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醛糖还原酶抑制剂FIDARESTAT衍生物的合成与生物活性A1A2A2A3A3A4A0A5A6A7A8A9A10A11A12A13A14A15A16A17A18A19A20A21A22A23ARISA24A25A26A27FIDARESTATA28A29A30A31A32A33A34A35A36ARISA37A38A39A40A41FIDARESTATA36A42A43A37A44A45C2A46A47A48A49A50A51A52A53A54A55A56A57A58A59A60ARISA61A62A63A62A63A62A64C2A46A47A48A65A66A67A68A69A70A71A69A72A73A74A75A76A77A78A79A80A81A78A824A83A84A85A86A87A88IC50042MA89A90A91A92A93A80ARISA94A95A96A97A98A99FIDARESTATA80C2A100A101A102A103A80A104A105A106A107A108A109A110A111A112A113A114A115A116A117A118A119A120A121A122A123FIDARESTATA124A125A126A123A108A109A123A125A126A127A128SYNTHESISANDBIOACTIVITYOFALDOSEREDUCTASEINHIBITORFIDARESTATDERIVATIVESABSTRACTOBJECTIVEASERIESOFMOREEFFECTIVEARISHAVEBEENDEVELOPEDMETHODSFIDARESTATWASREPORTEDTOHAVEMOREPOTENTANDBENEFICIALEFFECTSONSORBITOLACCUMULATIONANDDIABETICNEUROPATHYASERIESOFDERIVATIVESMODIFIEDATC2POSITIONHAVEBEENDESIGNEDANDSYNTHESIZEDWHICHAREBASEDONTHESTRUCTUREOFFIDARESTATRESULTSTHECOMPOUNDPOSSESSINGSUBSTITUENTWITHATERMINALHYDROXYLGROUPONTHECARBAMOYLATC2POSITIONSHOWEDTHEMOSTSIGNIFICANTINHIBITIONACTIVITYCOMPOUND4,IC50042MCONCLUSIONTHENEWARISCANBEDESIGNEDANDSYNTHESIZEDBYTHEMETHODOFMODIFYINGATC2POSITIONOFFIDARESTATKEYWORDSALDOSEREDUCTASEINHIBITORSFIDARESTATDERIVATIVESSYNTHESISBIOACTIVITYA129A130A131A132A133A134A135A136A137A138A139A140A141A142A143DIABETESMELLITUSA139DMA144A145A146A147A148A149A150A151A152A142A153A154A155A142A139A156A157A158A159A140A141A142A160A161A162A154A150A163A164A165A155A166A167A168A169A140A141A142A165A155A166A159A170A171A172A173A174A175A176A139A177A178A179A180A181A140A141A142A182A183A154A184A185A186A187A179A188A189A151A159A190A1911A139A192A148A193A194A195A196A197A198A199A185A159A200A201A178A195A196A202A203A153A204A205A206A207A139A208A209A140A141A142A165A155A166A159A210A211A212A213A167A214A215A216A217A218A219A220A221A222A190A191A223A224A139A225A140A226A212A227A228A171A229A143ARISA144A230A231A232A233A234A206A235A140A141A142A182A183A154A184A185A186A187A179A188A189A151A139A236A156A237A238A239A240A220A241A242A140A141A142A165A155A166A159A243A159A167FIDARESTATA244A245A246A1482S,4S6A2472H,3H2,5A248A249A186A2504HA251A165BA252A2534,4A254A255A1642A165A0A139A178A22A1A2A3A4A5A6A190A155A159A7A248A186A8A213A9ARISA139A176A10A11A12A13A14A15A16A17A18A19A20A21A23A24A25A26A27A28A29A182A30A31A32A33A34A35A87A186A36A34A37A87A188A11A38A39A40A41A42A43A29A152A44A45A32A46A472A483A197A49FIDARESTATA198A50A51A52A15A53A54A55A56ARA57A31A32A184A37A20A58A59A188A11A200A561A57A160A60A61A198TRP20,TRP111,PHE122,A138TRP219A20A62A63A32A64A65A34A66A67A188A11A70A562A57A158A68A69A61A71A20A72A73A74A75A198ARA76A77A78A65A188A11A79A80A72A73A81A82A70A563A57A158A68A69A611A83A20NA54A84A198HIS110A20N2A214A39A20A85A86A8828A89A217A90A79A80A81A82A70A564A57A218A91A92A83A74A75A93A54A84A198LEU300A176A63A20NA54A84A79A80A94A81A82A29A75A12A71A95A220A96A89A148A97A222C2A83A20A218A91A92A75A71A98A99A100A81A82A101A51A75A102A90A103A104A79A80A105A37A20ARISA29A106A107A108FIDARESTATA88A109A51A58A110A89A111A112C2A83A218A91A92A75A228A113A114A115A89A116A97A59A80A99A24A117A118A20A52A15A53A54A55A119A120A121A89A230A122A123A124A105A125A20A119A120A126A127A291合成路线A234A128A129A130A131A1324A133A134A135A136A137A139A140A141A142A143A144A145A146A147A149A150A151A133A153A154A155A156A157A159A161A157A162FIDARESTATA163A166A167A168A169A170A171A172A173A174A175A177A178A179A180A1811A183A185A250A1871A189A190A185A191A192A193A194A195A196A199A193A17425A163FONHHNOOOOFONHHNHNNH2OOOFONHHNHNOOOFONHHNHNOOOFONHHNHNOHOOO12345NH2ACBDFONHHNNH2OOOFIDARESTATNH3A201A202A203A204A205A206ANAHA207ETOHA207NH2CH2CH2NH2A208BNAHA207ETOHA207NH2CH2CH2CH3A208CNAHA207ETOHA207NH2CH2CH2OHA208DNAHA207ETOHA207NH2CH2CH24CH2NH2A2311A209A210A21125A212A210A213FIG1SYNTHESIZETHECOMPOUND252实验部分21A215A216A219A221A223A224A225A215A216A219A221A224A225A226A227A229A245A232A233A235A236A237A238A239A240A241A242A243A238A233A235A236A237A2381,2A244A246A247A238A248A249A247A2381,6A251A246A247A238A252A236A246A253A254A238A252A236A253A246A254A238NADPHA238A242A255A238A244A255A238A8A232A7A0A9A21A226A227A10A230A11A1A200JEOLA171A2JNMAL300A13A19300MHZA20A14A3A170A16A4A5A11A238BRUKERESQUIRE3000A13A6A5A11A19ESIA20A238VGANALYTICALA171A2VGZABHSA13A19RP1000A20A6A5A11A19FABA20A238APIIIITRIPLEQUADRUPLEMASSSPECTROMETERPESCIEXA6A5A11A19APIA20A238A12A15UV1201A22A17A7A24A24A18A41A2122A23A25A26A27A23A25A26A27221A28A23A292A303A315A32A33A34A23A25A35A36A23A25A92NAH135MMOL,60A37A134A381,2A39A156A40A42A43A44A166A421,6A45A46A166124MMOLA47A48A49A50A205A218A51A52A53A54A55A56A571HA58A59A60A61A621062MMOLA63A64A65A66A53A54A55A56A5714HA67A68A69A70A71A72A73A74A75A76A77A78A79A106A80A249A81A228A82A83A84A221A85A86A87A147A88A89A90A91A93A79A94A95A249A81A96222A97A98A99A97A984A100A98A101A102A103A102A103A104NAH88MMOL,60A105A107A108A109A110A111A112A113A114A115A116A117A118A227A119A120A121A122A123A124A125A1268MMOLA127A128A129A130A1311HA117A115A122A123A132A13314MMOLA135A136A137A138A115A128A129A130A13112HA117A139A140A1411/10A142A143A115A177A144A145A241A146A241A148A149PH56A150A151A152A153A154A155A157A177A158A159A160A161A162A241A162A163A164A165A167A168A150A169A158A172A241A173A174A175A176A178A179A150A180A181A182A174A183A184A154A155A185A152A153A184A154A155A186A157A150A162A187A188A189A190A150A191A149A192A186A1934A19423A195A196A197A198A199A201A195A196A197A198A234A202A203A204A206A207A2085A2096，A210A211A212A213SDA214A215A216A217A212A219200GA220A222A223A224A225A226A229A231A232A233A235ARA219A236A237A238A239A240A242A24325A244A245A246A247A248A250A251A252A253A254A255A19ALR2A20A10A0A230A28A42A1FIDARESTATA188A2A86A255A59A87A21A0A3A57A4A5A6A7A89A8A25A253A9A90A11A12A13A91A14A15A16A92A227IC50A173A18A22A23A24A26A18A22A23A24A106A27A29A30A31A32A29A3325A228A34A35A36ALR2A73A37A38A39A40A62FIDARESTATA41A43A106A44A32A29A33A40A250A451A56A46A47A451A32A29A33FIDARESTAT,25A35A36ALR2A73A37A38A39A48A49TAB1ALR2ACTIVITYOFTHECOMPOUND25ANDFIDARESTATFONHHNOOORA50A51A52RA53A54A93A220A94IC501108M107M106M105M104M2CH2CH2NH20009371003CH2CH2CH30084674174CH2CH2OH1336408130425CH2CH25NH20210477514FIDARESTATH385264703008821IC50M95CL2A222A95A55A136A58A60A61A63A64A65A66A67A973A98A68A222A69A70A71A72A65A134A167A74A75A76A77A99A147A78A79A80A814A82A83A84A85A88A96A100IC50A146A101A102A103A104A105A107A108A100A142A109A185A110A111A112A113A114A83A115A113A114A832A1163A1984A203A117A118A119A100A120A121A122A123A124A125A126A127A128A129A130A131A1323A122A123A124A125A126A133A135A124A137A138A139A140A141A143A144A124A145A137A127A148A149ARA212A150A151A152A153A140A141A137A154A155A156A156A157A1584A159A160A161A162A1632A164A165A166A168A169A170A171A166A172A154A155A173A157A1584A174A175A170A176A158A171A166A170A177A178A166A179A180A181A182A183A184A166A186A187A175A224A189A190A191A192A206A193A194A187A195A196A197A199A200A2012A202A204A205A2073A208A209A210A211A213A214A202A215A245A216A199A200A2012A202A217A218A196A219A221A223A225A197A226A196A229A231A232A233ARA234A235A236A237A238A239A240A241A242A243A2443A246A247A248A249A251A252A254A255A42A0A122A238A227A1A2A100A56A222A114A3A242A47A246A8A123A10A4A5A6A7A54A9A11A12A4A111A7A10A31A13A145A73A15A16A105A17A32A31A13A142A28A106A18A10A125A19A20A20A4A127A203A21A25A101A89A22A112A224A23A24A84A251A95A26A27A57A29A30A33ARA188A34A35A27A36A37A38A39A128A40A129A41A23A24A131A36A43A44A45A38A39A128A40A22A167A46A57A29A305A48A49A50A49A1902A51A61A52A53A55A58A132A59ARA60A62A63A64A51A65A133A66A67A68A69A70A60A62A63A64A51A198A134A71A48A72A74A75A136A74A76A77A78A79A51A94A80A81A82A83A85A86A87A88A90A137A91A92A83A85A86A93A96A97A98A99ARA93A96A102A103A104A87A88A90A138A83A85A865A93A96A107A108A109A110A83A85A862A113A115A116A117A118A119A120A121A124A126A130A135A139A140A141A142A143A144A145A146A117A147A148A149A150A151A152A153A154A155A124A156A157A158A159A144A144A145A146A117A147A158A160A161A162ARA163A164A165A166A168A169A170A171A172A173A124A156A157A158A174A175A176A177A178A179A180A171A144A145A146A162A181A182A183A163A164A165A166A152A168A169A158A184A185A186A187A117A145A189A191A158A192A193A194A195A196A197A163A164A170A159A152A199A200A201A202A204A205A206A207A155A208A209A210A211A210A211A210A211A212A2121TOMLISONDR,STEVENSEJ,DIEMELLTALDOSEREDUCTASEINHIBITORSANDTHEIRPOTENTIALFORTHETREATMENTOFDIABETICCOMPLICATIONSJTRENDSPHARMACOLSCI,1994,152932972OKAM,MATSU
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