Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols including natural products

Figures & data

Figure 1.  Some naturally occurring bromophenols.

Scheme 1.  (A) 1,4-dibromo-2,3-dimethoxybenzene, PPA/80°C, (B) BBr₃/CH₂Cl₂, 0–25°C, (C) 1,2,5-tribromo-3,4-dimethoxybenzene, PPA/80°C.

Figure 2.  (A) The molecular structure of tribromide 13 showing the atom numbering scheme. (B) Packing diagram for 13. (C) The molecular structure of tribromide 14 showing the atom numbering scheme. (D) Packing diagram for 14.

Figure 3.  The new synthesized bromophenols.

Table 1.  IC₅₀ values (concentration that causes 50% inhibition of the enzyme activity) for the molecules.

Inhibitor	IC50 (µM)
3	86.4
4	38.29
6	26.4
10	372
11	11.7
12	49.5
13	126
14	58
15	1.65
16	0.7
17	9.23
18	1.36