Synthesis and Evaluation of Cytotoxic Activity on Mcf-7 Cell Line of Some Diesters Derived from 5-(Hydroxybenzylidene)Thiazolidine-2,4-Diones

• Main Authors: Tran Hieu Quang, Nguyen Hien Cao, Van Nguyen Thin, Nguyen Thanh Thi, Vo Toan Ngoc, Nguyend Cong Tien
• Format: Article
• Language: English
• Published: Sciendo 2018-12-01
• Series: Acta Chemica Iasi
• Subjects: diester; 5-(hydroxybenzylidene)thiazolidine-2, 4-diones; thiazolidine-2, 4-dione; cytotoxic activity
• Online Access: https://doi.org/10.2478/achi-2018-0015

Knoevenagel condensation of thiazolidine-2,4-dione, which were prepared from chloroacetic acid and thioure by 1,3 dipolar cycloaddition reaction, with 2-hydroxybenzaldehyde, 5-bromo-2-hydroxybenzaldehyde, 3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde and 4-hydoxy-3-methoxybezaldehyde gave five corresponding 5-(hydroxybenzylidene)thiazolidine-2,4-dione compounds. The reaction of 5-(hydroxybenzylidene)thiazolidine-2,4-diones and ethyl chlorofomate or ethyl chloroacetate occurred at both NH and OH centers and gave ten corresponding diesters. The structures of the diesters were confirmed by IR, MS, 1H and 13C-NMR spectral data. However, in test for cytotoxic activity against MCF-7 cells, none of the diester compounds exhibited significant activity.