Synthesis and cytotoxicity studies of 8-amino-6-methyl-2-β-D-ribofuranosyl-1,2,3,5,6,7- hexaazaacenaphthylene (7-aza-TCN) and the corresponding 2'-deoxy- and arabinonucleoside analogues

Article abstract of DOI:10.1021/jm00174a012

The tricyclic nucleoside 8-amino-6-N-methyl-2-β-D-ribofuranosyl-1,2,3,5,6,7- hexaazaacenaphthylene (5) was synthesized from 8-amino-6-N-methyl-4-(methylthio)-2-β-D-ribofuranosyl-1,2,3,5,6,7- hexaazaacenaphthylene (2). The 2'-deoxy analogue of 5, 8-amino-6-N-methyl-2-(2-deoxy-β-D-ribofuranosyl)-1,2,3,5,6,7- hexaazaacenaphthylene (11), and the arabino analogue of (5), 8-amino-6-N-methyl-2-β-D-arabinofuranosyl-1,2,3,5,6,7- hexaazaacenaphthylene (14) were synthesized from 5. Nucleosides 2, 3, 4, 5, 11, and 14 were evaluated for potential anticancer activity by measuring their ability to inhibit the growth of L1210 and H. Ep. 2 tumor cells in vitro.