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Sesquiterpene Quinones and Related Metabolites from Phyllosticta spinarum, a Fungal Strain Endophytic in Platycladus orientalis of the Sonoran Desert1
 

Summary: Sesquiterpene Quinones and Related Metabolites from Phyllosticta spinarum, a Fungal Strain
Endophytic in Platycladus orientalis of the Sonoran Desert1
E. M. Kithsiri Wijeratne,
Priyani A. Paranagama,,
Marilyn T. Marron,
Malkanthi K. Gunatilaka,
A. Elizabeth Arnold,
and
A. A. Leslie Gunatilaka*,
SW Center for Natural Products Research and Commercialization, Office of Arid Lands Studies, College of Agriculture and Life Sciences,
UniVersity of Arizona, 250 E. Valencia Road, Tucson, Arizona 85706-6800, and DiVision of Plant Pathology and Microbiology, Department of
Plant Sciences, College of Agriculture and Life Sciences, UniVersity of Arizona, Tucson, Arizona 85721-0036
ReceiVed October 25, 2007
Five new metabolites, (+)-(5S,10S)-4-hydroxymethylcyclozonarone (1), 3-ketotauranin (3), 3R-hydroxytauranin (4),
12-hydroxytauranin (5), and phyllospinarone (6), together with tauranin (2), were isolated from Phyllosticta spinarum,
a fungal strain endophytic in Platycladus orientalis. The structures of the new compounds were determined on the basis
of their 1D and 2D NMR spectroscopic data and chemical interconversions. All compounds were evaluated for inhibition
of cell proliferation in a panel of five cancer cell lines, and only tauranin (2) showed activity. When tested in a flow
cytometry-based assay, tauranin induced apoptosis in PC-3M and NIH 3T3 cell lines.
Plant-associated fungal strains are a rich source of structurally

  

Source: Arnold, A. Elizabeth - School of Plant Sciences, University of Arizona

 

Collections: Biology and Medicine