Table 3. Inhibitory Activity of E. coli and S. aureus DNA Gyrase and Topoisomerase IV by the 4,5,6,7-Tetrahydrobenzo[1,2-d]thiazoles Containing the 4,5-Dibromo-1H-pyrrole (7a–h), 4,5-Dichloro-1H-pyrrole Moiety (7i–n), or 1H-Indole Moiety (7o–s).

					DNA gyrase IC50 (Kda) [μM] or RA [%]b		topoisomerase IV IC50 (Kda) [μM] or RA [%]b		E. coli MIC [μg/mL]
compd	*	R	X	n	E. coli	S. aureus	E. coli	S. aureus	wt	tolC	impA
negc					100%	100%	100%	100%
NBd					0.17 μM	0.040 μM	11 μM	27 μM
7a	S				12 μM	90%	101%	102%	>256	64	64
7b	R				47 μM	118%	96%	92%	>256	64	64
7c	S	OC2H5	Br	0	0.10 μM	80 μM	74%	180 μM	>256	128	>256
7d	S	OCH3	Br	1	0.096 μM	110 μM	86 μM	74%	>256	16	32
7e	S	OCH3	Br	2	0.093 μM	113%	97%	99%	>256	32	64
7f	S	OH	Br	0	0.058 μM	120 μM	200 μM	78 μM	>256	256	>256
7g	S	OH	Br	1	0.069 μM	86 μM	74 μM	76 μM	>256	256	>256
7h	S	OH	Br	2	0.049 μM	270 μM	90%	110 μM	>256	256	>256
7i		OC2H5	Cl	0	0.40 μM	320 μM	300 μM	290 μM	>256	256	>256
7j		OCH3	Cl	1	0.40 μM	63%	97%	101%	>256	32	32
7k		OCH3	Cl	2	0.89 μM	86%	100%	93%	>256	>256	>256
7l		OH	Cl	0	0.59 μM	300 μM	82%	170 μM	>256	>256	>256
7m		OH	Cl	1	0.13 μM	87%	98%	102%	>256	>256	>256
7n		OH	Cl	2	0.30 μM	10 μM	72%	97%	>256	>256	>256
7o		OC2H5		0	10 μM	76%	101%	99%	nt	nt	nt
7p		OCH3		2	9.1 μM	87%	101%	104%	nt	nt	nt
7q		OH		0	7.7 μM	79%	47%	99%	>256	>256	128
7r		OH		1	7.6 μM	117%	96%	103%	>256	>256	>256
7s		OH		2	8.1 μM	95%	99%	79%	>256	>256	>256

^aK determined by surface plasmon resonance.

^bResidual activity of the enzyme at 100 μM concentration of the tested compound. nt: not tested.