Microsporins A and B: new histone deacetylase inhibitors from the marine-derived fungus Microsporum cf. gypseum and the solid-phase synthesis of microsporin A

Wenxin Gu, Mercedes Cueto, Paul R. Jensen, William Fenical*, Richard B. Silverman

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

57 Scopus citations

Abstract

Two new cyclic peptides, microsporins A and B (7 and 8), were isolated from culture extracts of the marine-derived fungus Microsporum cf. gypseum obtained from a sample of the bryozoan Bugula sp. collected in the U.S. Virgin Islands. The structures of the new compounds were determined by extensive interpretation of 2D NMR data and by chemical methods. Microsporins A and B are potent inhibitors of histone deacetylase and demonstrate cytotoxic activity against human colon adenocarcinoma (HCT-116), as well as against the National Cancer Institute 60 cancer cell panel. The total synthesis of microsporin A on solid-phase is also reported.

Original languageEnglish (US)
Pages (from-to)6535-6541
Number of pages7
JournalTetrahedron
Volume63
Issue number28
DOIs
StatePublished - Jul 9 2007

Keywords

  • Aoda
  • Cyclic tetrapeptide
  • Cytotoxins
  • Histone deacetylase
  • Marine fungus
  • Microsporum gypseum
  • Solid-phase synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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