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Potent GH20 N-Acetyl-?-d-hexosaminidase Inhibitors: N-Substituted 3-acetamido-4-amino-5-hydroxymethyl-cyclopentanediols.

ABSTRACT: From 1,2;3,4-di-O-isopropylidene-d-galactopyranose, a preliminary series of highly functionalized amino(hydroxymethyl)cyclopentanes was easily available. These amine-containing basic carbasugars featuring the d-galacto configuration are potent inhibitors of the GH20 ?-d-hexosaminidases probed and may bear potential as regulators of N-acetyl-d-hexosaminidase activities in vivo.

SUBMITTER: Weber P

PROVIDER: S-EPMC6017319 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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Potent GH20 N-Acetyl-β-d-hexosaminidase Inhibitors: N-Substituted 3-acetamido-4-amino-5-hydroxymethyl-cyclopentanediols.

Weber Patrick P Nasseri Seyed A SA Pabst Bettina M BM Torvisco Ana A Müller Philipp P Paschke Eduard E Tschernutter Marion M Windischhofer Werner W Withers Stephen G SG Wrodnigg Tanja M TM Stütz Arnold E AE

Molecules (Basel, Switzerland) 20180320 3

From 1,2;3,4-di-O-isopropylidene-d-galactopyranose, a preliminary series of highly functionalized amino(hydroxymethyl)cyclopentanes was easily available. These amine-containing basic carbasugars featuring the d-galacto configuration are potent inhibitors of the GH20 β-d-hexosaminidases probed and may bear potential as regulators of N-acetyl-d-hexosaminidase activities in vivo. ...[more]

PMID: 29558439

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Development of Unsymmetrical Dyads As Potent Noncarbohydrate-Based Inhibitors against Human ?-N-Acetyl-d-hexosaminidase.

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