Thiazolino 2‑Pyridone Amide Isosteres As Inhibitors of Chlamydia trachomatis Infectivity

Chlamydia
trachomatis is a global
health burden due to its prevalence as a sexually transmitted disease
and as the causative agent of the eye infection trachoma. We recently
discovered 3-amido thiazolino 2-pyridones which attenuated C. trachomatis infectivity without affecting host
cell or commensal bacteria viability. We present here the synthesis
and evaluation of nonhydrolyzable amide isosteres based on this class,
leading to highly potent 1,2,3-triazole based infectivity inhibitors
(EC50 ≤ 20 nM).