Journal
PHYTOCHEMISTRY LETTERS
Volume 14, Issue -, Pages 148-152Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.phytol.2015.10.006
Keywords
Endophytic fungi; Pinus strobus; Natural products; Antifungal; Microbotryum violaceum
Categories
Funding
- National Research Council of Canada, Industrial Research Assistance Program
- Natural Science and Engineering Research Council
- J.D. Irving, Limited.
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A needle endophyte of Pinus strobus (eastern white pine) was isolated from a tree near Sussex, New Brunswick and screened for the production of antifungal compounds. This was identified as Lopherdermium nitens, a common endophyte of white pine known to produce potent antifungal compounds. Extracts of culture filtrates of L. nitens DAOM 250027 were antifungal to the biotrophic pathogen Microbotryum violaceum and the yeast Saccharomyces cerevisiae. Natural products representing two distinct chemical classes were characterized from the crude extract: phenolic bisabolane- type sesquiterpenoids (1- 6) and macrolides (7-8). (7R)-(-)- methoxysydonol (1) was isolated as a new structure based on interpretation of spectroscopic data (NMR, OR, UV) and HRMS. Notably, this strain produced both (R)-(-)-(3) and (S)-(+)-sydonol (4), a phenomenon reported in some unrelated species. Pyrenophorin (7) significantly reduced the growth of M. violaceum and S. cerevisiae at 5 mM whereas sesquiterpenoids (1-6) were antifungal at 50 mM to both species tested including both (R)-(-)-and (S)-(+)-sydonol. (C) 2015 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
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