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Synthesis of 12-O-Mono- and Diglycosyl-oxystearates, a New Class of Agonists for the C-type Lectin Receptor Mincle.

ABSTRACT: Fifteen glycosyl-oxystearates were synthesized by Crich's 4,6-benzylidene and Köening-Knorr strategies. Assessment of structure-activity relationships using macrophage-inducible C-type lectin (Mincle) receptor cells expressing nuclear factor of activated T cells (NFAT)-green fluorescent protein (GFP) revealed that four dimannopyranosyl-oxystearate analogues were Mincle agonists and that 12-O-(2-O-?-d-mannopyranosyl)-?-d-mannopyranosyl-oxystearate was as an activator of both mouse and human Mincle.

SUBMITTER: Van Huy L

PROVIDER: S-EPMC6331170 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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Synthesis of 12-O-Mono- and Diglycosyl-oxystearates, a New Class of Agonists for the C-type Lectin Receptor Mincle.

Van Huy Le L Tanaka Chiaki C Imai Takashi T Yamasaki Sho S Miyamoto Tomofumi T

ACS medicinal chemistry letters 20181213 1

Fifteen glycosyl-oxystearates were synthesized by Crich's 4,6-benzylidene and Köening-Knorr strategies. Assessment of structure-activity relationships using macrophage-inducible C-type lectin (Mincle) receptor cells expressing nuclear factor of activated T cells (NFAT)-green fluorescent protein (GFP) revealed that four dimannopyranosyl-oxystearate analogues were Mincle agonists and that 12-O-(2-O-α-d-mannopyranosyl)-α-d-mannopyranosyl-oxystearate was as an activator of both mouse a ...[more]

PMID: 30655945

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