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Synthesis, Spectral Characterization of Several Novel Pyrene-Derived Aminophosphonates and Their Ecotoxicological Evaluation Using Heterocypris incongruens and Vibrio fisheri Tests
by
Chmielak, Marta
, Lewicka, Kamila
, Rogacz, Diana
, Rychter, Piotr
, Lewkowski, Jarosław
, Rodriguez Moya, Maria
in
aminophosphonates
/ Animals
/ Crustacea - drug effects
/ ecotoxicity
/ Magnetic Resonance Spectroscopy
/ Organophosphonates - chemical synthesis
/ Organophosphonates - chemistry
/ Organophosphonates - toxicity
/ ostracode test
/ pyrene-1-carboxaldehyde
/ Pyrenes - chemistry
/ Toxicity Tests
/ Vibrio - drug effects
/ Vibrio fisheri test
2016
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Synthesis, Spectral Characterization of Several Novel Pyrene-Derived Aminophosphonates and Their Ecotoxicological Evaluation Using Heterocypris incongruens and Vibrio fisheri Tests
by
Chmielak, Marta
, Lewicka, Kamila
, Rogacz, Diana
, Rychter, Piotr
, Lewkowski, Jarosław
, Rodriguez Moya, Maria
in
aminophosphonates
/ Animals
/ Crustacea - drug effects
/ ecotoxicity
/ Magnetic Resonance Spectroscopy
/ Organophosphonates - chemical synthesis
/ Organophosphonates - chemistry
/ Organophosphonates - toxicity
/ ostracode test
/ pyrene-1-carboxaldehyde
/ Pyrenes - chemistry
/ Toxicity Tests
/ Vibrio - drug effects
/ Vibrio fisheri test
2016
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Synthesis, Spectral Characterization of Several Novel Pyrene-Derived Aminophosphonates and Their Ecotoxicological Evaluation Using Heterocypris incongruens and Vibrio fisheri Tests
by
Chmielak, Marta
, Lewicka, Kamila
, Rogacz, Diana
, Rychter, Piotr
, Lewkowski, Jarosław
, Rodriguez Moya, Maria
in
aminophosphonates
/ Animals
/ Crustacea - drug effects
/ ecotoxicity
/ Magnetic Resonance Spectroscopy
/ Organophosphonates - chemical synthesis
/ Organophosphonates - chemistry
/ Organophosphonates - toxicity
/ ostracode test
/ pyrene-1-carboxaldehyde
/ Pyrenes - chemistry
/ Toxicity Tests
/ Vibrio - drug effects
/ Vibrio fisheri test
2016
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Synthesis, Spectral Characterization of Several Novel Pyrene-Derived Aminophosphonates and Their Ecotoxicological Evaluation Using Heterocypris incongruens and Vibrio fisheri Tests
Journal Article
Synthesis, Spectral Characterization of Several Novel Pyrene-Derived Aminophosphonates and Their Ecotoxicological Evaluation Using Heterocypris incongruens and Vibrio fisheri Tests
2016
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Overview
Four diphenyl pyrene-derived aminophosphonates were synthesized. Attempts were made to synthesize diphenyl N-(R)-α-methylbenzylamino(pyren-1-yl)methylphosphonate (3e) in order to obtain the chiral aminophosphonate bearing a pyrene moiety. Because these attempts failed, dimethyl and dibenzyl N-(R)-α-methylbenzyl substituted aminophosphonates 4 and 5 were synthesized and the predominant diastereoisomer of dimethyl aminophosphonate 4 was isolated. The resolution of the diastereomeric mixture of 5 failed. Aminophosphonates 3a–d and the predominant diastereoisomer of 4 were investigated in terms of their ecotoxicity using tests performed on the ostracode Heterocypris incongruens and the fluorescent bacterium Vibrio fisheri. The tests confirmed the moderate-to-high ecotoxicity of aminophosphonates 3a–d and 4, but no evident correlation between the structure and toxicity has been found.
Publisher
MDPI,MDPI AG
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