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Planta Med 1999; 65(8): 747-749
DOI: 10.1055/s-2006-960855
Letters

© Georg Thieme Verlag Stuttgart · New York

Antibacterial Hydroxycinnamic Esters from Piper caninum from Paluma, North Queensland, Australia. The Crystal and Molecular Structure of (+)-Bornyl Coumarate

William N. Setzer1 , Mary C. Setzer2 , Robert B. Bates3 , Pichaya Nakkiew3 , Betsy R. Jackes4 , Liqing Chen5 , Michael B. McFerrin5 , Edward J. Meehan5
  • 1Department of Chemistry, The University of Alabama in Huntsville, Huntsville, Alabama, U.S.A.
  • 2Department of Biological Sciences, The University of Alabama in Huntsville, Huntsville, Alabama, U.S.A
  • 3Department of Chemistry, The University of Arizona, Tucson, Arizona, U.S.A.
  • 4Department of Tropical Plant Science, James Cook University, Townsville, Queensland, Australia
  • 5Laboratory for Structural Biology, The University of Alabama in Huntsville, Huntsville, Alabama, U.S.A.
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Publication History

1999

1999

Publication Date:
04 January 2007 (online)

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Abstract

The crude chloroform bark extract of Piper caninum (Piperaceae) exhibits antibacterial activity against the Gram-positive bacteria, Bacillus cereus, Staphylococcus aureus, and Streptococcus pneumoniae. The antibacterial agents in this extract have been isolated using bioactivity-directed chromatographic techniques and identified by NMR spectroscopy as (+)-bornyl p-coumarate and bornyl caffeate. A single-crystal X-ray structure has been carried out on (+)-bornyl p-coumarate. The compound crystallizes in the orthorhombic space group P212121 (#19) with a = 12.659(4), b = 13.281(4), and c = 10.177(3) Å. Fullmatrix least-squares refinement converged at R = 0.047, and Rw = 0.058.