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신관석(Kwan Seog Sin),성선영(Sun Young Sung),남재우(Jae Woo Nam),최상운(Sang Un Choi),이정옥(Chong Ock Lee) 대한약학회 1992 약학회지 Vol.36 No.4
A new series of methotrexate analogues was prepared in which the beta-position of the glutamic acid moiety is substituted by the aryl groups. The glutamic acid moiety was modified in order to enhance the lipophilic property. Reaction of N-acetylglicine ester[1] with ethyl 3-arylacrylate derivatives[2] produced trans-3-aryl-2-carboxy-5-pyrrolidone derivatives[3], which were hydrolyzed to give beta-aryl-glutamic acid derivatives[4]. The compounds[4] were treated with the p-aminobenzoic acid moiety and then with the pteridine ring moiety to give beta-arylmethotrexate derivatives[6,7]. These compounds were tested for antibacterial activity against Streptococcus faecium and for antitumor activity against murine leukemias and against human tumor cell lines in vitro. Several compounds showed significant antibacterial activity.
신관석(Kwan Seog Sin),김남호(Nam Ho Kim),이주헌(Joo Heon Lee),성선영(Sun Young Sung),Peter Pachaly 대한약학회 1997 약학회지 Vol.41 No.2
A series of 7-deazahypoxanthine and 7-deazaadenine derivatives[6,7.8.9.10,13] as purine antagonists was prepared. The pyrrolidine-5-one derivatives[4,11] were treated vith (C2H5)3OBF4 to give 3-aryl-5-ethoxy-2H-3,4-dihydropyrrole[5,12], which were converted to 7-aryl-7,8-dihydro-7(9H)-deazahy-poxanthine[6,7,8,9,10] and 7-phenyl-2-methyl-7,8- dihydro-7(9H)-deazaadenine[13].