1065484-10-7Relevant articles and documents
Employing BINOL-Phosphoroselenoyl Chloride for Selective Inositol Phosphorylation and Synthesis of Glycosyl Inositol Phospholipid from Entamoeba histolytica
Aiba, Toshihiko,Suehara, Sae,Choy, Siew-Ling,Maekawa, Yuuki,Lotter, Hannelore,Murai, Toshiaki,Inuki, Shinsuke,Fukase, Koichi,Fujimoto, Yukari
, p. 8304 - 8308 (2017/06/23)
The chemical synthesis of glycosyl inositol phospholipids from Entamoeba histolytica is reported. The key feature of this synthesis is a regioselective phosphorylation reaction that occurs through desymmetrization of a myo-inositol derivative with phosphoroselenoyl chloride. A new protecting-group strategy was developed that utilizes allyl and alloc groups to synthesize complex glycolipids bearing unsaturated lipids. These developments provided an efficient synthetic route for various complex inositol phospholipids and their analogues. Furthermore, the binding affinity of the synthetic inositol phospholipids with mouse CD1d molecules has been evaluated, as well as the immunostimulatory activity.
Total synthesis of (-)-isoamericanin A and (+)-isoamericanol A
Pilkington, Lisa I.,Barker, David
, p. 1037 - 1046 (2014/03/21)
The enantioselective total synthesis of the biologically active 1,4-benzodioxane lignans isoamericanin A (2) and isoamericanol A (3) has been achieved in 11 and 12 steps, respectively. These benzodioxane lignan natural products, and others that contain 9-hydroxymethyl group, show a wide range of biological properties. The 1,4-benzodioxane ring was formed by an acid-catalysed cyclisation, which gave the desired trans isomer exclusively. This method will allow the synthesis of a number of benzodioxane compounds containing a 9-hydroxymethyl group The total syntheses of (-)-isoamericanin A and (+)-isoamericanol A are described. The key steps were a Mitsunobu etherification and the acid-catalysed formation of the 1,4-benzodioxane moiety with exclusive formation of the desired trans isomer. Copyright
Syntheses of phosphatidyl-β-d-glucoside analogues to probe antigen selectivity of monoclonal antibody 'DIM21'
Greimel, Peter,Lapeyre, Milaine,Nagatsuka, Yasuko,Hirabayashi, Yoshio,Ito, Yukishige
, p. 7210 - 7217 (2008/12/23)
Herein, we report the chemical syntheses of a series of phosphatidyl-β-d-glucoside (PtdGlc) analogues, including 6-O-Ac, sn-2-O-Me, phosphorothioate as well as phosphatidylgalactoside and -mannoside derivatives. In the key step, β-glycosyl H-phosphonate w
