Antineoplastic agents 397: Isolation and structure of sesterstatins 4 and 5 from Hyrtios erecta (The Republic of Maldives)

George Pettit, Rui Tan, Noeleen Melody, Zbigniew Cichacz, Delbert L. Herald, Michael S. Hoard, Robin Pettit, Jean Chapuis

Research output: Contribution to journalArticle

37 Scopus citations

Abstract

The wide ranging marine sponge Hyrtios erecta is the source of the spongistatins, a new class of macrocyclic lactone antineoplastic agents. Continuation of a detailed investigation of cancer cell growth inhibitory (P388 lymphocytic leukemia) fractions (trace) from H. erecta has revealed the presence (10-5 to 10-7% yield) of cytotoxic pentacyclic sesterterpenes. Employing P388 leukemia and human tumor cell line-guided bioassay techniques, two new moderate inhibitors of cancer cells were isolated and named sesterstatins 4 (1a, P388 ED50 4.9 μg/mL) and 5 (1b, DU-145 prostate GI50 1.9 μg/mL). Similar to other sesterterpenes, sesterstatin 5 inhibited growth of a Gram-positive bacterium. High field (500 MHz) 2-D NMR techniques were primarily employed for initial structural assignments, and structural assignments were confirmed by X-ray crystal structure determination of sesterstatin 4 (1a) and 5 (1b).

Original languageEnglish (US)
Pages (from-to)2093-2098
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume8
Issue number16
DOIs
StatePublished - Aug 18 1998

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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