?FoodfunctionalityofeggplantEggplantabundantacetylcholinethantheothervegetablesandisexpectedfoodfunctionalitiesbyregulatingautonomicnervousactivity.?LC-MS/MSCholine estersin foods aredetermined by using LC-MS/MSin our original method. BDACABC9OOOOOOOOOON+N+N+N+N+AlcetylchoinePropionylcholineButylylcholineKeywords:organicsynthesis,naturalproducts,bioactivecompounds,Structure-activityrelationships,organometallicsTheLaboratoryofFoodMolecularEngineeringconductsresearchonutilization,quantificationandisolatedpurificationoffunctionalmoleculesinfoodandfoodresources.Cholineesters,peptidesandpolyphenolsaremaintargetcompounds,andwefocusontheireffectsonthecardiovascularsystemandnervoussystem.FoodproductsfromtheShinshuregionsuchas“fermentedfoods”,“buckwheat“and“medicinalplants”arerichinthesefunctionalmolecules.Recently,wefoundthat“eggplant”wasrichinacetylcholineanddemonstratedbloodpressureandmoodimprovementeffectsinaclinicaltrial.Foodmolecularengineeringmakesthefoodfunctionalitiesmoreeffectiveandincreasestheutilityvalue.Theresearchinourgroupfocusesaroundthechemistryofbiologicallyactivenaturalproducts:synthesis,structure-activityrelationships,biosynthesis,biosyntheticinhibitors,isolationandstructureelucidation.Developmentofnovelchemicalreactionusingorganometallicsisalsostudied.HidefumiMAKABEProfessor,Ph.D.Kozo NAKAMURAAssociate Professor, Ph.D.Functional Foods, Choline Esters, Peptides, Polyphenols, Antihypertensive FoodsSynthesis of biologically active polyphenolsWehavegreatinterestinpolyphenolsbecauseoftheirpotentbiologicalactivities.Thus,wehavesynthesizedthesemoleculesforanalysisoftheirstructure-activityrelationships.Synthesis of natural products using organometallicsStereoselective aminopalladation and oxypalladation are very important approaches for the synthesis of various natural products which contain N-and O-hetero-alicycles. We accomplished the synthesis of natural products using Pd(II)-catalyzed stereoselective cyclization.containsmuchmoreNMR is essential tool to elucidate the structure of organic compounds.OHCholineestersareNOVELfoodfunctionalfactors.WearethefirsttoisolatethenaturalLactoylcholine.Alcetylchoineis known as our neurotransmitter. The content in eggplant is 3 mg/100g F.W in average. No one knows why eggplant contains so much acetylcholine.Antitumor activity of procyanidin B3 and prodelphinidin B3 against human PC-3 prostate cancer cell lines. Prodelphinidin B3 which has pyrogallol moiety (red colored) possesses significant activity.Structural elucidation using NMRAcetylcholineLactoylcholineNot activeactive（写真一枚or複数枚組み合わせ）Laboratory of Synthetic Natural Products ChemistryFood Science and Biotechnology DivisionFood Science and Biotechnology DivisionLaboratory of Food Molecular Engineering
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