Synthesis of adenophostin A

@article{Marwood2000SynthesisOA,
  title={Synthesis of adenophostin A},
  author={R. D. Marwood and V. Corr{\^e}a and C. Taylor and B. Potter},
  journal={Tetrahedron-asymmetry},
  year={2000},
  volume={11},
  pages={397-403}
}
  • R. D. Marwood, V. Corrêa, +1 author B. Potter
  • Published 2000
  • Chemistry
  • Tetrahedron-asymmetry
    • Abstract The natural product and potent agonist of the d - myo -inositol 1,4,5-trisphosphate receptor, adenophostin A, was synthesised from adenosine and d -glucose using efficient methodology. The synthetic material was equipotent with naturally occurring adenophostin A in evoking Ca 2+ release from the intracellular stores of permeabilised cells. 
    View via Publisher
    22 Citations
    Highly Influential Citations
    1
    Background Citations
    3
    Methods Citations
    3
    Results Citations
    1
    22 Citations
    Citation Type

    Citation Type

    Design and synthesis of indole derivatives of adenophostin A. A entry into subtype-selective IP3 receptor ligands
    • 6
    A type 2 Ferrier rearrangement-based synthesis of D-myo-inositol 1,4,5-trisphosphate
    • 7
    Synthesis and biological activity of mimics of D-myo-inositol 1,4,5-trisphosphate and adenophostin A
    • Highly Influenced
    • PDF
    Synthesis of adenophostin A and congeners modified at glucose
    • 15
    Xylopyranoside-based agonists of D-myo-inositol 1,4,5-trisphosphate receptors: synthesis and effect of stereochemistry on biological activity.
    • 14
    Structural determinants of adenophostin A activity at inositol trisphosphate receptors.
    • 45
    • PDF
    New Sugar‐Based Permeant Analogs of D‐Myo‐Inositol 1,4,5‐Trisphosphate Mimicking the Effect of Vasopressin: Synthesis and Biologic Evaluation
    • 3
    Adenophostins: High-Affinity Agonists of IP(3) Receptors.
    • 19
    Adenophostin A and analogues modified at the adenine moiety: synthesis, conformational analysis and biological activity.
    • 23
    Determinants of adenophostin A binding to inositol trisphosphate receptors.
    • 21
    • PDF

    References

    SHOWING 1-10 OF 20 REFERENCES
    Adenophostins A and B: potent agonists of inositol-1,4,5-trisphosphate receptor produced by Penicillium brevicompactum. Taxonomy, fermentation, isolation, physico-chemical and biological properties.
    • 74
    A disaccharide polyphosphate mimic of 1D-myo-inositol 1,4,5-trisphosphate
    • 11
    Synthesis and biological activities of inositol 1,4,5-trisphosphate mimics related to xylopyranosides
    • 28
    SYNTHESIS OF ADENOPHOSTIN ANALOGUES LACKING THE ADENINE MOIETY AS NOVEL POTENT IP3 RECEPTOR LIGANDS : SOME STRUCTURAL REQUIREMENTS FOR THE SIGNIFICANT ACTIVITY OF ADENOPHOSTIN A
    • 37
    Disaccharide polyphosphates based upon adenophostin A activate hepatic D-myo-inositol 1,4,5-trisphosphate receptors.
    • 43
    An expeditious route to the synthesis of adenophostin A
    • 25
    A Ca(2+)-mobilising carbohydrate-based polyphosphate: synthesis of 2-hydroxyethyl alpha-D-glucopyranoside 2',3,4-trisphosphate.
    • 28
    Structure of the high affinity complex of inositol trisphosphate with a phospholipase C pleckstrin homology domain
    • 570
    Inositol trisphosphate and calcium signalling
    • 6,167
    Facile Synthesis of Oligodeoxyribonucleotides via the Phosphoramidite Method without Nucleoside Base Protection
    • 53