110529AbstractIntheseventiesoflastcenturytheChinesediscoveredgossypolcallbeusedasanonsteroidalmaleoralcontraceptivefirstlywhichraisedseriesofstudiesofgossy

2、polintheinternationalHoweverafterlongtermmedicationgossypolshowestwounavoidablesideeffects，hypokalemiaandirreversibilityoffertilitywhichgreatlylimitstheclinicaluseofgossyp01Gossypolnotonlyhassignificantanti—fertilityofma

3、lerole，butalsohasa麗derangeofapplicationsinthegynecologicalclinicInMditiongossypolalsohasstrongantitumorantiviralandimmuneinhibitionInordertomakebetteruseofgossypol，chemistshavedesignedandsynthesizedaseriesofgossypolderiv

4、atives，whichhavetheeffectofgossypolbutlowtoxicityThebiologicalfunctionofgossypol，thedesignsynthesisandapplicationofgossypolderivativesweremainlystudiedinthispaperThroughliteraturereviewwedesignedthesynthesisrouteof5benzo

5、yl1，4一naphthoquinoneandstudiedthesynthesistechnologycarefullyWithmalomcacidandaeroleinasstartingmaterials，thekeyintermediate58一dimethoxy—naphthoicacidcanbepreparedinafive—stepprocedurewhicharecondensationDiersAldercycliz

6、ationmethylationaromatizationandhydrolysisFinally5benzoyll，4一naphthoquinoneCanbeobtainedbyFriedel—CraftsacylationandoxidationofthekeyintermediateAsyntheticproeedurewithmildreactiveconditionsandcheaperstartingreagentsfor5

7、benzoyl1，4naphthoquinoneisachieved，whichissuitableforlarge—scalepreparationAsisknowntoall，14naphthoquinonecompoundshavesignificantantitumoreffectBasedontheanalysisofstructureactivityrelatiomhip(SAR)of14naphthoquinone，dif

8、ferenttypesof5substituted14naphthoquinonecompoundsweredesignedandprepared，whichwereconfirmedbyⅡ乙1HNMRandMS，allofthemarenewcompoundsInadditiontheantitumoractivityandantifertilityacti、ri鑼ofthenewcompoundswillbetestedinvitr