Synthesis and evaluation of 2,3,4-substituted chiral oxazolidines against pediatric cancer cells

Abstract

It has previously been found a potent 2,3,4-oxazolidine series which was synthetized using the amino acid D-serine as the starting material. These compounds were assayed against cancer cell lines (HL60, JURKAT, LNCaP, MDA-MB-231, MCF-7, HCT-116) and their structure−activity relationship were investigated. The purpose of this work was to synthetize through seven steps, characterize and evaluate four 2,3,4-oxazolidines analogues against DAOY, SK-N-BE(2) and RD-ES pediatric cell lines. Compounds 5a and 5b designed by the extension of the structure of 1 were the most potent, being active against all cell lines (IC50 ≤ 7 μM) and reduced ≥ 90% of cell viability at 25 μM for RD-ES and SK-N-BE(2). These derivatives were identified as novel anticancer agents including the novel direction towards pediatric cancer cells.