PMID: 9186559Apr 1, 1997Paper

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

The Journal of Antibiotics
M EnglerOlov Sterner

Abstract

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.

Citations

Dec 20, 2003·Organic & Biomolecular Chemistry·Philippe LemaireJean-Pierre Vors
Aug 17, 2017·Organic & Biomolecular Chemistry·Xiao MaTao Ye
Jan 17, 2009·The Journal of Antibiotics·In-Kyoung LeeBong-Sik Yun
Jun 4, 2015·Natural Product Reports·Peter Spiteller
Mar 15, 2016·Organic & Biomolecular Chemistry·N S V M Rao ManginaGalla V Karunakar
Aug 16, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mohsine DriowyaRachid Benhida
Jul 8, 2008·Chemistry : a European Journal·Peter Spiteller
Sep 19, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Annalisa MarucaFrancesco Ortuso
Dec 17, 2009·The Journal of Organic Chemistry·Marjorie BruderChristopher J Moody
Mar 25, 2010·Journal of Natural Products·Jittra KornsakulkarnTienthong Thongpanchang
Dec 18, 2018·The Journal of Organic Chemistry·Aiga GrandaneThomas Werner
Apr 8, 2015·The Journal of Organic Chemistry·Ewen D D CalderAndrew Sutherland

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