Synthesis of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole amino acid derivatives and anti-DNA damaging activity.

A series of novel 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole L-amino acid (RCO) derivs. was synthesized by varying substitution at the N-position of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole. All the compds. were characterized by 1H-NMR, IR and LC/MS spectroscopy. The compds. were tested for anti-DNA damaging property by using biophys. techniques such as agarose gel, thermal melting temp. (Tm) and ethidium bromide binding to DNA using fluorescence spectrophotometry. The results revealed that compds. having L-lysine, L-tryptophan, and L-proline substituents showed high activity. These observations can be related to the three amino acid residues having basic amine, arom. and heterocyclic groups, resp. [on SciFinder(R)]