Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5217574 | Tetrahedron | 2013 | 14 Pages |
Abstract
A full account of stereoselective total synthesis of a novel glycolipid, acremomannolipin A (1), the potent calcium signal modulator isolated from Acremonium strictum, by employing the stereoselective β-mannosylation of 4,6-O-benzylidene-protected mannosyl sulfoxide with d-mannitol as the key reaction is described. The α-anomer (epi-1) of 1 was also synthesized selectively. The calcium modulating activity was reduced upon inversion of the configuration at the anomeric center, indicating that the β-configuration of the mannose moiety is preferable for the activity.
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Authors
Nozomi Tsutsui, Genzoh Tanabe, Genki Gotoh, Ayako Kita, Reiko Sugiura, Osamu Muraoka,