Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South China

Recently, 7-diethylamino-4-methylcoumarin (DEAMC) has been identified as a potent antiandrogenic compound in the surface water; however, little is known about the antiandrogenic potentials of other synthetic coumarins and their occurrence in the aquatic ecosystem. In this study, for the first time,...

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Main Authors: Yufeng Lai, Yin Huang, Danlin Yang, Jingchuan Xue, Runlin Chen, Rundong Peng, Siying Zhang, Yufei Li, Guochun Yang, Yuxian Liu
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Toxics
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Online Access:https://www.mdpi.com/2305-6304/12/12/925
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author Yufeng Lai
Yin Huang
Danlin Yang
Jingchuan Xue
Runlin Chen
Rundong Peng
Siying Zhang
Yufei Li
Guochun Yang
Yuxian Liu
author_facet Yufeng Lai
Yin Huang
Danlin Yang
Jingchuan Xue
Runlin Chen
Rundong Peng
Siying Zhang
Yufei Li
Guochun Yang
Yuxian Liu
author_sort Yufeng Lai
collection DOAJ
description Recently, 7-diethylamino-4-methylcoumarin (DEAMC) has been identified as a potent antiandrogenic compound in the surface water; however, little is known about the antiandrogenic potentials of other synthetic coumarins and their occurrence in the aquatic ecosystem. In this study, for the first time, we observed that 7-dimethylamino-4-methylcoumarin (DAMC) elicited androgen receptor (AR) antagonistic activity with a 50% inhibitory concentration (IC<sub>50</sub>) of 1.46 µM, which is 14.3 times more potent than that observed for DEAMC (IC<sub>50</sub> = 20.92 µM). We further collected abiotic (water and sediment) and biotic (plant, plankton, and fish) samples (n = 208) from a subtropical freshwater ecosystem, the Dongjiang River basin, in southern China, and determined the concentrations of the two coumarins in these samples. Overall, DAMC was the predominant compound found in the sediment, plant, algae, zooplankton, and fish muscle samples, with median concentrations at 0.189, 0.421, 0.832, 0.798, and 0.335 ng/g dry wt. (DW), respectively, although it was not detected in any surface water sample. For DEAMC, the median concentrations observed in the surface water, sediment, plant, algae, zooplankton, and fish muscle samples were 0.105 ng/L, 0.012, 0.051, 0.009, 0.008, and 0.181 ng/g DW, respectively. The bioaccumulation factor (BAF) values of DAMC and DEAMC in the algae, zooplankton, and fish muscle exceeded 5000 L/kg, suggesting that the two coumarins may have significant bioaccumulation potentials in aquatic biota. Additionally, the mean daily intake (EDI) of coumarins through fish consumption was estimated as 0.19 ng/kg BW/day for male toddlers. This is the first field study to illustrate the antiandrogenic potential of DAMC and document the widespread occurrence of the two synthetic coumarins in aquatic ecosystems.
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spelling doaj-art-9c877991f3a14ca69b3b32db0445ca9d2025-08-20T02:01:24ZengMDPI AGToxics2305-63042024-12-01121292510.3390/toxics12120925Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South ChinaYufeng Lai0Yin Huang1Danlin Yang2Jingchuan Xue3Runlin Chen4Rundong Peng5Siying Zhang6Yufei Li7Guochun Yang8Yuxian Liu9Key Laboratory of Ministry of Education for Water Quality Security and Protection in Pearl River Delta, School of Environmental Science and Engineering, Guangzhou University, Guangzhou 510006, ChinaKey Laboratory of Ministry of Education for Water Quality Security and Protection in Pearl River Delta, School of Environmental Science and Engineering, Guangzhou University, Guangzhou 510006, ChinaGuangdong Basic Research Center of Excellence for Ecological Security and Green Development, Key Laboratory for City Cluster Environmental Safety and Green Development of the Ministry of Education, School of Ecology, Environment and Resources, Guangdong University of Technology, Guangzhou 510006, ChinaGuangdong Basic Research Center of Excellence for Ecological Security and Green Development, Key Laboratory for City Cluster Environmental Safety and Green Development of the Ministry of Education, School of Ecology, Environment and Resources, Guangdong University of Technology, Guangzhou 510006, ChinaKey Laboratory of Ministry of Education for Water Quality Security and Protection in Pearl River Delta, School of Environmental Science and Engineering, Guangzhou University, Guangzhou 510006, ChinaKey Laboratory of Ministry of Education for Water Quality Security and Protection in Pearl River Delta, School of Environmental Science and Engineering, Guangzhou University, Guangzhou 510006, ChinaKey Laboratory of Ministry of Education for Water Quality Security and Protection in Pearl River Delta, School of Environmental Science and Engineering, Guangzhou University, Guangzhou 510006, ChinaKey Laboratory of Ministry of Education for Water Quality Security and Protection in Pearl River Delta, School of Environmental Science and Engineering, Guangzhou University, Guangzhou 510006, ChinaDepartment of Psychological and Brain Sciences, University of Iowa, Iowa City, IA 52242, USAKey Laboratory of Ministry of Education for Water Quality Security and Protection in Pearl River Delta, School of Environmental Science and Engineering, Guangzhou University, Guangzhou 510006, ChinaRecently, 7-diethylamino-4-methylcoumarin (DEAMC) has been identified as a potent antiandrogenic compound in the surface water; however, little is known about the antiandrogenic potentials of other synthetic coumarins and their occurrence in the aquatic ecosystem. In this study, for the first time, we observed that 7-dimethylamino-4-methylcoumarin (DAMC) elicited androgen receptor (AR) antagonistic activity with a 50% inhibitory concentration (IC<sub>50</sub>) of 1.46 µM, which is 14.3 times more potent than that observed for DEAMC (IC<sub>50</sub> = 20.92 µM). We further collected abiotic (water and sediment) and biotic (plant, plankton, and fish) samples (n = 208) from a subtropical freshwater ecosystem, the Dongjiang River basin, in southern China, and determined the concentrations of the two coumarins in these samples. Overall, DAMC was the predominant compound found in the sediment, plant, algae, zooplankton, and fish muscle samples, with median concentrations at 0.189, 0.421, 0.832, 0.798, and 0.335 ng/g dry wt. (DW), respectively, although it was not detected in any surface water sample. For DEAMC, the median concentrations observed in the surface water, sediment, plant, algae, zooplankton, and fish muscle samples were 0.105 ng/L, 0.012, 0.051, 0.009, 0.008, and 0.181 ng/g DW, respectively. The bioaccumulation factor (BAF) values of DAMC and DEAMC in the algae, zooplankton, and fish muscle exceeded 5000 L/kg, suggesting that the two coumarins may have significant bioaccumulation potentials in aquatic biota. Additionally, the mean daily intake (EDI) of coumarins through fish consumption was estimated as 0.19 ng/kg BW/day for male toddlers. This is the first field study to illustrate the antiandrogenic potential of DAMC and document the widespread occurrence of the two synthetic coumarins in aquatic ecosystems.https://www.mdpi.com/2305-6304/12/12/925coumarinsenvironmental occurrenceaquatic ecosystembioaccumulationhuman exposureantiandrogenic activity
spellingShingle Yufeng Lai
Yin Huang
Danlin Yang
Jingchuan Xue
Runlin Chen
Rundong Peng
Siying Zhang
Yufei Li
Guochun Yang
Yuxian Liu
Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South China
Toxics
coumarins
environmental occurrence
aquatic ecosystem
bioaccumulation
human exposure
antiandrogenic activity
title Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South China
title_full Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South China
title_fullStr Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South China
title_full_unstemmed Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South China
title_short Occurrence, Bioaccumulation, and Human Exposure Risk of the Antiandrogenic Fluorescent Dye 7-(Dimethylamino)-4-methylcoumarin and 7-(Diethylamino)-4-methylcoumarin in the Dongjiang River Basin, South China
title_sort occurrence bioaccumulation and human exposure risk of the antiandrogenic fluorescent dye 7 dimethylamino 4 methylcoumarin and 7 diethylamino 4 methylcoumarin in the dongjiang river basin south china
topic coumarins
environmental occurrence
aquatic ecosystem
bioaccumulation
human exposure
antiandrogenic activity
url https://www.mdpi.com/2305-6304/12/12/925
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