Literature DB >> 16562855

N-Methyl-4-hydroxy-2-pyridinone analogues from Fusarium oxysporum.

Lalith Jayasinghe1, Hamed K Abbas, Melissa R Jacob, Wimal H M W Herath, N P Dhammika Nanayakkara.   

Abstract

Three new N-methyl-4-hydroxy-2-pyridinone analogues, 6-epi-oxysporidinone (3), the dimethyl ketal of oxysporidinone (4), and N-demethylsambutoxin (5), along with the known compounds (-)-oxysporidinone (1), (-)-sambutoxin (2), wortmannin (6), enniatin A (7), enniatin A1 (8), and enniatin B1 (9) were isolated from Fusarium oxysporum (N17B) by bioassay-guided fractionation. Compounds 1 and 3 showed selective fungistatic activity against Aspergillus fumigatus, and wortmannin had selective potent activity against Candida albicans. Moderate activity was observed with the enniatins 7-9 against C. albicans, Cryptococcus neoformans, and Mycobacterium intracellulare. Compounds 1-5 had no activity against the agriculturally important fungi Fusarium verticillioides (syn. F. moniliforme) and Aspergillus flavus.

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Year:  2006        PMID： 16562855      PMCID： PMC2564868          DOI： 10.1021/np050487v

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  8 in total

1.  Approach toward the total synthesis of orevactaene. 2. Convergent and stereoselective synthesis of the C18-C31 domain of orevactaene. Evidence for the relative configuration of the side chain.

Authors:  Michael G Organ; Yaroslav V Bilokin; Svetoslav Bratovanov
Journal:  J Org Chem       Date:  2002-07-26       Impact factor: 4.354

2.  Oxysporidinone: a novel, antifungal N-methyl-4-hydroxy-2-pyridone from Fusarium oxysporum.

Authors:  J Breinhold; S Ludvigsen; B R Rassing; C N Rosendahl; S E Nielsen; C E Olsen
Journal:  J Nat Prod       Date:  1997-01       Impact factor: 4.050

3.  Rapid, low-technology MIC determination with clinical Mycobacterium tuberculosis isolates by using the microplate Alamar Blue assay.

Authors:  S G Franzblau; R S Witzig; J C McLaughlin; P Torres; G Madico; A Hernandez; M T Degnan; M B Cook; V K Quenzer; R M Ferguson; R H Gilman
Journal:  J Clin Microbiol       Date:  1998-02       Impact factor: 5.948

4.  A comparison of demethoxyviridin and wortmannin as inhibitors of phosphatidylinositol 3-kinase.

Authors:  R Woscholski; T Kodaki; M McKinnon; M D Waterfield; P J Parker
Journal:  FEBS Lett       Date:  1994-04-04       Impact factor: 4.124

5.  Identification of cytotoxic principles from Fusarium avenaceum using bioassay-guided fractionation.

Authors:  Silvio Uhlig; Arno C Gutleb; Ulf Thrane; Arne Flåøyen
Journal:  Toxicon       Date:  2005-08       Impact factor: 3.033

6.  Mycotoxins produced by toxic Fusarium isolates obtained from agricultural and nonagricultural areas (Arctic) of Norway.

Authors:  H K Abbas; C J Mirocha; R Gunther
Journal:  Mycopathologia       Date:  1989-03       Impact factor: 2.574

7.  Isolation and purification of a hemorrhagic factor (wortmannin) from Fusarium oxysporum (N17B).

Authors:  H K Abbas; C J Mirocha
Journal:  Appl Environ Microbiol       Date:  1988-05       Impact factor: 4.792

Review 8.  Mucosal and systemic fungal infections in patients with AIDS: prophylaxis and treatment.

Authors:  Markus Ruhnke
Journal:  Drugs       Date:  2004       Impact factor: 9.546
  8 in total
  13 in total

1.  Biomimetic conversion of (-)-fusoxypyridone and (-)-oxysporidinone to (-)-sambutoxin: further evidence for the structure of the tricyclic pyridone alkaloid, (-)-fusoxypyridone.

Authors:  E M Kithsiri Wijeratne; A A Leslie Gunatilaka
Journal:  Bioorg Med Chem Lett       Date:  2011-03-16       Impact factor: 2.823

2.  An efficient tandem approach for the synthesis of functionalized 2-pyridone-3-carboxylic acids using three-component reaction in aqueous media.

Authors:  Saber Mehrparvar; Saeed Balalaie; Mahnaz Rabbanizadeh; Elmira Ghabraie; Frank Rominger
Journal:  Mol Divers       Date:  2014-05-04       Impact factor: 2.943

3.  Bioactive 1,4-dihydroxy-5-phenyl-2-pyridinone alkaloids from Septoria pistaciarum.

Authors:  Mallika Kumarihamy; Frank R Fronczek; Daneel Ferreira; Melissa Jacob; Shabana I Khan; N P Dhammika Nanayakkara
Journal:  J Nat Prod       Date:  2010-07-23       Impact factor: 4.050

4.  Search for cell motility and angiogenesis inhibitors with potential anticancer activity: beauvericin and other constituents of two endophytic strains of Fusarium oxysporum.

Authors:  Jixun Zhan; Anna M Burns; Manping X Liu; Stanley H Faeth; A A Leslie Gunatilaka
Journal:  J Nat Prod       Date:  2007-02-08       Impact factor: 4.050

5.  Biosynthesis of the Fusarium Mycotoxin (-)-Sambutoxin.

Authors:  Eun Bin Go; Lee Joon Kim; Hosea M Nelson; Masao Ohashi; Yi Tang
Journal:  Org Lett       Date:  2021-09-28       Impact factor: 6.005

6.  Efficacy of some natural compounds as antifungal agents.

Authors:  Sudha Vengurlekar; Rajesh Sharma; Piyush Trivedi
Journal:  Pharmacogn Rev       Date:  2012-07

7.  Antifungal activity of microbial secondary metabolites.

Authors:  Jeffrey J Coleman; Suman Ghosh; Ikechukwu Okoli; Eleftherios Mylonakis
Journal:  PLoS One       Date:  2011-09-22       Impact factor: 3.240

8.  Engineering of Aspergillus niger for the production of secondary metabolites.

Authors:  Lennart Richter; Franziska Wanka; Simon Boecker; Dirk Storm; Tutku Kurt; Özlem Vural; Roderich Süßmuth; Vera Meyer
Journal:  Fungal Biol Biotechnol       Date:  2014-10-14

9.  Comparative Structure-Activity Analysis of the Antimicrobial Activity, Cytotoxicity, and Mechanism of Action of the Fungal Cyclohexadepsipeptides Enniatins and Beauvericin.

Authors:  Hamza Olleik; Cendrine Nicoletti; Mickael Lafond; Elise Courvoisier-Dezord; Peiwen Xue; Akram Hijazi; Elias Baydoun; Josette Perrier; Marc Maresca
Journal:  Toxins (Basel)       Date:  2019-09-03       Impact factor: 4.546

10.  Synthesis and phytotoxic activity of new pyridones derived from 4-hydroxy-6-methylpyridin-2(1H)-one.

Authors:  Antonio Jacinto Demuner; Vania Maria Moreira Valente; Luiz Cláudio Almeida Barbosa; Akshat H Rathi; Timothy J Donohoe; Amber L Thompson
Journal:  Molecules       Date:  2009-12-01       Impact factor: 4.411
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