H. Kigoshi et al., A NEW SYNTHETIC ANALOG OF THE BRACKEN ULTIMATE CARCINOGEN - ELEVATIONOF STABILITY AND ALTERATION OF DNA ALKYLATION SITE SELECTIVITY, Tetrahedron letters, 38(18), 1997, pp. 3235-3238
The benzodienone 4 as a stable analogue of the bracken ultimate carcin
ogen (2) has been designed and synthesized. In the reaction with DNA t
he compound 4 was found to give only the N-7 alkylated product of guan
ine and no N-3 alkylated product of adenine and reveal guanine-selecti
ve cleavage in contrast to the natural dienone 2. (C) 1997 Elsevier Sc
ience Ltd.