Book ChapterDOI
The chemistry and biochemistry of C-nucleosides and C-arylglycosides.
Hacksell U,Daves Gd +1 more
TLDR
This chapter reviews recent advances in the chemistry and biochemistry of C-nucleosides, the literature concerning C-arylglycoside (i.e., nonnitrogen heterocyclic C- nucleoside) antibiotics, and recent significant advances in The most frequently used strategy for C-methine synthesis involves the construction of a heterocyClic aglycone from the C-1 substituent of a functionalized sugar intermediate.Abstract:
Publisher Summary This chapter reviews recent advances in the chemistry and biochemistry of C-nucleosides, the literature concerning C-arylglycoside (i.e., nonnitrogen heterocyclic C-nucleoside) antibiotics, and recent significant advances in the synthesis of C-nucleosides and C-glycosides. It also discusses biological test data and data that are relevant to structure–activity relationships. Modification of readily available natural C-nucleosides is an attractive route to new C-nucleoside analogs and derivatives, because one starting material often possesses much of the desired functionality and chiral properties. The chapter illustrates this approach with examples. The most frequently used strategy for C-nucleoside synthesis involves the construction of a heterocyclic aglycone from the C-1 substituent of a functionalized sugar intermediate.read more
Citations
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Journal ArticleDOI
Minisci reactions: Versatile CH-functionalizations for medicinal chemists
TL;DR: Some of the major applications of Minisci reactions and related processes to medicinal or biological chemistry are described, and some potential developments within this area are highlighted.
Journal ArticleDOI
Structure, activity, synthesis and biosynthesis of aryl-C-glycosides
TL;DR: The focus of this review is to highlight the structure, bioactivity and biosynthesis of naturally occurring aryl-C-glycosides.
Journal ArticleDOI
Synthesis, structural characterization and biological activity of helicin thiosemicarbazone monohydrate and a copper(II) complex of salicylaldehyde thiosemicarbazone
M. Belicchi Ferrari,Silvia Capacchi,Giorgio Pelosi,G Reffo,Pieralberto Tarasconi,Roberto Albertini,Silvana Pinelli,Paolo Lunghi +7 more
TL;DR: Two new compounds, helicin (i.e. salicylaldehyde-β-d -glycoside) thiosemicarbazone monohydrate, Het·H2O (1), and bis[aqua(salicylalde thiOSEmicarbazonato)copper(II)]sulfate bisdimethylsulfoxide solvate hexahydrate [Cu(Hsalt)(OH2)]2SO4
Journal ArticleDOI
Total Synthesis of Aryl C-Glycoside Natural Products: Strategies and Tactics
TL;DR: The aryl C-glycoside structure is, among the plenty of biologically active natural products, one of the distinct motifs embedded, and the synthetic strategies and tactics employed in the total synthesis of this class of natural products.
References
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Journal ArticleDOI
Cellular differentiation, cytidine analogs and DNA methylation
Peter A. Jones,Shirley M. Taylor +1 more
TL;DR: Results provide experimental evidence for a role for DNA modification in differentiation, and suggest that cytidine analogs containing an altered 5 position perturb previously established methylation patterns to yield new cellular phenotypes.
Journal ArticleDOI
Crystal structure of yeast phenylalanine transfer RNA. I. Crystallographic refinement.
TL;DR: During the refinement, bond lengths and angles within each phosphate group and each rmcleoside were constrained exactly to their appropriate standard values, while those for the linkages between the nucleosides and phosphates were elastically restrained close to their standard values.
Journal ArticleDOI
Crystal structure of yeast phenylalanine transfer RNA. II. Structural features and functional implications.
TL;DR: The structural features of yeast phenylalanine transfer RNA are analyzed and documented in detail, based on atomic co-ordinates obtained from an extensive crystallographic refinement of the crystal structure of the molecule at 2.7 A resolution, finding a considerable irregularity in the helicity of the base-paired stems, a greater flexibility in the anticodon and aminoacyl acceptor arms, and a “coupling” among several conformational angles.
Journal ArticleDOI
Adenosine receptor activation in human fibroblasts: nucleoside agonists and antagonists
TL;DR: The most potent noncompetitive inhibitor, 2′,5′-dideoxyadenosine, was a partial inhibitor, reducing the response to isoproterenol by only 77% even at very high concentrations as mentioned in this paper.