Literature DB >> 17323645

Verticipyrone, a new NADH-fumarate reductase inhibitor, produced by Verticillium sp. FKI-1083.

Hideaki Ui1, Kazuro Shiomi, Hideaki Suzuki, Hiroko Hatano, Hiromi Morimoto, Yuichi Yamaguchi, Rokuro Masuma, Toshiaki Sunazuka, Hiroyuki Shimamura, Kimitoshi Sakamoto, Kiyoshi Kita, Hideto Miyoshi, Hiroshi Tomoda, Satoshi Omura.   

Abstract

A new NADH-fumarate reductase inhibitor, verticipyrone, was isolated from the cultured broth of a fungus, Verticillium sp. FKI-1083. The structure was established as (E)-2-methoxy-3,5-dimethyl-6-(3-methyl-2-undecenyl)-4H-pyran-4-one. Verticipyrone exhibited an IC50 value of 0.88 nM against NADH-fumarate reductase of Ascaris suum. Verticipyrone inhibited both Ascaris and bovine heart complex I, and its synthetic analogue, 8,9-dihydro-8-hydroxyverticipyrone, showed good selectivity against Ascaris complex I.

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Year:  2006        PMID: 17323645     DOI: 10.1038/ja.2006.103

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  7 in total

1.  Synthesis and evaluation of verticipyrone analogues as mitochondrial complex I inhibitors.

Authors:  Simon J Leiris; Omar M Khdour; Zachary J Segerman; Krystal S Tsosie; Jean-Charles Chapuis; Sidney M Hecht
Journal:  Bioorg Med Chem       Date:  2010-03-31       Impact factor: 3.641

2.  Sartorypyrone D: a new NADH-fumarate reductase inhibitor produced by Neosartorya fischeri FO-5897.

Authors:  Satoru Kaifuchi; Mihoko Mori; Kenichi Nonaka; Rokuro Masuma; Satoshi Ōmura; Kazuro Shiomi
Journal:  J Antibiot (Tokyo)       Date:  2015-01-14       Impact factor: 2.649

3.  Synthesis and SAR of Lehualide B: a marine-derived natural product with potent anti-multiple myeloma activity.

Authors:  Valer Jeso; Chunying Yang; Michael D Cameron; John L Cleveland; Glenn C Micalizio
Journal:  ACS Chem Biol       Date:  2013-04-02       Impact factor: 5.100

4.  Antimycobacterial and antileishmanial effects of microfungi isolated from tropical regions in México.

Authors:  Marcela Gamboa-Angulo; Gloria M Molina-Salinas; Manuel Chan-Bacab; Sergio R Peraza-Sánchez; Gabriela Heredia; Susana C de la Rosa-García; Manuela Reyes-Estebanez
Journal:  Parasitol Res       Date:  2012-10-21       Impact factor: 2.289

5.  Structure and biosynthesis of sorangipyranone - a new γ-dihydropyrone from the myxobacterial strain MSr12020.

Authors:  Dorothy A Okoth; Joachim J Hug; Attila Mándi; Tibor Kurtán; Ronald Garcia; Rolf Müller
Journal:  J Ind Microbiol Biotechnol       Date:  2021-06-04       Impact factor: 4.258

6.  Synthesis of γ-pyrones via decarboxylative condensation of β-ketoacids.

Authors:  Jérémy Merad; Thomas Maier; Catarina A B Rodrigues; Nuno Maulide
Journal:  Monatsh Chem       Date:  2016-10-27       Impact factor: 1.451

7.  Luteapyrone, a Novel ƴ-Pyrone Isolated from the Filamentous Fungus Metapochonia lutea.

Authors:  Roman Labuda; Markus Bacher; Hannes Gratzl; Maria Doppler; Alexandra Parich; Mohammed Aufy; Rosa Lemmens-Gruber; Rainer Schuhmacher; Kathrin Rychli; Martin Wagner; Thomas Rosenau; Joseph Strauss; Christoph Schüller
Journal:  Molecules       Date:  2021-10-30       Impact factor: 4.411

  7 in total

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