Synthesis and activities of tolprocarb derivatives against Pyricularia oryzae: relationships among the activities for polyketide synthase, melanin biosynthesis, and rice blast
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The target site of tolprocarb has been reported to be polyketide synthase (PKS).Here, we evaluated the activities for Pyricularia oryzae PKS and melanin biosynthesis as well as the control efficacy of rice blast using a series of tolprocarb derivatives.A comparison of the inhibitory activities of PKS and melanin biosynthesis revealed a linear relationship (r 2 =0.90), confirming PKS as the target site of tolprocarb.A compound beyond this relationship was metabolized by P. oryzae to an inactive compound.The control efficacy of rice blast was explained using the melting point and either the inhibitory activity of PKS or melanin biosynthesis.Structure-activity analysis revealed that both end parts of tolprocarb preferred hydrophobic groups, and the chirality of the substituent in the middle part significantly influenced the activities.These relationships will provide useful information for the development of novel PKS inhibitors.
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Melanin inhibitors can bind to the active site of PKS, altering its conformation and inhibiting catalytic activity, thereby blocking polyketide chain synthesis.
“Melanin inhibitors can bind to the active site of PKS, altering its conformation and inhibiting catalytic activity, thereby blocking polyketide chain synthesis.”
From Fungal Melanin in Plant Pathogens: Complex Biosynthesis Pathways and Diverse Biological Functions (2025) · cites this paper as [91]
The Results section (‘Relationship between PKS-A and MBI-A’; page not available) reports that tolprocarb derivatives inhibit PKS and identifies PKS as tolprocarb’s target in the melanin-biosynthesis pathway. It does not show that melanin inhibitors generally bind the PKS active site, alter its conformation, or block polyketide-chain synthesis by that mechanism. (LLM, conf=0.88)
Experimental — accuracy not yet measuredPKS is essential for polyketide chain synthesis in the DHN pathway.
“PKS is essential for polyketide chain synthesis in the DHN pathway.”
From Fungal Melanin in Plant Pathogens: Complex Biosynthesis Pathways and Diverse Biological Functions (2025) · cites this paper as [91]
This prevents the formation of melanin precursors, ultimately halting DHN melanin production.
“This prevents the formation of melanin precursors, ultimately halting DHN melanin production [90,91].”
From Fungal Melanin in Plant Pathogens: Complex Biosynthesis Pathways and Diverse Biological Functions (2025) · cites this paper as [91]
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Cited by
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Fungal Melanin in Plant Pathogens: Complex Biosynthesis Pathways and Diverse Biological Functions
Jia, H., Liu, N., Zhang, L., Li, P., Meng, Y., Yuan, W., Li, H., Tantai, D., Qu, Q., Cao, Z., et al. (2025) · Plants · doi:10.3390/plants14142121 · Cited by 18 · see citing works
- Authors
- Banba, S., Hamada, T., Araki, N., & Ebihara, K.
- Affiliations
- Mitsui Chemicals Crop & Life Solutions, Inc (Japan) (JP)
- Mitsui Chemicals (Japan) (JP)
- Venue
- Journal of Pesticide Science
- Publisher
- Pesticide Science Society of Japan
- Published
- 2017
- Volume
- 42
- Issue
- 2
- Pages
- 25-31
- ISSN
- 0385-1559 (ISSN-L)
- 1348-589X
- 1349-0923
- PMC
- PMC6140631
- OpenAlex
- W2606730593
- Cited by
- 16
- References
- 0
- Citations by year
- 2026: 1 · 2025: 3 · 2024: 1 · 2022: 2 · 2021: 2 · 2020: 1 · 2019: 5 · 2018: 1
- FWCI
- 1.67
- Type
- journal article
- Language
- en
- Open access
- diamond
- doi.org
- Locations
- Journal of Pesticide Science (publishedVersion)
- Europe PMC (PubMed Central) (publishedVersion)
- PubMed Central (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Ministry of Earth Sciences
- Ministry of Education, India
- Topics
- Life Sciences › Agricultural and Biological Sciences › Ecology, Evolution, Behavior and Systematics › Fungal Plant Pathogen Control
- Physical Sciences › Chemistry › Organic Chemistry › Synthesis and Biological Evaluation
- Physical Sciences › Environmental Science › Pollution › Pesticide and Herbicide Environmental Studies
- Keywords
- Magnaporthe oryzae, rice blast, polyketide synthase, melanogenesis, structure-activity relationship, hydrophobic substituents, chirality
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