New Anti-tumor Agents. 2. Benzopyranylamine Compounds

Article abstract of DOI:10.1002/jhet.5570330660

Pyrrolidine, morpholine and piperidine derived Mannich bases of types 1-3 react with acetone, propionaldehyde and butyraldehyde to form 2-methyl and 3-methylbenzopyrans of types 4-8. Hydrolysis of these benzopyrans yields alcoholic benzopyrans which readily condense with a variety of amine, aniline and hydrazine derivatives to form diverse isomeric benzopyrans of types of 9 and 10. The benzopyrans 4-9 which contain a 3,4,5-trimethoxyphenyl ring are active anti-tumor agents, particularly against human breast, CNS and colon cancer cell lines, total growth inhibition of these tumors often occurring in vitro at concentrations as low as 10^-5-10^-6 moles/l. Because of their in vitro activities and unusual structures a number of these benzopyrans have been selected for in vivo Xenograft testing against breast and other susceptible human cancers.