Bioorganic and medicinal chemistry p. 609 - 614 (1996)
Update date:2022-08-11
Topics:
Yu, Hong-Wu
Zhang, Liang-Ren
Zhou, Ji-Chang
Ma, Ling-Tai
Zhang, Li-He
A series of 4'-(R)-hydroxy-5'-(S)-hydroxymethyl-tetrahydrofuranyl purines and pyrimidines were synthesized by the reaction of 3,4-epoxy-5-(S,trans)-dimethoxymethyl-tetrahydrofuran and nucleobases under the catalysis of potassium tert-butoxide and 18-crown-6.Compounds 6a, 6c and 7b have shown significant inhibition on the growth of HL-60 cells.The phosphotriester and phosphodiester of isonucleoside 8a-d were synthesized and cytotoxic activities were reported.The conformation of isonucleosides in solution was studied by 1H NMR.Key words: isonucleoside; cytotoxicity; anti-HSV type I and HSV type II; conformation; stereochemistry.
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