Bromine‐Promoted Glycosidation of Conformationally Superarmed Thioglycosides

Strategies for Protecting Group Free Glycosidation

Conformationally armed glycosyl donors: reactivity quantification, new donors and one pot reactions.

The relative reactivity of conformationally armed thioglycosides is quantified.

Conformationally biased analogs of oxytocin.

Four diastereomeric analogs of oxytocin containing substituted phenylalanine in position 2 were synthesized. This modified phenylalanine side chain contained one methyl group attached to the beta-carbon and the second one at the 2' position of the aromatic ring. All analogs were found to be inhibitors of uterotonic activity of oxytocin with pA2 values ranging from 6.0 to 8.3; the most potent on...

Conformationally Restricted Fentanyl Analogs

Synthesis, analgesic activity and preliminary molecular modeling studies of the cisand trans-fused octahydro-l,2,3,4,4a,5,11,1 la-pyrido[3,4-c][1,5]benzoxazepines 8 and 9, the first rigid fentanyl analogs with a conformationally restricted 4-anilido group that retain antinociceptive properties, are reported. Fentanyl (1) is the prototype of the highly potent 4-anilidopiperidine class of synthet...

Conformationally restricted calpain inhibitors.

The cysteine protease calpain-I is linked to several diseases and is therefore a valuable target for inhibition. Selective inhibition of calpain-I has proved difficult as most compounds target the active site and inhibit a broad spectrum of cysteine proteases as well as other calpain isoforms. Selective inhibitors might not only be potential drugs but should act as tools to explore the physiolo...