TABLE 2

Normalized time-dependent DNA adduct profile of compound 5 and genomic DNA incubations (data normalized to compound 5 MS peak area at 0.25 h in the acidic depurination group)

Depurination			R.T. (min)	Relative Amount of Products
Depurination	Compounds and Reactions		R.T. (min)	0.25 h	0.5 h	1 h	2 h	4 h	8 h	24 h
Formic acid	5		11.9	1.0	0.57	0.44	0.41	0.36	0.41	0.25
	5a/5b	Mono-spirocyclization	10.5, 10.6	0.45	0.20	0.13	0.12	0.12	0.29	0.23
	5c	Di-spirocyclization	9.1	0.20	0.09	0.06	0.05	0.05	0.17	0.15
	5d/5e	Mono-adenine alkylation	9.7	0.14	0.27	0.28	0.41	0.47	0.65	0.88
	5f/5g	Adenine alkylation and spirocyclization	8.5	0	0	0	0	0.01	0.01	0.02
	5h/5i	Adenine alkylation and hydroxylation	8.3	0.01	0.03	0.03	0.05	0.06	0.08	0.15
	5j	Di-adenine alkylation	8	0	0	0	0.02	0.04	0.07	0.15
Heating	5		11.9	0.13	0.27	0.23	0.31	0.33	0.16	0.04
	5a/5b	Mono-spirocyclization	10.5, 10.6	0.09	0.51	0.27	0.57	0.81	0.07	0.01
	5c	Di-spirocyclization	9.1	0.34	1.05	0.58	1.49	1.75	0.30	0.04
	5d/5e	Mono-adenine alkylation	9.7	0	0	0	0.02	0.01	0.01	0
	5f/5g	Adenine alkylation and spirocyclization	8.5	0.09	0.14	0.22	0.30	0.23	0.30	0.16
	5h/5i	Adenine alkylation and hydroxylation	8.3	0.02	0.03	0.06	0.11	0.09	0.14	0.11
	5j	Di-adenine alkylation	8	0	0.07	0.14	0.27	0.26	0.88	0.66

R.T., retention time.