4.7 Article

New Hippolide Derivatives with Protein Tyrosine Phosphatase 1B Inhibitory Activity from the Marine Sponge Hippospongia lachne

Journal

MARINE DRUGS
Volume 12, Issue 7, Pages 4096-4109

Publisher

MDPI
DOI: 10.3390/md12074096

Keywords

marine sponge; Hippospongia lachne; sesterterpenoids; absolute configuration; PTP1B

Funding

  1. National Natural Science Fund for Distinguished Young Scholars of China [81225023]
  2. National Natural Science Fund of China [41106127, 81072573, 81172978, 81302691, 81373321, 81001394, 81202441]
  3. Shanghai Subject Chief Scientist [12XD1400200]
  4. Innovation Program of Shanghai Municipal Education Commission [14YZ037]
  5. National High Technology Research and Development Program of China (863 Projects) [2011AA09070107, 2013AA092902]

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Five new sesterterpenoids, compounds 1-5, have been isolated from the sponge Hippospongia lachne off Yongxing Island in the South China Sea. The structures of compounds 1-5 were elucidated through extensive spectroscopic analysis, including HRMS, 1D, and 2D NMR experiments. The stereochemistry, including absolute configurations of these compounds, was determined by spectroscopic, chemical, and computational methods. Compounds 1 and 5 showed moderate protein tyrosine phosphatase 1B (PTP1B) inhibitory activities with IC50 values of 5.2 mu M and 8.7 mu M, respectively, more potent than previously reported hippolides.

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