Novel terpenoids of the fungus Aspergillus insuetus isolated from the Mediterranean sponge Psammocinia sp. collected along the coast of Israel

  • Bioorg Med Chem. 2011 Nov 15;19(22):6587-93. doi: 10.1016/j.bmc.2011.05.045.
Elazar Cohen  1 ,  Liat Koch ,  Kathy Myint Thu ,  Yocheved Rahamim ,  Yaniv Aluma ,  Micha Ilan ,  Oded Yarden ,  Shmuel Carmeli
Affiliations
  • 1. Raymond and Beverly Sackler School of Chemistry and Faculty of Exact Sciences, Tel Aviv University, Ramat Aviv Tel Aviv 69978, Israel.
PMID: 21676619 DOI: 10.1016/j.bmc.2011.05.045
Abstract

Three novel meroterpenoids, insuetolides A-C (1-3) and four drimane Sesquiterpenes, the new (E)-6-(4'-hydroxy-2'-butenoyl)-strobilactone A (4) and the known 2α, 9α, 11-trihydroxy-6-oxodrim-7-ene (5), strobilactone A (6) and (E,E)-6-(6',7'-dihydroxy-2',4'-octadienoyl)-strobilactone A (7), were isolated from the EtOAc extract of the culture medium of the marine-derived fungus Aspergillus insuetus (OY-207), which was isolated from the Mediterranean Sponge Psammocinia sp. The structures of the compounds were determined by spectroscopic methods. Insuetolides A-C reveal a new carbon skeleton derived from the cyclization of farnesyl and 3, 5-dimethylorsellinic acid. Compounds 1, 6, and 7 exhibited anti-fungal activity towards Neurospora crassa with MIC values of 140, 242, and 162 μM, respectively; and compounds 3, 4, and 7 exhibited mild cytotoxicity towards MOLT-4 human leukemia cells.

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