Abstract:
Organoantimony derivatives have been widely used for the treatment of schis- tosomiasis, leishmaniasis and filariasis. These drugs, however, suffer from a low margin of safety. Attempts are, therefore, made to prepare the tin analogues of tartar emetic (potassium antimonyl tartrate) (Ⅰ),
n-butyl antimonylgallate (Ⅱ) and Fuadin (Ⅲ) in order to search for less toxic chemotherapeutic agents. Treatment of ammonium tartrate with stannous chloride and stannic oxide gave 4,5-dicarboxyl-4,5-dihydro-l,3-dioxastanniol(IV)and 4,5-dicarboxyl-4,5-dihydro-2-oxo- 1,3-dioxastanniol diammonium salt (V) respectively. n-Butyl stannylgallate (Ⅵ) was resulted on interaction of
n-butyl gallate with stannous chloride. Stannous and stannic bis-(1,2-dihydroxyl-3,5-dipotassium disulphonate) were afforded by potas- sium catechol-3,5-disulphonate. The therapeutic value of
p-carboxyphenoxymethyl-4,5-dihydro-l,3-dithiastibiol (Ⅸ) was indicated in our previous work, the corresponding cyclic stannous (Ⅹ) and stannic (Ⅺ) mercaptides were now prepared on treatment of
p-carboxyphenyl dimercaptopropyl ether with stannous and stannic chloride respectively. The organotin derivatives so prepared were used for treatment of mice in- fected with
Schistosomiasis japonica. The stannous compounds were more active than the stannic analogues. Compounds VI and X had therapeutic ratios as favourable as tartar emetic.