Design and Synthesis of Novel Oxathiapiprolin Derivatives as Oxysterol Binding Protein Inhibitors and Their Application in Phytopathogenic Oomycetes
Jian-Long Li
1
,
Jianlong Li
1
,
Jing Fang Yang
1
,
Jingfang Yang
1
,
Li-Ming Zhou
1
,
Liming Zhou
1
,
Meng Cai
1
,
Zhong Qiao Huang
2
,
Zhong-Qiao Huang
2
,
Xi Li Liu
2
,
Xili Liu
2
,
Xiao Lei Zhu
1
,
Guangfu Yang
1, 3
Publication type: Journal Article
Publication date: 2023-06-07
scimago Q1
wos Q1
SJR: 1.215
CiteScore: 9.3
Impact factor: 6.2
ISSN: 00218561, 15205118
PubMed ID:
37286337
General Chemistry
General Agricultural and Biological Sciences
Abstract
Oomycetes, particularly those from the genus Phytophthora, are significant threats to global food security and natural ecosystems. Oxathiapiprolin (OXA) is an effective oomycete fungicide that targets an oxysterol binding protein (OSBP), while the binding mechanism of OXA is still unclear, which limits the pesticide design, induced by the low sequence identity of Phytophthora and template models. Herein, we generated the OSBP model of the well-reported Phytophthora capsici using AlphaFold 2 and studied the binding mechanism of OXA. Based on it, a series of OXA analogues were designed. Then, compound 2l, the most potent candidate, was successfully designed and synthesized, showing a control efficiency comparable to that of OXA. Moreover, field trial experiments showed that 2l exhibited nearly the same activity (72.4%) as OXA against cucumber downy mildew at 25 g/ha. The present work indicated that 2l could be used as a leading compound for the discovery of new OSBP fungicides.
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16
Total citations:
16
Citations from 2024:
16
(100%)
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GOST
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Li J. et al. Design and Synthesis of Novel Oxathiapiprolin Derivatives as Oxysterol Binding Protein Inhibitors and Their Application in Phytopathogenic Oomycetes // Journal of Agricultural and Food Chemistry. 2023. Vol. 71. No. 24. pp. 9519-9527.
GOST all authors (up to 50)
Copy
Li J., Li J., Yang J. F., Yang J., Zhou L., Zhou L., Cai M., Huang Z. Q., Huang Z., Liu X. L., Liu X., Zhu X. L., Yang G. Design and Synthesis of Novel Oxathiapiprolin Derivatives as Oxysterol Binding Protein Inhibitors and Their Application in Phytopathogenic Oomycetes // Journal of Agricultural and Food Chemistry. 2023. Vol. 71. No. 24. pp. 9519-9527.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.jafc.3c00990
UR - https://pubs.acs.org/doi/10.1021/acs.jafc.3c00990
TI - Design and Synthesis of Novel Oxathiapiprolin Derivatives as Oxysterol Binding Protein Inhibitors and Their Application in Phytopathogenic Oomycetes
T2 - Journal of Agricultural and Food Chemistry
AU - Li, Jian-Long
AU - Li, Jianlong
AU - Yang, Jing Fang
AU - Yang, Jingfang
AU - Zhou, Li-Ming
AU - Zhou, Liming
AU - Cai, Meng
AU - Huang, Zhong Qiao
AU - Huang, Zhong-Qiao
AU - Liu, Xi Li
AU - Liu, Xili
AU - Zhu, Xiao Lei
AU - Yang, Guangfu
PY - 2023
DA - 2023/06/07
PB - American Chemical Society (ACS)
SP - 9519-9527
IS - 24
VL - 71
PMID - 37286337
SN - 0021-8561
SN - 1520-5118
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2023_Li,
author = {Jian-Long Li and Jianlong Li and Jing Fang Yang and Jingfang Yang and Li-Ming Zhou and Liming Zhou and Meng Cai and Zhong Qiao Huang and Zhong-Qiao Huang and Xi Li Liu and Xili Liu and Xiao Lei Zhu and Guangfu Yang},
title = {Design and Synthesis of Novel Oxathiapiprolin Derivatives as Oxysterol Binding Protein Inhibitors and Their Application in Phytopathogenic Oomycetes},
journal = {Journal of Agricultural and Food Chemistry},
year = {2023},
volume = {71},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://pubs.acs.org/doi/10.1021/acs.jafc.3c00990},
number = {24},
pages = {9519--9527},
doi = {10.1021/acs.jafc.3c00990}
}
Cite this
MLA
Copy
Li, Jian-Long, et al. “Design and Synthesis of Novel Oxathiapiprolin Derivatives as Oxysterol Binding Protein Inhibitors and Their Application in Phytopathogenic Oomycetes.” Journal of Agricultural and Food Chemistry, vol. 71, no. 24, Jun. 2023, pp. 9519-9527. https://pubs.acs.org/doi/10.1021/acs.jafc.3c00990.
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