Isolation of labradorins 1 and 2 from Pseudomonas syringae pv. coronafaciens.

Abstract

Investigation of Pseudomonas syringae pv. coronafaciens cancer cell growth inhibitory constituents led to the isolation of 2-isobutyl-5-(3-indolyl)oxazole (1) and 2-n-pentyl-5-(3-indolyl)oxazole (2f), designated labradorins 1 (1) and 2 (2f), related to pimprinine (2a). The structures were deduced by spectroscopic techniques and X-ray crystal structure determinations. Labradorin 1 (1) afforded GI(50) microg/mL values of 9.8 and 6.2 against the human cancer cell lines NCI-H 460 (lung-NSC) and BXPC-3 (pancreas-a).

• Authors: George R Pettit, John C Knight, Delbert L Herald, Richard Davenport, Robin K Pettit, Bruce E Tucker, Jean M Schmidt
• Journal: Journal of natural products (J Nat Prod) Vol. 65 Issue 12 Pg. 1793-7 (Dec 2002) ISSN: 0163-3864 [Print] United States
• PMID: 12502316 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• 2-isobutyl-5-(3-indolyl)oxazole
• 2-n-pentyl-5-(3-indolyl)oxazole
• Oxazoles
• Deoxycholic Acid
• pimprinine

Topics

• Crystallography, X-Ray
• Deoxycholic Acid
• Drug Screening Assays, Antitumor
• Humans
• Lung Neoplasms
• Molecular Conformation
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Oxazoles (chemistry, isolation & purification, pharmacology)
• Pancreatic Neoplasms
• Pseudomonas (chemistry)
• Tumor Cells, Cultured (drug effects)