Pterulinic acid and pterulone, two novel inhibitors of NADH:ubiquinone oxidoreductase (complex I) produced by a Pterula species. II. Physico-chemical properties and structure elucidation.

Authors

Engler, M; Anke, T; Sterner, O

Publication Year 1997
Journal The Journal of Antibiotics
Chapter
Pages 330-333
Volume 50
Issue 4
Issn
Isbn
PMID 9186559.0
PMCID
DOI 10.7164/antibiotics.50.330
URL http://dx.doi.org/10.7164/antibiotics.50.330

The structures of two novel fungal antibiotics, isolated from a Pterula species, that interfere with the NADH:ubiquinone oxidoreductase and inhibit the respiration of eucaryotes, were determined by spectroscopic techniques. Both compounds, pterulinic acid (1a) and pterulone (2), contain a 1-benzoxepin ring system and are chlorinated. Pterulinic acid (1a), which was obtained as a 1:5 inseparable mixture of the two isomers (Z)-1a and (E)-1a, in addition contains a furan. Their structures were determined by mass spectrometry and NMR spectroscopy, and 2D heteronuclear correlation experiments permitted the assignment of all NMR signals.