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Published on: August 23, 2018
Novel amino acid ester-chlorantraniliprole conjugates: design, synthesis, phloem accumulation and bioactivity
Guangkai Yao1,2, Yingjie Wen1,2, Chen Zhao1,2
1State Key Laboratory for Conservation and Utilisation of Subtropical Agro-Bioresources, South China Agricultural University, Guangzhou, Guangdong, China.
Background:
Conjugating amino acid and glucose fragments with existing pesticide structures has been shown to be an effective way to introduce phloem mobility into non-phloem mobile species. However, the resulting derivatives always suffer from lower bioactivity compared with their parent compound. To solve this problem, we designed and synthesised a series of ester-capped amino-acid-conjugated chlorantraniliproles.
Results:
The systemic test showed that all conjugates exhibited excellent phloem mobility and xylem mobility in a Ricinus communis model. In particular, compounds 7b, 8b and 8c were able to accumulate in phloem tissues in the form of their hydrolysis products, and the concentrations in phloem sap can reach 3 times the concentration in the incubation medium. Although their insecticidal activity (LC50 ) against the beet armyworm (Spodoptera exigua) in vitro was weaker than that of chlorantraniliprole, compounds 7b, 8b and 8c showed similar insecticidal activity in vivo against beet armyworm compared with the parent compound.
Conclusions:
This work provides a potential strategy to obtain pesticide derivatives that possess both improved uptake and improved mobility in crops while retaining the in vivo insecticidal effect of the parent compound. © 2017 Society of Chemical Industry.
