Trimeric hemibastadin congener from the marine sponge Ianthella basta

J Nat Prod. 2013 Jan 25;76(1):121-5. doi: 10.1021/np300764u. Epub 2012 Dec 18.

Abstract

The first naturally occurring trimeric hemibastadin congener, sesquibastadin 1 (1), and the previously reported bastadins 3, 6, 7, 11, and 16 (2-6) were isolated from the marine sponge Ianthella basta, collected in Indonesia. The structure of 1 was elucidated on the basis of 1D and 2D NMR measurements and by HRMS. Among all the isolated compounds, the linear sesquibastadin 1 (1) and bastadin 3 (2) showed the strongest inhibition rates for at least 22 protein kinases (IC(50) = 0.1-6.5 μM), while the macrocyclic bastadins (3-6) demonstrated a strong cytotoxic potential against the murine lymphoma cell line L5178Y (IC(50) = 1.5-5.3 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Drug Screening Assays, Antitumor
  • Halogenated Diphenyl Ethers / chemistry
  • Halogenated Diphenyl Ethers / isolation & purification*
  • Halogenated Diphenyl Ethers / pharmacology
  • Indonesia
  • Marine Biology
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / isolation & purification*
  • Protein Kinase Inhibitors / pharmacology

Substances

  • Halogenated Diphenyl Ethers
  • Protein Kinase Inhibitors
  • bastadin 6
  • sesquibastadin