Planta Med 2006; 72(3): 261-263
DOI: 10.1055/s-2005-873194
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Inhibition of Protein Tyrosine Phosphatase 1B by Ursane-Type Triterpenes Isolated from Symplocos paniculata

MinKyun Na1 , 3 , Seungmi Yang1 , 3 , Long He1 , Hyuncheol Oh1 , 2 , Beom Seok Kim1 , Won Keun Oh1 , Bo Yeon Kim1 , Jong Seog Ahn1
  • 1Korea Research Institute of Bioscience and Biotechnology (KRIBB), Daejeon, Korea
  • 2Present address: MCBI & College of Natural Sciences, Silla University, Busan, Korea
  • 3These authors contributed equally to the work
Further Information

Publication History

Received: May 4, 2005

Accepted: June 27, 2005

Publication Date:
05 December 2005 (online)

Abstract

Inhibition of protein tyrosine phosphatase 1B (PTP1B) has been proposed as a therapy for treatment of type 2 diabetes and obesity. Bioassay-guided fractionation of the MeOH extract of the leaves and stems of Symplocos paniculata (Thunb.) Miq. (Symplocaceae), using an in vitro PTP1B inhibitory assay, resulted in the isolation of three ursane-type triterpenes, ursolic acid (1), corosolic acid (2) and 2α,3α,19α,23-tetrahydroxyurs-12-en-28-oic acid (3). Compounds 1 - 3 inhibited PTP1B with IC50 values of 3.8 ± 0.5, 7.2 ± 0.8 and 42.1 ± 1.5 μM, respectively. Kinetic studies suggest that 1 is a competitive inhibitor with a K i value of 2.0 μM, whereas 2 is a mixed-type inhibitor of PTP1B. Our results indicate that the substitution of hydroxy groups on the ursane-type triterpenes is responsible for the loss of activity, and thus 1 and 2 possessing only one or two hydroxy groups can be potential PTP1B inhibitors.

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Jong Seog Ahn

Korea Research Institute of Bioscience and Biotechnology (KRIBB)

52 Eoun-dong

Yuseong-gu

Daejeon 305-333

Korea

Fax: +82-42-860-4595

Email: jsahn@kribb.re.kr