01322nas a2200205   4500008004100000022001400041245013100055210006900186260007100255300001400326490000700340520049400347100002500841700002600866700002100892700002700913700002600940700002300966856012700989       2007                        eng d  a0022-262300aSynthesis of 1-deoxy-1-hydroxymethyl- and 1-deoxy-1-epi-hydroxymethyl castanospermine as new potential immunomodulating agents0 aSynthesis of 1deoxy1hydroxymethyl and 1deoxy1epihydroxymethyl ca  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcNOV  a5519-55230 v503 a<p>Two new C-1 epimeric hydroxymethyl castanospermine congeners 2a and 2b, synthesized by stereocon trolled intramolecular double reductive amination Of D-glucose derived beta-keto ester as a key step, showed impressive immuno-potentiating property. The bioactivity was mediated through up-regulation of T-H1/T-H2 cytokine ratio. The finding suggested that immunmodulatory activity of polyhydroxylated indolizidine alkaloids can be tuned by minor structural/stereochemical alterations.</p>1 aVyavahare, Vinod, P.1 aChakraborty, Chaitali1 aMaity, Biswanath1 aChattopadhyay, Subrata1 aPuranik, Vedavati, G.1 aDhavale, Dilip, D.  uhttps://library.ncl.res.in/content/synthesis-1-deoxy-1-hydroxymethyl-and-1-deoxy-1-epi-hydroxymethyl-castanospermine-new-0