2, 4-Diamino-5-methyl-6-substituted arylthio-furo [2, 3-d] pyrimidines as novel classical and nonclassical antifolates as potential dual thymidylate synthase and …

A Gangjee, HD Jain, J Phan, X Guo, SF Queener…

Index: Gangjee, Aleem; Jain, Hiteshkumar D.; Phan, Jaclyn; Guo, Xin; Queener, Sherry F.; Kisliuk, Roy L. Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 2 p. 953 - 961

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Citation Number: 32

Abstract

A novel classical antifolate N-{4-[(2, 4-diamino-5-methyl-furo [2, 3-d] pyrimidin-6-yl) thio]- benzoyl}-l-glutamic acid 5 and 11 nonclassical antifolates 6–16 were designed, synthesized, and evaluated as inhibitors of dihydrofolate reductase (DHFR) and thymidylate synthase (TS). The nonclassical compounds 6–16 were synthesized from 20 via oxidative addition of substituted thiophenols using iodine. Peptide coupling of the intermediate acid 21 ...