01561nas a2200193   4500008004100000022001400041245012900055210006900184260011000253300001400363490000600377520073000383100001901113700003101132700002601163700002401189700002601213856012801239       2008                        eng d  a1477-052000aSynthesis of polyhydroxy piperidines and their analogues: a novel approach towards selective inhibitors of alpha-glucosidase0 aSynthesis of polyhydroxy piperidines and their analogues a novel  aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcJAN  a2587-25950 v63 a<p>Various polyhydroxy piperidine azasugars have been synthesized from precursors 18a and 18b, obtained in both enantiomeric forms from D-ribose. Out of these polyhydroxy piperidine azasugars, 22, 39 and 20 were found to be potent as well as selective inhibitors of a-glucosidase with K(i) values ranging as low as 1.07 mu M, 16.4 mu M, and 88.2 mu M, respectively. Replacement of the hydroxy methylene moiety of 19 (K(i) 33% at 1 mM) by an amino methylene moiety (32, K(i) 36.8 mu M) showed a remarkable increase in the activity (almost 30 times). Furthermore, increasing the lipophilicity of 33 by N-alkylation with a dodecyl group (36) showed a three-fold enhancement in the activity (K(i) 217 mu M to K(i) 72.3 mu M).</p>1 aPandey, Ganesh1 aBharadwaj, Kishor, Chandra1 aKhan, Mohammad, Islam1 aShashidhara, K., S.1 aPuranik, Vedavati, G.  uhttps://library.ncl.res.in/content/synthesis-polyhydroxy-piperidines-and-their-analogues-novel-approach-towards-selective-0