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 journalArticle

47 Citations (Scopus)

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

Fingerprint

Papua New Guinea
Cyanobacteria
Neuroblastoma
High Pressure Liquid Chromatography
Nuclear magnetic resonance
Derivatives
Cell Line
Lung
Spectroscopic analysis
Cytotoxicity
Tumors
Neoplasms
Experiments
Cells
Degradation

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Isolation and structure of five lyngbyabellin derivatives from a Papua New Guinea collection of the marine cyanobacterium Lyngbya majuscula. / Han, Bingnan; McPhail, Kerry L.; Gross, Harald; Goeger, Douglas E.; Mooberry, Susan L; Gerwick, William H.

In: Tetrahedron, Vol. 61, No. 49, 05.12.2005, p. 11723-11729.

Research output: Contribution to journalArticle

Han, Bingnan ; McPhail, Kerry L. ; Gross, Harald ; Goeger, Douglas E. ; Mooberry, Susan L ; Gerwick, William H. / Isolation and structure of five lyngbyabellin derivatives from a Papua New Guinea collection of the marine cyanobacterium Lyngbya majuscula. In: Tetrahedron. 2005 ; Vol. 61, No. 49. pp. 11723-11729.
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