Volume 12
Issue 4
Biology
JOURNAL OF
POLISH
AGRICULTURAL
UNIVERSITIES
Available Online: http://www.ejpau.media.pl/volume12/issue4/abs-30.html
NEW AMINOPHOSPHONATES – ASSESSMENT OF BIOLOGICAL ACTIVITY
Janusz Sarapuk1, Dorota Bonarska-Kujawa1, Krzysztof Bielecki2, Anna Dudra1, Edward Grzy¶2, Zenon Trela1, Halina Kleszczyńska1
1 Department of Physics and Biophysics,
Wroc³aw University of Environment and Life Sciences, Poland
2 Department of Plant Nutrition,
Wroc³aw University of Environment and Life Sciences, Poland
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 in plant (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 conclusion 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-C4H9 groups attached at this atom
but their efficiency to influence the studied parameters was greater. This effect
may be the result of better screening of the polar part of the molecule by the
branched i-C3H7 group.
A greater activity was observed for acyclic compounds.
Incorporation of various ring structures into substituents at the N and P atoms
decreased that activity. The results obtained may be useful in the synthesis
of new compounds for agrochemical application.
Key words: aminophosphonates, model membranes, physiological and hemolytic toxicity, antioxidative activity.
Janusz Sarapuk
Department of Physics and Biophysics,
Wroc³aw University of Environment and Life Sciences, Poland
Norwida 25, 50-375 Wroc³aw, Poland
Phone: 71-3205295
email: janusz.sarapuk@up.wroc.pl
Dorota Bonarska-Kujawa
Department of Physics and Biophysics,
Wroc³aw University of Environment and Life Sciences, Poland
Norwida 25, 50-375 Wroc³aw, Poland
Krzysztof Bielecki
Department of Plant Nutrition,
Wroc³aw University of Environment and Life Sciences, Poland
Grunwaldzka 53, 50-355 Wroc³aw, Poland
Anna Dudra
Department of Physics and Biophysics,
Wroc³aw University of Environment and Life Sciences, Poland
Norwida 25, 50-375 Wroc³aw, Poland
Edward Grzy¶
Department of Plant Nutrition,
Wroc³aw University of Environment and Life Sciences, Poland
Grunwaldzka 53, 50-355 Wroc³aw, Poland
Zenon Trela
Department of Physics and Biophysics,
Wroc³aw University of Environment and Life Sciences, Poland
Norwida 25, 50-375 Wroc³aw, Poland
Halina Kleszczyńska
Department of Physics and Biophysics,
Wroc³aw University of Environment and Life Sciences, Poland
Norwida 25, 50-375 Wroc³aw, Poland
Responses to this article, comments are invited and should be submitted within three months of the publication of the article. If accepted for publication, they will be published in the chapter headed 'Discussions' and hyperlinked to the article.