Structure-Activity Relationship Studies of Retro-1 Analogues against Shiga Toxin
High-throughput screening has shown that Retro-1 inhibits ricin and Shiga toxins by diminishing their intracellular trafficking via the retrograde route, from early endosomes to the Golgi apparatus. To improve the activity of Retro-1, a structure-activity relationship (SAR) study was undertaken and yielded an analogue with a roughly 70-fold better half-maximal effective concentration (EC50) against Shiga toxin cytotoxicity measured in a cell protein synthesis assay.
Single-Step Synthesis of 3-Iodoquinolines from 2-Aminophenyl Ketones through a Regioselective (6-endo-dig) Electrophilic Cyclization
A highly facile single-step synthetic approach to 3-iodoquinolines has been developed for the first time from readily available 2-aminobenzophenones and terminal alkynes. The reaction involves the nucleophilic addition of terminal alkynes to 2-aminobenzophenones followed by a regioselective iodocyclization (6-endo-dig) to furnish 2,4-disubstituted 3-iodoquinolines in high yields. In general, 2,4-diaryl-substituted products were isolated without the need for column chromatography.