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Issue 21, 2020
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Transformation of herbicides into dual function quaternary tropinium salts

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Abstract

Tropine was proposed as a cheap and sustainable source of plant growth regulating cation (N-alkyltropinium) and paired with herbicidal anions (3,6-dichloro-2-metoxybenzoate or 4-chloro-2-methylphenoxyacetate). The synthesised salts were obtained with 82–99% yield and exhibited high water solubility and surface-active properties, without excessive foam formation. Further experiments revealed plant growth promoting properties towards maize with simultaneous enhanced herbicidal action towards cornflower. At the same time, the obtained formulations exhibited high antimicrobial activity towards common soil bacteria Pseudomonas putida and Bacillus cereus (MIC 0.003–1.0 mmol L−1). Moreover, it was confirmed that the synthesised salts were not biodegradable due to low susceptibility of cations for biotransformation. Overall, the results suggest that quaternary tropinium salts exhibit promising plant growth promoting properties as well as inhibition of weed development.

Graphical abstract: Transformation of herbicides into dual function quaternary tropinium salts

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Supplementary files

Article information


Submitted
31 Mar 2020
Accepted
09 May 2020
First published
11 May 2020

New J. Chem., 2020,44, 8869-8877
Article type
Paper

Transformation of herbicides into dual function quaternary tropinium salts

A. Parus, W. Wilms, V. Verkhovetska, G. Framski, M. Woźniak-Karczewska, A. Syguda, B. Strzemiecka, A. Borkowski, Ł. Ławniczak and Ł. Chrzanowski, New J. Chem., 2020, 44, 8869
DOI: 10.1039/D0NJ01597K

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