60562-98-3Relevant academic research and scientific papers
Synthesis and biological evaluation of some novel 4′-thio-L-ribonucleosides with modified nucleobase moieties
Pejanovic, Vjera,Stokic, Zdenka,Stojanovic, Biljana,Piperski, Vesna,Popsavin, Mirjana,Popsavin, Velimir
, p. 1849 - 1852 (2003)
1,2,3,5-Tetra-O-acetyl-4-thio-β-L-ribofuranose (13) was synthesized by an improved five-step sequence starting from methyl α-D-lyxopyranoside. Compound 13 was then converted to the corresponding L-4′-thionucleosides 4-6 and 19 by a modified Vorbrueggen procedure. All of these nucleoside analogues were tested for their antitumour activity in vitro.
Bio-inspired synthesis of rare and unnatural carbohydrates and cyclitols through strain driven epimerization
Mohanrao, Raja,Asokan, Aromal,Sureshan, Kana M.
supporting information, p. 6707 - 6710 (2014/06/23)
We report a bio-inspired, strain driven epimerization of trans-ketals to cis-ketals through an enolate intermediate. Swern oxidation of a hydroxyl group adjacent to a trans-ketal effects both oxidation and its epimerization to cis-ketal. This novel and general strategy allows inversion of up to three contiguous stereocenters and has been illustrated by the synthesis of several unnatural/rare isomers of carbohydrates/cyclitols from their naturally abundant isomers. This journal is the Partner Organisations 2014.
Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside
Hanaya, Tadashi,Koga, Yuko,Kawamoto, Heizan,Yamamoto, Hiroshi
experimental part, p. 581 - 591 (2009/09/08)
Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-rib
Synthesis of fusion-isomeric imidazopyridines and their evaluation as inhibitors of syn- and anti-protonating glycosidases
Mohal, Narinder,Vasella, Andrea
, p. 100 - 119 (2007/10/03)
The galacto- and gluco-configured imidazopyridines 4 and 5 were synthesised as potential inhibitors of syn-protonating β-glycosidases. Methyl α-D-lyxopyranoside (9) was transformed into the 3,4-anhydro-β-L- riboside 16, which, upon treatment with Et2
Monocyclic L-Nucleosides, analogs and uses thereof
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, (2008/06/13)
Novel monocyclic L-Nucleoside compounds have the general formula STR1 Embodiments of these compounds are contemplated to be useful in treating a wide variety of diseases including infections, infestations, neoplasms, and autoimmune diseases. Viewed in terms of mechanism, embodiments of the novel compounds show immunomodulatory activity, and are expected to be useful in modulating the cytokine pattern, including modulation of Th1 and Th2 response.
Synthesis and structural studies of monocyclic 4'-aza-L-nucleosides
Varaprasad, Chamakura V.,Averett, Devron,Ramasamy, Kanda S.,Wu, Jiejun
, p. 13345 - 13368 (2007/10/03)
Monocyclic 4'-Aza-L-Nucleosides in which the sugar ring oxygen is replaced with a nitrogen atom are synthesized from D-lyxose. The configurational assignments of the structures of newly derived compounds were established by 1D and 2D 1H NMR experiments.
Ylidenebutenolide Mycotoxins. Concise Syntheses of Patulin and Neopatulin from Carbohydrate Precursors
Bennett, Mandy,Gill, G. Byron,Pattenden, Gerald,Shuker, Anthony J.,Stapleton, Alan
, p. 929 - 937 (2007/10/02)
Conversion of arabinose 10 to the protected ketone 13 followed by Wittig condensation to 14, acidcatalysed cyclisation (to lactone 16), dehydration and deprotection provides a brief synthesis of the mycotoxic substance patulin 1, which is produced by Penicillium and Aspergillus spp.In a similar manner, the biogenetic precursor to patulin, neopatulin 8, is synthesized from lyxose 25 via the key intermediates 24, 28 and 30.
