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Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp.

Pierre-Eric CamposGaëtan HerbetteChristophe ChendoPatricia ClercFlorent TintillierNicole Joy de VoogdEleni-Dimitra PapanagnouIoannis P TrougakosMoran JerabekJérôme BignonGéraldine Le GoffJamal OuazzaniAnne Gauvin-Bialecki
Published in: Marine drugs (2020)
Chemical study of the CH2Cl2-MeOH (1:1) extract from the sponge Haliclona sp. collected in Mayotte highlighted three new long-chain highly oxygenated polyacetylenes, osirisynes G-I (1-3) together with the known osirisynes A (4), B (5), and E (6). Their structures were elucidated by 1D and 2D NMR spectra and HRESIMS and MS/MS data. All compounds were evaluated on catalase and sirtuin 1 activation and on CDK7, proteasome, Fyn kinase, tyrosinase, and elastase inhibition. Five compounds (1; 3-6) inhibited proteasome kinase and two compounds (5-6) inhibited CDK7 and Fyn kinase. Osirisyne B (5) was the most active compound with IC50 on FYNB kinase, CDK7 kinase, and proteasome inhibition of 18.44 µM, 9.13 µM, and 0.26 µM, respectively.
Keyphrases
  • protein kinase
  • tyrosine kinase
  • cell cycle
  • ms ms
  • high resolution
  • magnetic resonance
  • cell proliferation
  • big data
  • artificial intelligence
  • deep learning
  • solid state
  • tandem mass spectrometry