Synthesis and pharmacological examination of some thiazolidinone derivatives of naphtho[2,1-<i>b</i>]furan

Abstract

2-Acetylnaphtho[2,1- b ]furan (1), obtained from 2-hydroxy-1-naphthaldehyde was converted into 2-bromoacetylnaphtho[2,1- b ]furan (2), which served as an intermediate for the synthesis of title compounds. The compound (2) was treated with thiourea to get 2-(2-aminothiozol-4-yl)naphtho[2,1- b ]furan (3), which produced 2-(2-arylideneaminothiozol-4-yl)naphtho[2,1- b ]furans (4a-i) on reacting with various aromatic aldehydes. Schiff bases (4a-i) yielded 2-[2-(2-aryl-4-thiazolidinone)thiazol-4-yl]naphtho[2,1- b ]furans (5a-i) on treating with thioglycolic acid. Compound (2) was reacted with different aromatic amines to obtain 2-(N-aryl-2-amino)acetylnaphtho[2,1- b ]furans (6a-k). Similarly reaction with substituted thiourea furnished 2-(2-N-arylaminothiazol-4-yl)naphtho[2,1- b ]furans (7a-k). All the newly synthesized compounds have been characterized by elemental analysis and spectral data, which have been screened for antimicrobial and anthelmintic activities. The selected compounds have been evaluated for antiinflammatory and diuretic activities.