Citation: Wen Fu, Xinyue Hu, Qinglong Yuan, Zhiping Xu, Jiagao Cheng, Zhong Li, Xusheng Shao. Design, synthesis and bioassay of the emerging photo-responsive fungicides[J]. Chinese Chemical Letters, ;2023, 34(8): 108064. doi: 10.1016/j.cclet.2022.108064 shu

Design, synthesis and bioassay of the emerging photo-responsive fungicides

Wen Fu ^a ,
Xinyue Hu ^a ,
Qinglong Yuan ^a ,
Zhiping Xu ^a ,
Jiagao Cheng ^a ,
Zhong Li ^{a, b} ,
Xusheng Shao ^{a, b, c, d, *,}

a.
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
b.
State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China
c.
Shanghai Frontier Science Research Base of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
d.
Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China

shaoxusheng@ecust.edu.cn

Received Date: 23 September 2022
Revised Date: 4 December 2022
Accepted Date: 12 December 2022
Available Online: 14 December 2022

Figures(4)

Precise and spatiotemporal control over the pesticide remains to be a challenge. More efficient controlled release systems (CRSs) have been developed to support the precise delivery of active ingredients. Herein, we incorporated the photoremovable protecting groups (PRPGs) into phenamacril (PHE) and obtained two photo-responsive fungicides of NV-PHE and DEACM-PHE. The 4,5-dimethoxy-o-nitrobenzyl (NV) or 7-diethylaminocoumarin (DEACM)-caged PHE could release the active molecule PHE after irradiation of UV light and blue light, respectively. Optical properties and in-vitro/vivo fungicidal activities of NV-PHE and DEACM-PHE demonstrated the feasibility for light controlled release of PHE. DEACM-PHE could release 98% PHE by illumination of blue light. The irradiated DEACM-PHE could preserve the similar bioactivity of PHE, and significantly improve the in-vitro/vivo fungicidal activities compared to the non-irradiated DEACM-PHE. The optical controlled release of PHE from DEACM-PHE enabled the precise and spatiotemporal delivery of PHE, diversifying the development of CRSs for pesticide, and providing environment-friendly agricultural applications with high pesticide efficiency.
- Phenamacril,
- Controlled release,
- Photoremovable protecting groups,
- Spatiotemporal,
- Significant difference
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