4.5 Article

A tetramic acid derivative with protein tyrosine phosphatase 1B inhibitory activity and a new nortriterpene glycoside from the Indonesian marine sponge Petrosia sp.

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 27, Issue 4, Pages 999-1002

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2016.12.077

Keywords

Tetramic acid; Melophlin; Sarasinoside; Marine sponge; Petrosia sp.; Protein tyrosine phosphatase 1B

Funding

  1. Kanae Foundation for the Promotion of Medical Science
  2. Basic Science Research Projects from The Sumitomo Foundation

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During the search for protein tyrosine phosphatase 1B (PTP1B) inhibitors from marine organisms, the known tetramic acid derivative, melophlin C (1), was isolated as an active component together with the new nortriterpenoid saponin, sarasinoside S (2), and three homologues: sarasinosides A1 (3), I-1 (4), and J (5), from the Indonesian marine sponge Petrosia sp. The structure of 2 was elucidated on the basis of its spectroscopic data. Compound 1 inhibited PTP1B activity with an IC50 value of 14.6 mu M, while compounds 2-5 were not active at 15.2-16.0 mu M. This is the first study to report the inhibitory effects of a tetramic acid derivative on PTP1B activity. (C) 2017 Elsevier Ltd. All rights reserved.

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