Neopetrosiamides, peptides from the marine sponge Neopetrosia sp. that inhibit amoeboid invasion by human tumor cells

David E Williams; Pamela Austin; Ana R Diaz-Marrero; Rob Van Soest; Teatulohi Matainaho; Calvin D Roskelley; Michel Roberge; Raymond J Andersen

doi:10.1021/ol051524c

Neopetrosiamides, peptides from the marine sponge Neopetrosia sp. that inhibit amoeboid invasion by human tumor cells

Org Lett. 2005 Sep 15;7(19):4173-6. doi: 10.1021/ol051524c.

Authors

David E Williams¹, Pamela Austin, Ana R Diaz-Marrero, Rob Van Soest, Teatulohi Matainaho, Calvin D Roskelley, Michel Roberge, Raymond J Andersen

Affiliation

¹ Department of Chemistry, Earth & Ocean Sciences, University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1.

PMID: 16146380
DOI: 10.1021/ol051524c

Abstract

[structure: see text] Neopetrosiamdes A (1) and B (2), two diastereomeric tricyclic peptides that inhibit amoeboid invasion of human tumor cells, have been isolated from the marine sponge Neopetrosia sp. collected in Papua New Guinea. The structures of the neopetrosiamides were elucidated by analysis of MS and NMR data and confirmed by chemical degradation.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cell Line, Tumor
Humans
Magnetic Resonance Spectroscopy
Methionine / analogs & derivatives
Methionine / chemistry
Molecular Structure
Neoplasm Invasiveness / prevention & control
Peptides / chemistry*
Peptides / isolation & purification
Peptides / pharmacology*
Peptides, Cyclic / chemistry*
Peptides, Cyclic / isolation & purification
Peptides, Cyclic / pharmacology*
Porifera / chemistry*
Safrole / analogs & derivatives
Safrole / chemistry
Stereoisomerism

Substances

Peptides
Peptides, Cyclic
neopetrosiamide A
neopetrosiamide B
Methionine
Safrole
sulfoxide
methionine sulfoxide