Isolation and structure of five lyngbyabellin derivatives from a Papua New Guinea collection of the marine cyanobacterium Lyngbya majuscula

Bingnan Han, Kerry L. McPhail, Harald Gross, Douglas E. Goeger, Susan L. Mooberry, William H. Gerwick

Research output: Contribution to journalArticlepeer-review

56 Scopus citations

Abstract

Five new lyngbyabellin analogs along with a known compound, dolabellin, have been isolated from the marine cyanobacterium Lyngbya majuscula collected from Papua New Guinea. The structures of lyngbyabellins E-I were elucidated through extensive spectroscopic analysis, including HR-FABMS and 1D and 2D NMR experiments. The absolute configurations of lyngbyabellin E and H were ascertained by chiral HPLC and GC/MS analysis of degradation products, in combination with NMR experiments. All five lyngbyabellins showed cytotoxicity to NCI-H460 human lung tumor and neuro-2a mouse neuroblastoma cell lines with LC50 values between 0.2 and 4.8 μM.

Original languageEnglish (US)
Pages (from-to)11723-11729
Number of pages7
JournalTetrahedron
Volume61
Issue number49
DOIs
StatePublished - Dec 5 2005
Externally publishedYes

Keywords

  • Actin-disruption
  • Cytotoxin
  • Dolabellin
  • Lipopeptide
  • Lyngbya majuscula
  • Lyngbyabellin

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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