Novel sulphonamides incorporating triazene moieties show powerful carbonic anhydrase I and II inhibitory properties

Figures & data

Figure 1. Chemical structures of SLC-0111, Dacarbazine, and Temozolamide.

Scheme 1. General synthetic pathway for compounds 1–12.

Table 1. Inhibitory effects of the compounds 1–12 on hCA I and II isoenzymes by an esterase, 4-nitrophenyl acetate assay.

		KI(nM)
Compounds	R	hCA I	hCA II
1	H	28 ± 6	18 ± 5
2	4-F	21 ± 4	21 ± 9
3	4-Br	57 ± 3	19 ± 4
4	4-EtO	38 ± 4	16 ± 6
5	4-MeO	42 ± 8	21 ± 4
6	4-Et	49 ± 2	16 ± 2
7	3-Cl	53 ± 15	22 ± 6
8	3-F	36 ± 3	28 ± 6
9	3-MeO	33 ± 5	23 ± 2
10	2-Cl	46 ± 12	20 ± 5
11	2-F	72 ± 2	33 ± 9
12	2-Br	61 ± 1	40 ± 2
AZA*	–	19 ± 2	17 ± 4

*Acetazolamide (AZA) was used as a standard inhibitor for both hCA I and II isoenzymes. Mean ± standard error from 3 different assays.