Non-competitive and selective dipeptidyl peptidase IV inhibitors with phenethylphenylphthalimide skeleton derived from thalidomide-related α-glucosidase inhibitors and liver X receptor antagonists

Kazunori Motoshima; Kazuyuki Sugita; Yuichi Hashimoto; Minoru Ishikawa

doi:10.1016/j.bmcl.2011.03.026

Non-competitive and selective dipeptidyl peptidase IV inhibitors with phenethylphenylphthalimide skeleton derived from thalidomide-related α-glucosidase inhibitors and liver X receptor antagonists

Kazunori Motoshima, Kazuyuki Sugita, Yuichi Hashimoto, Minoru Ishikawa

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

Novel dipeptidyl peptidase IV (DPP-IV) inhibitors with a phenethylphenylphthalimide skeleton were prepared based on α-glucosidase inhibitors and liver X receptor (LXR) antagonists derived from thalidomide. Representative compounds showed non-competitive inhibition of DPP-IV and 28a exhibited 10-fold selectivity for DPP-IV over DPP-8. Compound 28a is the first non-competitive, selective DPP-IV inhibitor.

Original language	English
Pages (from-to)	3041-3045
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	10
DOIs	https://doi.org/10.1016/j.bmcl.2011.03.026
Publication status	Published - 2011 May 15
Externally published	Yes

Keywords

Dipeptidyl peptidase IV
Enzyme inhibitor
Non-competitive inhibition
Phthalimide
Subtype selectivity

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Non-competitive and selective dipeptidyl peptidase IV inhibitors with phenethylphenylphthalimide skeleton derived from thalidomide-related α-glucosidase inhibitors and liver X receptor antagonists. / Motoshima, Kazunori; Sugita, Kazuyuki; Hashimoto, Yuichi; Ishikawa, Minoru.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 21, No. 10, 15.05.2011, p. 3041-3045.

Research output: Contribution to journal › Article › peer-review

Motoshima, K, Sugita, K, Hashimoto, Y & Ishikawa, M 2011, 'Non-competitive and selective dipeptidyl peptidase IV inhibitors with phenethylphenylphthalimide skeleton derived from thalidomide-related α-glucosidase inhibitors and liver X receptor antagonists', Bioorganic and Medicinal Chemistry Letters, vol. 21, no. 10, pp. 3041-3045. https://doi.org/10.1016/j.bmcl.2011.03.026

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