Synthesis and biological evaluation of MS-347a derivatives against plant pathogenic fungi based on a strategy of <i>laeA</i> gene introduction

Our group previously identified MS-347a (<b>1</b>) as a new fungicide candidate from the culture broth of the mutant strain, <i>Aspergillus</i> sp. KTF-0058, which had the <i>laeA</i> gene inserted. This mutant strain was able to produce a sufficient supply of <b>1</b>, allowing for its use to investigate the structure-activity relationship. To this end, we synthesized 11 derivatives and evaluated their antifungal activity. Among these derivatives, the aldehyde derivative exhibited superior antifungal potency as compared to <b>1</b>, and some acyl derivatives were able to maintain the antifungal activity of <b>1</b> despite significant structural changes. From these results, it is found that the aldehyde derivative is one of the most promising fungicidal candidates, and the introduction of acyl groups could be utilized to create chemical probes for target-identification experiments.

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Publication Details

Journal
Journal of Pesticide Science
Published
2024-11-20
DOI
https://doi.org/10.1584/jpestics.d24-035
Citations
1
Primary Topic
Plant Pathogens and Fungal Diseases
Type
article
Field-Weighted Citation Impact
0.33

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article

Synthesis and biological evaluation of MS-347a derivatives against plant pathogenic fungi based on a strategy of laeA gene introduction

Toshiyuki Tokiwa, Takeo Usui, Sota Honma, K. Ito et al.
1 citations
Journal of Pesticide Science
Plant Pathogens and Fungal Diseases
0.33
article

Synthesis and biological evaluation of MS-347a derivatives against plant pathogenic fungi based on a strategy of laeA gene introduction

Toshiyuki Tokiwa, Takeo Usui, Sota Honma, K. Ito, Akihiro Sugawara, Takumi Chinen, Shin‐ichi Fuji, Hiroki Kojima, Tadashi Takahashi, Masako Honsho, Yukihiro Asami, Aoi Kimishima, Yasuko Araki, Atsushi Kimishima, Paul Wasuwanich, Atsuka Nishitomi
article en
1 citations

Abstract

Our group previously identified MS-347a (<b>1</b>) as a new fungicide candidate from the culture broth of the mutant strain, <i>Aspergillus</i> sp. KTF-0058, which had the <i>laeA</i> gene inserted. This mutant strain was able to produce a sufficient supply of <b>1</b>, allowing for its use to investigate the structure-activity relationship. To this end, we synthesized 11 derivatives and evaluated their antifungal activity. Among these derivatives, the aldehyde derivative exhibited superior antifungal potency as compared to <b>1</b>, and some acyl derivatives were able to maintain the antifungal activity of <b>1</b> despite significant structural changes. From these results, it is found that the aldehyde derivative is one of the most promising fungicidal candidates, and the introduction of acyl groups could be utilized to create chemical probes for target-identification experiments.

Journal of Pesticide ScienceVol. 49(4)
Kikkoman (Japan) (JP), University of Tsukuba (JP), Akita Prefectural University (JP), Kitasato University (JP), The University of Tokyo (JP), The University of Osaka (JP)
Japan Agency for Medical Research and Development, Kitasato University
Zero hunger
Openalex Percentile: Top 39%
Plant Pathogens and Fungal Diseases
0.33
DOIOpen Access PDFOpenAlex
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