Cm. Cheng et al., 9-HYDROXYMETHYLCYCLOPROPYLIDENEMETHYLENYLADENINE - THE DESIGN, FACILESYNTHESIS, ISOMER SEPARATION AND ANTI-HIV-1 ACTIVITIES, Tetrahedron, 54(10), 1998, pp. 2031-2040
9-Hydroxymethylcyclopropylidenemethylenyladenine was designed based on
the analysis of the structure-activity relationship and synthesized b
y coupling reaction of a vicinal dibromocyclopropane derivative with a
denine. The cis/trans isomers and an enantiomer of the cis-isomer of t
he cyclic alpha, beta-unsaturated nucleosides derived by reduction wer
e separated by reverse phase HPLC and chiral HPLC, respectively. The c
is-isomer was effective against HIV-1 and the (-)cis-isomer was highly
effective with EC50 13 mu M. (C) 1998 Elsevier Science Ltd. All right
s reserved.