Literature DB >> 15813180

A gamma-lactone form nafuredin, nafuredin-gamma, also inhibits helminth complex I.

Kazuro Shiomi1, Hideaki Ui, Hideaki Suzuki, Hiroko Hatano, Tohru Nagamitsu, Daisuke Takano, Hiroko Miyadera, Tetsuo Yamashita, Kiyoshi Kita, Hideto Miyoshi, Achim Harder, Hiroshi Tomoda, Satoshi Omura.   

Abstract

Nafuredin, a delta-lactone antibiotic, is a fungal metabolite showing selective helminth NADH-fumarate reductase inhibition, and whose target had been revealed as complex I. We found that nafuredin is easily converted to nafuredin-gamma by weak alkaline treatment. The structure of nafuredin-gamma was elucidated as a gamma-lactone form of nafuredin with keto-enol tautomerism. Nafuredin-gamma shows similar complex I inhibitory activity as nafuredin, and it also possesses anthelmintic activity in vivo.

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Year:  2005        PMID: 15813180     DOI: 10.1038/ja.2005.5

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


  4 in total

1.  IACS-010759, a potent inhibitor of glycolysis-deficient hypoxic tumor cells, inhibits mitochondrial respiratory complex I through a unique mechanism.

Authors:  Atsuhito Tsuji; Takumi Akao; Takahiro Masuya; Masatoshi Murai; Hideto Miyoshi
Journal:  J Biol Chem       Date:  2020-04-14       Impact factor: 5.157

Review 2.  Metabolites from nematophagous fungi and nematicidal natural products from fungi as alternatives for biological control. Part II: metabolites from nematophagous basidiomycetes and non-nematophagous fungi.

Authors:  Thomas Degenkolb; Andreas Vilcinskas
Journal:  Appl Microbiol Biotechnol       Date:  2016-01-04       Impact factor: 4.813

3.  Ubiquinone binding site of yeast NADH dehydrogenase revealed by structures binding novel competitive- and mixed-type inhibitors.

Authors:  Tetsuo Yamashita; Daniel Ken Inaoka; Tomoo Shiba; Takumi Oohashi; So Iwata; Takao Yagi; Hiroaki Kosaka; Hideto Miyoshi; Shigeharu Harada; Kiyoshi Kita; Katsuya Hirano
Journal:  Sci Rep       Date:  2018-02-05       Impact factor: 4.379

4.  Assessing the anthelmintic activity of pyrazole-5-carboxamide derivatives against Haemonchus contortus.

Authors:  Yaqing Jiao; Sarah Preston; Hongjian Song; Abdul Jabbar; Yuxiu Liu; Jonathan Baell; Andreas Hofmann; Dana Hutchinson; Tao Wang; Anson V Koehler; Gillian M Fisher; Katherine T Andrews; Benoît Laleu; Michael J Palmer; Jeremy N Burrows; Timothy N C Wells; Qingmin Wang; Robin B Gasser
Journal:  Parasit Vectors       Date:  2017-05-31       Impact factor: 3.876

  4 in total

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