656827-14-4Relevant academic research and scientific papers
Polyhydroxylated pyrrolidine and 2-oxapyrrolizidine as glycosidase inhibitors
Wang, Jen-Tsung,Lin, Ting-Chien,Chen, Ying-Hsuan,Lin, Chun-Hung,Fang, Jim-Min
, p. 783 - 791 (2013/08/26)
Using D-serine as a chiral precursor, a polyhydroxylated pyrrolidine (1), its derivatives bearing carboxylate, phosphate and phosphonate groups (2-4) and an oxapyrrolizidine (5) were synthesized. The pyrrolidine ring was formed by intramolecular amino-mercuration. The bicyclic scaffold of oxapyrrolizidine was further constructed by an intramolecular attack of the carbamate group on the iodomethyl group. Compounds 1 and 5 were found to inhibit β-glucosidase and α-galactosidase, respectively, in a competitive manner, whereas compounds 2, 3 and 4 did not produce significant inhibition against glycosidases. The Royal Society of Chemistry 2013.
An Efficient and Highly Stereocontrolled Route to Bulgecinine Hydrochloride
Khalaf, Juhienah K.,Datta, Apurba
, p. 387 - 390 (2007/10/03)
(-)-Bulgecinine is a nonproteinogenic amino acid component present in bulgecins A, B, and C, antibiotic glycopeptides derived from Pseudomonas acidophila and Pseudomonas mesoacidophila. In combination with β-lactam antibiotics, bulgecins exihibit a unique
Complex peptidyl nucleoside antibiotics: Efficient syntheses of the glycosyl nucleoside amino acid cores
Bhaket, Pushpal,Stauffer, Christina S.,Datta, Apurba
, p. 8594 - 8601 (2007/10/03)
Employing an amino acid chiral template strategy, the present research describes a general and highly efficient protocol for the rapid construction of enantiopure furanosyl and pyranosyl nucleoside amino acid cores as present in various complex peptidyl n
