SYNTHESIS AND ANTITUMOR ACTIVITIES OF 3-(R)-(BASYL)-4-(S)-HYDROXY-5-(R)-HYDROXYMETHYL-TETRAHYDROFURANS

AIM: The synthesis and antitumor activities of a series of 3-(R)-monodeoxynucleosides were studied. METHODS and RESULTS: 5-(S)-Dimethoxymethyl-3(S),4(S)-expoxyl-tetrahydrofuran 4 was obtained in 3 steps from L-xylose. 3-(R)-(Basyl)-4(S)-hydroxy-5-(R)-hydroxymethyl-tetrahydrofuran 5a-d and 6a-d were synthesized by treating 4 with nucleobase under basic condition, in which comounds 5a-d (a. B=A; b. B=T; c. B=U; d. B=C) were reported firstly. CONCLUSION: The antitumor activity and inhibition of telomerase were determined in vitro. Only compound 6a showed lower inhibition activity for BIU tumor cells.