C-(2-Deoxy-d-arabino-hex-1-enopyranosyl)-oxadiazoles: synthesis of possible isomers and their evaluation as glycogen phosphorylase inhibitors
Bokor, É; Szennyes, E; Csupász, T; Tóth, N; Docsa, T; Gergely, P; Somsák, L
| HERO ID | 4943589 |
|---|---|
| In Press | No |
| Year | 2015 |
| Title | C-(2-Deoxy-d-arabino-hex-1-enopyranosyl)-oxadiazoles: synthesis of possible isomers and their evaluation as glycogen phosphorylase inhibitors |
| Authors | Bokor, É; Szennyes, E; Csupász, T; Tóth, N; Docsa, T; Gergely, P; Somsák, L |
| Journal | Carbohydrate Research |
| Volume | 412 |
| Page Numbers | 71-79 |
| Abstract | Synthetic methods were elaborated for d-glucals attached to oxadiazoles by a C-C bond. Introduction of the double bond was effected by either DBU induced elimination of PhCOOH from the O-perbenzoylated glucopyranosyl precursors or Zn/N-methylimidazole mediated reductive elimination from the 1-bromoglucopyranosyl starting compounds. Alternatively, heterocyclizations of 2-deoxy-d-arabino-hex-1-enopyranosyl cyanide were also carried out. Test compounds were obtained by Zemplén debenzoylation, however, none of them showed significant inhibition of rabbit muscle glycogen phosphorylase b. |
| Doi | 10.1016/j.carres.2015.04.016 |
| Pmid | 26082971 |
| Wosid | WOS:000357542000011 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |