Synthetic preparation and immunological evaluation of β-mannosylceramide and related N-acyl analogues
Organic & Biomolecular Chemistry(2020)
摘要
The synthesis of the invariant natural killer (iNK) T cell agonist beta-mannosylceramide along with a series of fatty amide analogues is reported. Of the six beta-glycosylation protocols investigated, the sulfoxide methodology developed by Crich and co-workers proved to be the most effective where the reaction of a mannosyl sulfoxide and phytosphingosine derivative gave a key glycolipid intermediate as a 95 : 5 mixture of beta- to alpha-anomers in high yield. A series of mannosyl ceramides were evaluated for their ability to activate D32.D3 NKT cells and induce antitumour activity.
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关键词
immunological evaluation,synthetic preparation,analogues,n-acyl
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