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      Chemical constituents from Sambucus adnata and their protein-tyrosine phosphatase 1B inhibitory activities.

      Chemical & pharmaceutical bulletin
      Enzyme Activation, drug effects, Enzyme Inhibitors, chemistry, isolation & purification, pharmacology, Kinetics, Magnetic Resonance Spectroscopy, Molecular Conformation, Protein Tyrosine Phosphatase, Non-Receptor Type 1, antagonists & inhibitors, metabolism, Sambucus, Triterpenes

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          Abstract

          The MeOH extract from the whole plants of Sambucus adnata has shown significant protein-tyrosine phosphatase 1B (PTP1B) inhibitory activity. Chemical study on the extract resulted in the isolation of thirteen compounds, including a novel triterpene (1). The structure of 1 was determined to be 1α,3β-dihydroxy-urs-12-en-11-one-3-yl palmitate on the basis of extensive spectroscopic analyses. Among the isolated compounds, ursolic acid, oleanolic acid and (±)-boehmenan showed the most potent PTP1B inhibitory activity in vitro with the IC(50) values of 4.1, 14.4 and 43.5 µm, respectively. The kinetic analysis indicated that (±)-boehmenan inhibits PTP1B activity in a competitive manner.

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