69927-20-4Relevant academic research and scientific papers
Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
Krumb, Matthias,J?ger, Maximilian,Voss, Alice,Immig, Loreen,Peters, Karin,Kowalczyk, Danuta,Bufe, Albrecht,Opatz, Till,Holst, Otto,Vogel, Christian,Peters, Marcus
supporting information, p. 928 - 933 (2020/10/29)
Arabinogalactan, a microheterogeneous polysaccharide occurring in plants, is known for its allergy-protective activity, which could potentially be used for preventive allergy treatment. New treatment options are highly desirable, especially in a preventive manner, due to the constant rise of atopic diseases worldwide. The structural origin of the allergy-protective activity of arabinogalactan is, however, still unclear and isolation of the polysaccharide is not feasible for pharmaceutical applications due to a variation of the activity of the natural product and contaminations with endotoxins. Therefore, a pentasaccharide partial structure was selected for total synthesis and subsequently coupled to a carrier protein to form a neoglycoconjugate. The allergy-protective activity of arabinogalactan could be reproduced with the partial structure in subsequent in vivo experiments. This is the first example of a successful simplification of arabinogalactan with a single partial structure while retaining its allergy-preventive potential.
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
supporting information; experimental part, 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.
STRUCTURE OF ZEBRININ, A NOVEL ACYLATED ANTHOCYANIN ISOLATED FROM ZEBRINA PENDULA
Idaka, Eiichi,Ohashi, Yoshiharu,Ogawa, Toshihiko,Kondo, Tadao,Goto, Toshio
, p. 1901 - 1904 (2007/10/02)
Structure of zebrinin isolated from Zebrina pendula was determined to be 3-O-(6-O(2,5-di-O-caffeyl-α-L-arabinofuranosyl)-β-D-glucopyranosyl)-7,3'-di-O-(6-O-caffeyl-β-D-glucopyranosyl)cyanidin.
