Table 2. Rank-Order for Top1-Mediated DNA Cleavage Assay Score vs Side Chain for Three Carbohydrate-Substituted Indenoisoquinoline Series^a.

	unsubstituted	Top1 cleavage		2,3-dimethoxy-8,9-methylenedioxy	Top1 cleavage		3-nitro	Top1 cleavage
86	lyxityl	+++	53	S-propanediol	++++	68	xylityl	++++(+)
82	S-propanediol	+++	52	racemic propanediol	++++	66	ribityl	++++(+)
84	arabityl	++	54	R-propanediol	++++	69	galactityl	++++
81	racemic propanediol	++	57	lyxityl	++++	65	arabityl	++++
89	glucosyl	++	61	mannityl	++++	67	lyxityl	++++
87	xylityl	++	58	xylityl	++++	70	mannityl	++++
90	mannityl	+	60	glucosyl	+++	80	glucosyl	++++
88	galactityl	+	56	ribityl	+++	79	S-propanediol	++++
83	R-propanediol	0/+	55	arabityl	+++	63	racemic propanediol	+++
85	ribityl	0	59	galactityl	++	64	R-propanediol	+++
			62	glucopyranosylmethyl	++	71	glucopyranosylmethyl	++

^aData for compounds 79–90 from Peterson et al.¹⁶