Synthesis and biological evaluation of α-1-C-4'-arylbutyl-L-arabinoiminofuranoses, a new class of α-glucosidase inhibitors.

Authors :: Natori Y
Sakuma T
Yoshimura Y
Kinami K
Hirokami Y
Sato K
Adachi I
Kato A
Takahata H
Source :: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2014 Aug 01; Vol. 24 (15), pp. 3298-301. Date of Electronic Publication: 2014 Jun 11.
Publication Year :: 2014
Abstract: A series of α-1-C-4'-arylbutyl-L-arabinoiminofuranoses 3 with functional groups attached to the phenyl ring, which are potential α-glycosidase inhibitors, was designed and synthesized by using a Negishi cross-coupling reaction as the key reaction. Arylbutyl derivatives 3a-e showed potent inhibitory activities against intestinal maltase. Among them, difluorophenylbutyl derivative 3e showed good inhibition activities against intestinal isomaltase and sucrase as compared to those of 1 and commercial drugs.<br /> (Copyright © 2014 Elsevier Ltd. All rights reserved.)

Subjects :: Dose-Response Relationship, Drug
Glycoside Hydrolase Inhibitors chemical synthesis
Glycoside Hydrolase Inhibitors chemistry
Humans
Imino Sugars chemical synthesis
Imino Sugars chemistry
Intestines enzymology
Molecular Structure
Structure-Activity Relationship
Glycoside Hydrolase Inhibitors pharmacology
Imino Sugars pharmacology
alpha-Glucosidases metabolism

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