Alkylthiocolchicines and N-deacetyl-alkylthiocolchicines and their antileukemic activity.
A series of alkylthiocolchcines (methyl, ethyl, n-butyl, n-hexy, n-octyl, and pinanyl) was prepared from colchicine by treatment with the appropriate alkyl mercaptan and p-toluenesulfonic acid. Some of these compounds (methyl-, ethyl-, and n-butylthiocolchicines) were deacetylated in good yields with 2 N hydrochloric acid in methanol. These compounds were tested for their antileukemic activity in an in vitro assay against L-1210 (mouse leukemia). Preliminary results showed that methylthiocolchicine is more active and the other alkylthiocolchicines are much less active than colchicine. N-Deacetyl-methylthiocolchicine is as active as colchicine.
D000818:Animals; D003078:Colchicine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000627:therapeutic use; D007939:Leukemia L1210 / Q000188:drug therapy*; D051379:Mice
D003078:Colchicine