NEW AMINOPHOSPHONATES – ASSESSMENT OF BIOLOGICAL ACTIVITY
Journal Title: ELECTRONIC JOURNAL OF POLISH AGRICULTURAL UNIVERSITIES - Year 2009, Vol 12, Issue 4
Abstract
Two series, acyclic and cyclic aminophosphonates were synthesized for potential agrochemical application. They differed inside the series in substituents at the phosphorus, carbon and nitrogen atoms. Their efficiency to destabilize erythrocyte (RBC) and lipid model membranes (BLM), to change plant membrane properties ( Nitellopsis obtusa, Beta vulgaris ssp. L. rapacea, Syringa vulgaris L., Cucumis sativus), to change activity of the antioxidative enzymes and chlorofil content inplant (Cucumis sativus)and to inhibit plant growth (Spirodela oligorrhiza) were studied.The results obtained enabled classification aminophosphonates studied into three classes:useless as potential pesticides, of medium potential biological activity and those that changed the above-mentioned parameters of the objects studied sufficiently enough to treat them as good potential pesticides. Analysis was then done to determine what structural features of aminophosphonates were responsible for their activity. The general and obvious conclus on was that this activity is directly related to the lipophilicity of particular compounds. However, such an approach was found to be too simple. For instance, the compounds with iso-propyl groups attached to the P atom had lower lipophilicity in comparison with compounds with n-C[sub]4[/sub]H[sub]9[/sub] groups attached at this atom but their effi ciency to influence the studied parameterswas greater. This effect may be the result of better screening of the polar part of the molecule by the branched i-C[sub]3[/sub]H[sub]7[/sub] group.A greater activity was observed for acyclic compounds. Incorporati on of various ring structures into substituents at the Nand Patoms decreased that activity. The results obtained may be useful in the synthesis of new compounds for agrochemicalapplication.
Authors and Affiliations
Janusz Sarapuk, Dorota Bonarska-Kujawa, Krzysztof Bielecki, Anna Dudra , Edward Grzyś, Zenon Trela, Halina Kleszczyńska
Keywords
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