Volume 21, Issue 48
Natural Products
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ChemInform Abstract: Synthesis of Pyrrolidine Analogues of N-Acetylneuraminic Acid as Potential Sialidase Inhibitors.

L. CZOLLNER

L. CZOLLNER

Org.-Chem. Inst., Univ. Zuerich, CH-8057 Zuerich, Switz.

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J. KUSZMANN

J. KUSZMANN

Org.-Chem. Inst., Univ. Zuerich, CH-8057 Zuerich, Switz.

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A. VASELLA

A. VASELLA

Org.-Chem. Inst., Univ. Zuerich, CH-8057 Zuerich, Switz.

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First published: November 27, 1990

Abstract

The title compounds (+)-(XII), (+)-(XIV) and (+)-(XVI) (yield is not given) inhibit Vibrio cholerae sialidase.

ChemInform Abstract

The title compounds (+)-(XII), (+)-(XIV) and (+)-(XVI) (yield is not given) inhibit Vibrio cholerae sialidase. While (+)-(XII) and (+)-(XIV) are poor inhibitors, (+)-(XVI) is about equipotent with acetylneuramic acid. The synthesis is realized via the key intermediate (-)-(IX), whose structure is established in the form of its derivative (-)-(X) (space group P212121 with Z = 8).

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