203630-08-4Relevant academic research and scientific papers
MOLECULAR PROBES FOR ANALYSIS OF METABOLISM OF GLYCOLYSIS INHIBITORS PRODRUGS AND SYNTHESIS METHODS THEREFORE
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Page/Page column 5; 7, (2020/03/05)
The present invention relates to compounds according to structure (I) whereby one of R1 to R3 is -OCOCD3 and the other two are either hydroxyl or OAc, their synthesis and their use in for the analysis of the metabolism of glycolysis inhibitors.
Synthesis of dibromo compounds containing 2,6-dioxabicyclo[3.1.1]heptane similar to core moiety of thromboxane A2
Nokura, Yoshihiko,Nakazaki, Atsuo,Nishikawa, Toshio
, p. 127 - 136 (2018/01/26)
Thromboxane A2, a potent platelet aggregation factor, contains a labile 2,6-dioxabicyclo[3.1.1]heptane as the core moiety. Dibromo compounds with a similar core structure were synthesized by the cyclization of tribromides derived from D-glucal.
NOVEL ACETATES OF 2-DEOXY MONOSACCHARIDES WITH ANTICANCER ACTIVITY
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Paragraph 0083; 0092; 0093, (2017/04/01)
Novel compounds and methods of using the same to inhibit glycolysis and treat cancer and other diseases are provided herein.
Design, synthesis and biological activity of carbohydrate-containing peptidomimetics as new ligands for the human tachykinin NK-2 receptor
Capozzi, Giuseppe,Giannini, Sabrina,Menichetti, Stefano,Nativi, Cristina,Giolitti, Alessandro,Patacchini, Riccardo,Perrotta, Enzo,Altamura, Maria,Alberto Maggi, Carlo
, p. 2263 - 2266 (2007/10/03)
Enantiopure cycloadducts between glycals and alkyl or aryl heterodienes were selected as small, rigid, nonpeptide molecules able to superimpose to the structure of the cyclopeptide tachykinin NK-2 antagonist 1. The presence of three aromatic groups in the pyranose ring resulted essential for NK-2 affinity, while an increase in activity was shown by the corresponding sulfoxides.
Simple oxidation of 3-O-silylated glycals: Application in deblocking 3-0-protected glycals
Kirschning, Andreas,Hary, Ulrike,Plumeier, Claus,Ries, Monika,Rose, Lars
, p. 519 - 528 (2007/10/03)
A high yielding allylic oxidation of 3-O-siIylated glycals 5-10 with the reagent system PhI(OAc)2-TMSN3 is presented. The iodine(m) species generated under these conditions is a lot more effective for generating carbohydrate-derived 3-trialkylsiloxy-2,3-d
Novel Bicylic Donors for the Synthesis of 2-Deoxy-β-Glycosides
Franck, Richard W.,Marzabadi, Cecilia H.
, p. 2197 - 2208 (2007/10/03)
Novel bicyclic glycosyl donors have been prepared by the cycloaddition reaction of glycals with 3-thiono-2,4-pentanedione 17 followed by methylenation of the resulting ketone. Treatment of the heterocyclic donors with triflic acid in the presence of a variety of alcohol acceptors leads to the formation of β-glycosides in good yields and with excellent stereoselectivities. Desulfurization of the C-2 carbon-sulfur bonds gives the corresponding 2-deoxy-β-glycosides. This method has been extended to the synthesis of glycosidic linkages found in the aureolic acid antibiotics. Tetra-N-butylammonium triflate proved to be a useful additive in these glycosylation reactions, suggesting an important role for triflate anion in stabilizing intermediates which are formed.
Novel Heterocycloaddition Reaction of Glycals
Dios, Angeles,Geer, Aloma,Marzabadi, Cecilia H.,Franck, Richard W.
, p. 6673 - 6679 (2007/10/03)
Diacyl thione species 1 has been generated and reacted in situ with both pyranoid and furanoid glycals to form novel [4 + 2] cycloadducts. Factors such as protecting groups and configuration of substituents in the glycals along with medium effects were varied to discover influences on face selectivity and reactivity. A qualitative correlation of reactivity with the HOMO-LUMO gap between the glycal (HOMO) and the heterodienic species (LUMO) is observed. In one example, the isolation of byproducts suggests that the cycloaddition may in fact be stepwise.
