In vitro inhibition effect and structure–activity relationships of some saccharin derivatives on erythrocyte carbonic anhydrase I and II

Figures & data

Scheme 1.  Synthesis of 6-(phenylurenyl/thiourenyl) saccharin (6a--v) derivatives.

Figure 1. IC₅₀ graphics of saccharin derivatives (5, 6a--v) on hCA I and hCA II.

Table 1.   Inhibitory effects of saccharin derivatives on hCA I and hCA II.

Compound	X	R	hCA I IC50 (µM)	hCA II IC50 (µM)	Compound	X	R	hCA I IC50 (µM)	hCA II IC50 (µM)
5	–	–	54.90	49.00	6l	S	H	46.74	40.24
6a	O	H	63.06	21.13	6m	S	4-CH3	13.67	11.14
6b	O	3-OCH3	41.65	6.54	6n	S	4-OCH3	43.31	30.32
6c	O	4-OCH3	34.55	37.66	6o	S	2-F	74.90	30.23
6d	O	4-CH3	30.81	24.65	6p	S	3-F	46.70	14.55
6e	O	3-Cl	38.99	17.79	6q	S	4-F	55.87	8.10
6f	O	4-Cl	63.03	23.67	6r	S	3-I	20.21	30.70
6g	O	3,4-di-Cl	37.37	12.67	6s	S	3-Cl	33.41	17.19
6h	O	3-NO2	37.47	32.74	6t	S	2,4-di-Cl	59.38	12.48
6i	O	4-NO2	54.24	38.87	6u	S	3,5-di-Cl	26.10	11.04
6j	O	2-F	44.71	41.61	6v	S	4-NO2	47.73	43.49
6k	O	4-F	42.64	17.14