Literature DB >> 3184120

N-acylphenylalanines and related compounds. A new class of oral hypoglycemic agents.

H Shinkai1, K Toi, I Kumashiro, Y Seto, M Fukuma, K Dan, S Toyoshima.   

Abstract

N-Benzoyl-DL-phenylalanine (1) was found to possess hypoglycemic activity. A series of the analogues of compound 1 were prepared and evaluated for their blood glucose lowering activity. Both the steric effects of the phenylalanine moiety and the effects of variations in the acyl moiety were investigated. This study elucidated some of the structure-activity relationships and led to the development of N-(4-ethylbenzoyl)-D-phenylalanine (34), which was 50 times more potent than the initial compound 1.

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Year:  1988        PMID: 3184120     DOI: 10.1021/jm00119a007

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  5 in total

Review 1.  Transport of peptide and protein drugs across biological membranes.

Authors:  J C Verhoef; H E Boddé; A G de Boer; J A Bouwstra; H E Junginger; F W Merkus; D D Breimer
Journal:  Eur J Drug Metab Pharmacokinet       Date:  1990 Apr-Jun       Impact factor: 2.441

Review 2.  How were new medicines discovered?

Authors:  David C Swinney; Jason Anthony
Journal:  Nat Rev Drug Discov       Date:  2011-06-24       Impact factor: 84.694

3.  Structural requirements of sulphonylureas and analogues for interaction with sulphonylurea receptor subtypes.

Authors:  M Meyer; F Chudziak; C Schwanstecher; M Schwanstecher; U Panten
Journal:  Br J Pharmacol       Date:  1999-09       Impact factor: 8.739

Review 4.  Conformationally constrained histidines in the design of peptidomimetics: strategies for the χ-space control.

Authors:  Azzurra Stefanucci; Francesco Pinnen; Federica Feliciani; Ivana Cacciatore; Gino Lucente; Adriano Mollica
Journal:  Int J Mol Sci       Date:  2011-05-03       Impact factor: 5.923

5.  Influence of CYP2C9 and CYP2D6 polymorphisms on the pharmacokinetics of nateglinide in genotyped healthy volunteers.

Authors:  Julia Kirchheiner; Ingolf Meineke; Göran Müller; Steffen Bauer; Wolfgang Rohde; Christian Meisel; Ivar Roots; Jürgen Brockmöller
Journal:  Clin Pharmacokinet       Date:  2004       Impact factor: 6.447

  5 in total

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