An Accessible Route for the Synthesis of Novel Lignan Derivatives and Their Biological Evaluation

Abstract

2-(Aryl(thiophen-2-yl)methyl)succinic acids (4a – 4d), 3-(aryl(thiophen-2-yl)methyl)dihydrofuran-2,5-diones (5a – 5d), 7-aryl-4-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-6-carboxylic acids (6a – 6d), and ethyl 7-aryl-4-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-6-carboxylates (7a – 7d) were synthesized via Stobbe condensation of aryl(thiophen-2-yl)methanones and diethyl succinate. The newly synthesized compounds (5a – 5d, 6a – 6d, and 7a - 7d) were screened in vitro for their antimicrobial and antioxidant properties. Compounds 5b, 6d, and 7d exhibited promising antifungal and antibacterial activity against various microorganisms tested. Compounds 7d and 7b showed remarkable DPPH radical scavenging abilities.