120964-98-9Relevant academic research and scientific papers
Preparation of the tri-arabino di-mycolate fragment of mycobacterial arabinogalactan from defined synthetic mycolic acids
Mohammed, Mohsin O.,Al Dulayymi, Juma'a R.,Baird, Mark S.
supporting information, p. 36 - 42 (2016/11/25)
An efficient synthetic approach to tri-arabino di-mycolates, using structurally defined synthetic α-, keto and methoxy mycolic acids is described.
Automated solid phase synthesis of oligoarabinofuranosides
Kandasamy, Jeyakumar,Hurevich, Mattan,Seeberger, Peter H.
supporting information, p. 4453 - 4455 (2013/06/26)
Automated solid phase synthesis enables rapid access to the linear and branched arabinofuranoside oligosaccharides. A simple purification step is sufficient to provide the conjugation ready oligosaccharides in good yield.
Facile synthesis of β- And α-arabinofuranosides and application to cell wall motifs of M. tuberculosis
Thadke, Shivaji A.,Mishra, Bijoyananda,Hotha, Srinivas
supporting information, p. 2466 - 2469 (2013/06/27)
Propargyl 1,2-orthoesters of arabinose are exploited for the synthesis of 1,2-trans furanosides; easily accessible 1,2-trans ribofuranosides are converted to challenging 1,2-cis-arabinofuranosides by oxidoreduction. Utility of these protocols was demonstrated by the successful synthesis of major structural motifs present in the cell surface of Mycobacterium tuberculosis. Key furanosylations were carried out under gold-catalyzed glycosidation conditions.
Ready preparation of furanosyl n-pentenyl orthoesters from corresponding methyl furanosides
Ramamurty, Changalvala V. S.,Ganney, Parimala,Rao, C. Srinivas,Fraser-Reid, Bert
, p. 2245 - 2247 (2011/05/17)
The 3,5-di-O-benzoyl n-pentenyl orthoesters of the four pentofuranoses have been prepared. The first key intermediate in each case is the methyl pentofuranoside(s), and a user-friendly procedure for the preparation of each, based on the Callam-Lowary precedent, is described, whereby formation of the crucial α/β anomeric mixture is optimized. The mixture is used directly to prepare the corresponding perbenzoylated pentofuranosyl bromide(s) and then the title compounds.
A one-pot synthesis of 1-α- and 1-β-d-arabinofuranosyl-2- nitroimidazoles: Synthons to the markers of tumor hypoxia
Naimi, Ebrahim,Kumar, Piyush,McEwan, Alexander J. B.,Wiebe, Leonard I.
, p. 173 - 178 (2007/10/03)
1-α- and 1-β-D-Arabinofuranosyl-2-nitroimidazole (α-AZA and β-AZ A) are synthons for a number of potential markers of tissue hypoxia. A one pot synthesis in which 2-nitroimidazole is coupled with a mixture of α-and β-1-O-acetyl-2,3,5-tri-O-benzoyl-D-arabi
Synthesis and antiviral properties of arabino and ribonucleosides of 1,3-dideazaadenine, 4-nitro-1,3-dideazapurine and diketopiperazine
Sinha, Sarika,Srivastava, Richa,De Clercq, Erik,Singh, Ramendra K.
, p. 1815 - 1824 (2007/10/03)
Different arabinosides and ribosides, viz. Ara-DDA or 9(1-β-D- arabinofuranosyl) 1,3-dideazaadenine (6), Ara-NDDP or 9(1-β-D- arabinofuranosyl) 4-nitro-1,3-dideazapurine (7), Ara-DKP or 1(1-β-D- arabinofuranosyl) diketopiperazine (8), Ribo-DDA or 9(1-β-D-
The synthesis and radiolabeling of novel markers of tissue hypoxia of the iodinated azomycin nucleoside class
Schneider,Engelhardt,Stobbe,Fenning,Chapman
, p. 541 - 557 (2007/10/03)
Seven second-generation hypoxic markers of the iodinated azomycin nucleoside class have been synthesized and tested for hypoxia marking activity with tumor cells in vitro and in vivo. β-D-lodoazomycin galactoside (IAZG) and β-D-lodoazomycin xylopyranoside (IAZXP) demonstrated superior hypoxia marking properties relative to IAZA because of their higher water solubilities, rapid plasma clearance rates from tumor-bearing mice and maximum tumor/blood (T/B) and tumor/muscle (T/M) ratios. Our studies with animal tumor models show that T/B or T/M ratios of these markers determined by scintigraphy or planar imaging can predict for the relative degree of tumor hypoxia and for tumor radioresistance.
DIRECT PREPARATION OF 1,2:3,5-DI-O-CYCLOHEXYLIDENE-α-D-XYLOFURANOSE FROM CORNCOBS AND ITS CONVERSION TO 1-O-ACETYL2,3,5-TRI-O-BENZOYL-D-RIBOFURANOSE
Popsavin, Mirjana,Popsavin, Velimir,Vukijevic, Nada,Miljkovic, Dusan
, p. 1884 - 1888 (2007/10/02)
A novel synthesis of 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (I) has been described starting from 1,2:3,5-di-O-cyclohexylidene-α-D-xylofuranose (II), obtained directly from the crude xylose syrup originated from corncobs.Partial acid hydrolysis of II gave 1,2-O-cyclohexylidene-α-D-xylofuranose (III).Selective benzoylation of primary C-5 hydroxyl group of III followed by tosylation of C-3 hydroxyl group afforded IV in an overall yield of 67percent.Mild acid methanolysis of IV gave the corresponding methyl xylofuranosides V which further benzoylated to afford 2,5-di-O-benzoyl derivatives VI in 65percent yield.Solovolysis of VI in 95percent DMF gave a mixture of 2,5- and 3,5-di-O-benzoylribofuranosides VII, which were subsequently converted into the corresponding tribenzoates VIII.An acetolysis of VIII afforded I in an overall yield of 96percent related to VI.
