Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic Extraction

p-Phenylenediamine antioxidants (PPDs) are rubber antioxidants that can suppress oxidation, heat, or light radiation to delay the aging of polymer components and extend the service life of rubber products. In recent years, PPDs have been found in the environment, and their ecological risks remain la...

Full description

Bibliographic Details
Main Authors: LIU Qian-yi1, LIAO Xiao-liang1, ZHOU Jia-ming1, CHEN Zhi-feng1, CAI Zong-wei1,2
Format: Article
Language:English
Published: Editorial Board of Journal of Chinese Mass Spectrometry Society 2023-03-01
Series:Zhipu Xuebao
Subjects:
Online Access:http://www.jcmss.com.cn/CN/article/openArticlePDF.jsp?attachType=PDF&id=3146
_version_ 1797851459517153280
author LIU Qian-yi1
LIAO Xiao-liang1
ZHOU Jia-ming1
CHEN Zhi-feng1
CAI Zong-wei1,2
author_facet LIU Qian-yi1
LIAO Xiao-liang1
ZHOU Jia-ming1
CHEN Zhi-feng1
CAI Zong-wei1,2
author_sort LIU Qian-yi1
collection DOAJ
description p-Phenylenediamine antioxidants (PPDs) are rubber antioxidants that can suppress oxidation, heat, or light radiation to delay the aging of polymer components and extend the service life of rubber products. In recent years, PPDs have been found in the environment, and their ecological risks remain largely unknown, which cause widespread concern. In this work, a method of gas chromatography-tandem mass spectrometry (GC-MS/MS) with ultrasonic extraction was developed for the determination of PPDs in zebrafish embryos. In order to have good performance, extraction solvents and sorbents were optimized. Under optimal conditions, embryonic samples were combined with 5 mL of dichloromethane and ultrasonically extracted for 15 min. The extraction procedure was repeated twice, after that the resulting extracts were purified by 0.1 g primary secondary amine (PSA). Based on internal standard method, the analytes were detected using GC-MS/MS in selective reaction monitoring (SRM) mode with optimal parameters. The results showed that the chromatographic peaks of analyte were completely separated, and the baseline was smooth. The correlation coefficient (R2) of each analyte exceeded 0.99 in the concentration range of 0.1-200 μg/L. Method detection limits (MDLs) and method quantification limits (MQLs) were in the range of 0.38-0.68 ng/g and 1.28-2.28 ng/g, respectively. Except for the average recovery of N,N′-bis(methylphenyl)-1,4-benzenediamine (DTPD), which was higher than 120%, the average recoveries of N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD), N-phenyl-N′-cyclohexyl-p-phenylenediamine (CPPD) and N-isopropyl-N′-phenyl-1,4-phenylenediamine (IPPD) were 73.1%-109%, and the intra-day and inter-day relative standard deviations (RSDs) were 2.97%-15.0% and 4.76%-18.8%, respectively. In order to demonstrate the feasibility of this method, it was applied to detect PPDs in zebrafish embryos exposed to PPDs. The results indicated that PPD concentrations were 12.5-16.4 ng/g. After calculation, the measured bioconcentration factors of each analyte within 48 h were 1.70-33.6 L/kg. These values were much lower than the corresponding predicted bioconcentration factors, because PPD concentrations in vivo had not reached equilibrium during the exposure time of 48 h. This method is simple, sensitive, and suitable for the detection of PPDs in zebrafish embryos, which facilitates future bioaccumulation and toxicity mechanism studies for a comprehensive assessment of the ecological risks of PPDs.
first_indexed 2024-04-09T19:17:07Z
format Article
id doaj.art-b1e870268f1e4e27ae1d0765a509e741
institution Directory Open Access Journal
issn 1004-2997
language English
last_indexed 2024-04-09T19:17:07Z
publishDate 2023-03-01
publisher Editorial Board of Journal of Chinese Mass Spectrometry Society
record_format Article
series Zhipu Xuebao
spelling doaj.art-b1e870268f1e4e27ae1d0765a509e7412023-04-06T03:04:17ZengEditorial Board of Journal of Chinese Mass Spectrometry SocietyZhipu Xuebao1004-29972023-03-0144231432010.7538/zpxb.2023.0003Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic ExtractionLIU Qian-yi10LIAO Xiao-liang11ZHOU Jia-ming12CHEN Zhi-feng13CAI Zong-wei1,241. School of Environmental Science and Engineering, Guangdong University of Technology1. School of Environmental Science and Engineering, Guangdong University of Technology1. School of Environmental Science and Engineering, Guangdong University of Technology1. School of Environmental Science and Engineering, Guangdong University of Technology1. School of Environmental Science and Engineering, Guangdong University of Technology; 2. State Key Laboratory of Environmental and Biological Analysis, Department of Chemistry, Hong Kong Baptist Universityp-Phenylenediamine antioxidants (PPDs) are rubber antioxidants that can suppress oxidation, heat, or light radiation to delay the aging of polymer components and extend the service life of rubber products. In recent years, PPDs have been found in the environment, and their ecological risks remain largely unknown, which cause widespread concern. In this work, a method of gas chromatography-tandem mass spectrometry (GC-MS/MS) with ultrasonic extraction was developed for the determination of PPDs in zebrafish embryos. In order to have good performance, extraction solvents and sorbents were optimized. Under optimal conditions, embryonic samples were combined with 5 mL of dichloromethane and ultrasonically extracted for 15 min. The extraction procedure was repeated twice, after that the resulting extracts were purified by 0.1 g primary secondary amine (PSA). Based on internal standard method, the analytes were detected using GC-MS/MS in selective reaction monitoring (SRM) mode with optimal parameters. The results showed that the chromatographic peaks of analyte were completely separated, and the baseline was smooth. The correlation coefficient (R2) of each analyte exceeded 0.99 in the concentration range of 0.1-200 μg/L. Method detection limits (MDLs) and method quantification limits (MQLs) were in the range of 0.38-0.68 ng/g and 1.28-2.28 ng/g, respectively. Except for the average recovery of N,N′-bis(methylphenyl)-1,4-benzenediamine (DTPD), which was higher than 120%, the average recoveries of N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD), N-phenyl-N′-cyclohexyl-p-phenylenediamine (CPPD) and N-isopropyl-N′-phenyl-1,4-phenylenediamine (IPPD) were 73.1%-109%, and the intra-day and inter-day relative standard deviations (RSDs) were 2.97%-15.0% and 4.76%-18.8%, respectively. In order to demonstrate the feasibility of this method, it was applied to detect PPDs in zebrafish embryos exposed to PPDs. The results indicated that PPD concentrations were 12.5-16.4 ng/g. After calculation, the measured bioconcentration factors of each analyte within 48 h were 1.70-33.6 L/kg. These values were much lower than the corresponding predicted bioconcentration factors, because PPD concentrations in vivo had not reached equilibrium during the exposure time of 48 h. This method is simple, sensitive, and suitable for the detection of PPDs in zebrafish embryos, which facilitates future bioaccumulation and toxicity mechanism studies for a comprehensive assessment of the ecological risks of PPDs.http://www.jcmss.com.cn/CN/article/openArticlePDF.jsp?attachType=PDF&id=3146p-phenylenediamine antioxidants (ppds)zebrafish embryosultrasonic extractiongas chromatography-tandem mass spectrometry (gc-ms/ms)
spellingShingle LIU Qian-yi1
LIAO Xiao-liang1
ZHOU Jia-ming1
CHEN Zhi-feng1
CAI Zong-wei1,2
Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic Extraction
Zhipu Xuebao
p-phenylenediamine antioxidants (ppds)
zebrafish embryos
ultrasonic extraction
gas chromatography-tandem mass spectrometry (gc-ms/ms)
title Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic Extraction
title_full Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic Extraction
title_fullStr Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic Extraction
title_full_unstemmed Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic Extraction
title_short Determination of p-Phenylenediamine Antioxidants in Zebrafish Embryos by Gas Chromatography-Tandem Mass Spectrometry with Ultrasonic Extraction
title_sort determination of p phenylenediamine antioxidants in zebrafish embryos by gas chromatography tandem mass spectrometry with ultrasonic extraction
topic p-phenylenediamine antioxidants (ppds)
zebrafish embryos
ultrasonic extraction
gas chromatography-tandem mass spectrometry (gc-ms/ms)
url http://www.jcmss.com.cn/CN/article/openArticlePDF.jsp?attachType=PDF&id=3146
work_keys_str_mv AT liuqianyi1 determinationofpphenylenediamineantioxidantsinzebrafishembryosbygaschromatographytandemmassspectrometrywithultrasonicextraction
AT liaoxiaoliang1 determinationofpphenylenediamineantioxidantsinzebrafishembryosbygaschromatographytandemmassspectrometrywithultrasonicextraction
AT zhoujiaming1 determinationofpphenylenediamineantioxidantsinzebrafishembryosbygaschromatographytandemmassspectrometrywithultrasonicextraction
AT chenzhifeng1 determinationofpphenylenediamineantioxidantsinzebrafishembryosbygaschromatographytandemmassspectrometrywithultrasonicextraction
AT caizongwei12 determinationofpphenylenediamineantioxidantsinzebrafishembryosbygaschromatographytandemmassspectrometrywithultrasonicextraction