Abstract
Abstract
The treatment of fungi with DNA methyltransferase (DNMT) and/or histone deacetylase (HDAC) inhibitors is a promising way to activate secondary metabolite biosynthetic pathways that are dormant under normal conditions. In this study, we included an HDAC inhibitor, suberoylanilide hydroxamic acid (SBHA), in the culture medium of endophytic fungi isolated from the medicinal plant Datura stramonium L. The production of two compounds was induced in the culture supplemented with SBHA, and their structures were determined to be the fusaric acid derivatives 5-butyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid and 5-(but-9-enyl)-6-oxo-1,6-dihydropyridine-2-carboxylic acid. The result confirmed that the use of chemical epigenetic modifiers is an effective technique for promoting the expression of silent biosynthetic pathways to produce unique secondary metabolites.
Graphical abstract
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
Keller, N. P.; Turner, G.; Bennett, J. W. Nat. Rev. Microbiol.2005, 3, 937–947.
Williams, R. B.; Henrikson, J. C.; Hoover, A. R.; Lee, A. E.; Cichewicz, R. H. Org. Biomol. Chem.2008, 7, 1895–1897.
Henrikson, J. C.; Hoover, A. R.; Joyner, P. M.; Cichewicz, R. H. Org. Biomol. Chem.2009, 7, 435–438.
Wang, X.; Sena Filho, J. G.; Hoover, A. R.; King, J. B.; Ellis, T. K.; Powell, D. R.; Cichewicz, R. H. J. Nat. Prod.2010, 73, 942–948.
Asai, T.; Yamamoto, T.; Oshima, Y. Tetrahedron Lett.2011, 52, 7042–7045.
Kharwar, R. N.; Mishra, A.; Gond, S. K.; Stierle, A.; Stierle, D. Nat. Prod. Rep.2011, 28, 1208–1228.
Sun, J.; Awakawa, T.; Noguchi, H.; Abe, I. Bioorg. Med. Chem. Lett.2012, 22, 6397–6400.
Burmeister, H. R.; Grove, M. D.; Peterson, R. E.; Weisleder, D.; Plattner, R. D. Appl. Environ. Microbiol.1985, 50, 311–314.
Wu, H. S.; Yin, X. M.; Liu, D. Y.; Ling, N.; Bao, W.; Ying, R. R.; Zhu, Y. Y.; Guo, S. W.; Shen, Q. R. Plant. Soil.2008, 308, 255–266.
Bacon, C. W.; Porter, J. K.; Norred, W. P.; Leslie, J. F. Appl. Environ. Microbiol.1996, 62, 4039–4043.
Xie, Y.; Zhang, W.; Li, Y.; Wang, M.; Cerny, R. L.; Shen, Y.; Du, L. Mycology2011, 2, 24–29.
Kühnis, H.; Egil, C.; Eichenbuerger, K.; Hedwall, P. R. U.S. Patent 3,914,239, 1975.
Author information
Authors and Affiliations
Corresponding author
Additional information
This article is published with open access at Springerlink.com
Rights and permissions
Open Access This article is distributed under the terms of the Creative Commons Attribution 2.0 International License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
About this article
Cite this article
Chen, HJ., Awakawa, T., Sun, JY. et al. Epigenetic modifier-induced biosynthesis of novel fusaric acid derivatives in endophytic fungi from Datura stramonium L.. Nat. Prod. Bioprospect. 3, 20–23 (2013). https://doi.org/10.1007/s13659-013-0010-2
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s13659-013-0010-2