Literature DB >> 28560496

Evaluation of ecotoxicological impact of new pyrrole-derived aminophosphonates using selected bioassay battery.

Jarosław Lewkowski1, Marta Morawska2, Rafał Karpowicz2, Piotr Rychter3, Diana Rogacz4, Kamila Lewicka4, Piotr Dobrzyński4,5.   

Abstract

Six new dimethyl N-arylamino(2-pyrrolyl)methylphosphonates 2a-f were synthesized by the modified aza-Pudovik reaction. Their ecotoxicological impact using battery of bioassay was assessed using Microtox and Ostracodtoxit tests as well as phytotoxicity towards two plants, dicotyledonous radish (Raphanus sativus) and monocotyledonous oat (Avena sativa) following the OECD 208 Guideline. Ecotoxicological properties of compounds 2a-f in aspect of acute and chronic toxicity were evaluated using Heterocypris incongruens and Aliivibrio fisheri tests. The obtained results showed that tested aminophosphonates 2a-f have moderate-to-high phyto- and ecotoxicological impact. They are toxic for both plants but more toxic against dicotyledonous. The investigated compounds showed important ecotoxicity against Heterocypris incongruens crustaceans and Aliivibrio fisheri bacteria. It was found that the substituents of the phenyl ring plays a key role in the degree of toxicity. Results showed that investigated compounds are ecologically toxic and that any of their application should be implemented with care.

Entities:  

Keywords:  Aliivibrio fisheri; Avena sativa; Ecotoxicity; Heterocypris incongruens; Pyrrole-derived aminophosphonates; Raphanus sativus

Mesh:

Substances:

Year:  2017        PMID: 28560496     DOI: 10.1007/s10646-017-1821-4

Source DB:  PubMed          Journal:  Ecotoxicology        ISSN: 0963-9292            Impact factor:   2.823


  24 in total

1.  Phytotoxicity of aminobisphosphonates targeting both δ1 -pyrroline-5-carboxylate reductase and glutamine synthetase.

Authors:  Samuele Giberti; Michele Bertazzini; Mattia Liboni; Łukasz Berlicki; Paweł Kafarski; Giuseppe Forlani
Journal:  Pest Manag Sci       Date:  2016-05-23       Impact factor: 4.845

2.  Carcinogenicity of tetrachlorvinphos, parathion, malathion, diazinon, and glyphosate.

Authors:  Kathryn Z Guyton; Dana Loomis; Yann Grosse; Fatiha El Ghissassi; Lamia Benbrahim-Tallaa; Neela Guha; Chiara Scoccianti; Heidi Mattock; Kurt Straif
Journal:  Lancet Oncol       Date:  2015-03-20       Impact factor: 41.316

3.  The role of the anion in the toxicity of imidazolium ionic liquids.

Authors:  Robert Biczak; Barbara Pawłowska; Piotr Bałczewski; Piotr Rychter
Journal:  J Hazard Mater       Date:  2014-03-25       Impact factor: 10.588

4.  Synthesis and evaluation of effective inhibitors of plant δ1-pyrroline-5-carboxylate reductase.

Authors:  Giuseppe Forlani; Lukasz Berlicki; Mattia Duò; Gabriela Dziędzioła; Samuele Giberti; Michele Bertazzini; Paweł Kafarski
Journal:  J Agric Food Chem       Date:  2013-07-03       Impact factor: 5.279

5.  Phenanthrene-triggered Chlorosis is caused by elevated Chlorophyll degradation and leaf moisture.

Authors:  Yu Shen; Jinfeng Li; Ruochen Gu; Le Yue; Xinhua Zhan; Baoshan Xing
Journal:  Environ Pollut       Date:  2016-11-09       Impact factor: 8.071

6.  Thiourea-catalyzed enantioselective hydrophosphonylation of imines: practical access to enantiomerically enriched alpha-amino phosphonic acids.

Authors:  Guy D Joly; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2004-04-07       Impact factor: 15.419

7.  Phytotoxicity of new furan-derived aminophosphonic acids, N-aryl furaldimines and 5-nitrofuraldimine.

Authors:  Agnieszka Matusiak; Jarosław Lewkowski; Piotr Rychter; Robert Biczak
Journal:  J Agric Food Chem       Date:  2013-08-02       Impact factor: 5.279

8.  The maize phytoene synthase gene family: overlapping roles for carotenogenesis in endosperm, photomorphogenesis, and thermal stress tolerance.

Authors:  Faqiang Li; Ratnakar Vallabhaneni; Jane Yu; Torbert Rocheford; Eleanore T Wurtzel
Journal:  Plant Physiol       Date:  2008-05-28       Impact factor: 8.340

9.  Synthesis, NMR characterization and in vitro antitumor evaluation of new aminophosphonic acid diesters.

Authors:  I Kraicheva; A Bogomilova; I Tsacheva; G Momekov; K Troev
Journal:  Eur J Med Chem       Date:  2009-03-24       Impact factor: 6.514

10.  Evaluation of the effect of tetraethylammonium bromide and chloride on the growth and development of terrestrial plants.

Authors:  Barbara Pawłowska; Robert Biczak
Journal:  Chemosphere       Date:  2016-02-02       Impact factor: 7.086

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  2 in total

1.  Novel N-Arylaminophosphonates Bearing a Pyrrole Moiety and Their Ecotoxicological Properties.

Authors:  Jarosław Lewkowski; Marta Morawska; Anna Kaczmarek; Diana Rogacz; Piotr Rychter
Journal:  Molecules       Date:  2017-07-07       Impact factor: 4.411

2.  Effect of New Thiophene-Derived Aminophosphonic Derivatives on Growth of Terrestrial Plants. Part 2. Their Ecotoxicological Impact and Phytotoxicity Test Toward Herbicidal Application in Agriculture.

Authors:  Diana Rogacz; Jarosław Lewkowski; Zbigniew Malinowski; Agnieszka Matusiak; Marta Morawska; Piotr Rychter
Journal:  Molecules       Date:  2018-12-01       Impact factor: 4.411

  2 in total

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