Inhibition of chitin synthase by a series of 7-deoxycasuarine stereoisomers designed as constrained analogues of the potent inhibitor 6-deoxyhomoDMDP |
| |
Authors: | Behr J B Gainvors-Claisse A Belarbi A |
| |
Institution: | Laboratoire Réactions Sélectives et Applications UMR 6519, UFR Sciences - CNRS, BP 1039, 51687 Reims 2, France. jb.behr@univ-reims.fr |
| |
Abstract: | A series of polyhydroxy-pyrrolizidines were designed as constrained analogues of 6-deoxyhomoDMDP, a potent naturally occurring inhibitor of chitin synthase. Enzymatic evaluation revealed that 7-deoxycasuarine was the best inhibitor of the series (IC50 = 820 microM) displaying a non-competitive inhibition pattern, whereas the other tested compounds had IC50 in the range 4.3-18.9 mM. This is the first report of pyrrolizidine-type iminosugars inhibiting a glycosyltransferase. In addition, the biological evaluation towards glycosidases of these synthetic casuarine analogues is also disclosed. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|