Synthesis of all possible regioisomers of scyllo-inositol phosphate.
نویسندگان
چکیده
scyllo-Inositol is the all equatorial stereoisomer of myo-inositol. All possible 12 regioisomers of scyllo-inositol phosphate were synthesized for the first time via a scyllo-inositol benzoate intermediate, which was derived from a myo-inositol derivative. The stereoinversion of myo-inositol into scyllo-inositol was accomplished by Mitsunobu reaction of the vicinal cis-diol. The requisite intermediates, scyllo-inositol benzoates were obtained by benzoyl migration or random benzoylation, and phosphorylated to give scyllo-IPn.
منابع مشابه
A cell factory of Bacillus subtilis engineered for the simple bioconversion of myo-inositol to scyllo-inositol, a potential therapeutic agent for Alzheimer's disease
BACKGROUND A stereoisomer of inositol, scyllo-inositol, is known as a promising therapeutic agent for Alzheimer's disease, since it prevents the accumulation of beta-amyloid deposits, a hallmark of the disease. However, this compound is relatively rare in nature, whereas another stereoisomer of inositol, myo-inositol, is abundantly available. RESULTS Bacillus subtilis possesses a unique inosi...
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Streptomycin, the antibiotic produced by Streptomyces griseus, contains as a part of its structure a diguanidine derivative of scyllo-inositol called streptidine. Two major precursors of the streptidine portion of the molecule have now been defined, n-arginine and n-glucose (1, 2). Arginine plays a role in the formation of the guanidine side chains, whereas glucose is involved in the synthesis ...
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ورودعنوان ژورنال:
- Bioorganic & medicinal chemistry
دوره 7 11 شماره
صفحات -
تاریخ انتشار 1999