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Enantioselective mechanism of toxic effects of triticonazole against Chlorella pyrenoidosa.
Ecotoxicol Environ Saf. 2019 Dec 15; 185:109691.EE

Abstract

The rational use and the environmental safety of chiral pesticides have attracted significant research interest. Here, enantioselective toxic effects and the selective toxic mechanism of triticonazole (TRZ) against the aquatic microalgae Chlorella pyrenoidosa were studied. The 96h-EC50 values of rac-, (R)-(-)-, and (S)-(+)-TRZ were 1.939, 0.853, and 22.002 mg/L, respectively. At a concentration of 1 mg/L, the contents of photosynthetic pigments of C. pyrenoidosa exposed to (R)-(-)-TRZ were lower than if exposed to S-(+)-form and racemate. Transmission electron microscopic images showed that the R-(-)-form compromised the integrity of cells and disrupted the chloroplast structure. R-(-)-TRZ stimulated vast reactive oxygen species (ROS) and significantly increased superoxide dismutase (SOD) and catalase (CAT) activities, as well as malondialdehyde (MDA) content. For lipid accumulation experiments, nicotinamide adenine dinucleotide (NADH) and triacylglycerol (TAG) accumulations in algal cells treated with R-(-)-TRZ were 171.50% and 280.76%, respectively, compared with the control group. This far exceeded levels of algal cells treated with S-(+)- and rac-TRZ. Based on these data, R-(-)-TRZ was concluded to selectively affect the photosynthetic system, antioxidant system, and lipid synthesis of algal cells, thus causing enantioselective toxic effects of TRZ against C. pyrenoidosa, which indicating that the use of racemate may cause unpredictable environmental harm. Therefore, to reduce the hidden dangers of chiral pesticides for the ecological environment, the environmental risk of TRZ should be evaluated at the stereoselective level.

Authors+Show Affiliations

Department of Applied Chemistry, China Agricultural University, Yuanmingyuan West Road 2, Beijing, 100193, China.Department of Applied Chemistry, China Agricultural University, Yuanmingyuan West Road 2, Beijing, 100193, China; Beijing Advanced Innovation Center for Food Nutrition and Human Health, Yuanmingyuan West Road 2, Beijing, 100193, China.Department of Applied Chemistry, China Agricultural University, Yuanmingyuan West Road 2, Beijing, 100193, China; Beijing Advanced Innovation Center for Food Nutrition and Human Health, Yuanmingyuan West Road 2, Beijing, 100193, China.Department of Applied Chemistry, China Agricultural University, Yuanmingyuan West Road 2, Beijing, 100193, China; Beijing Advanced Innovation Center for Food Nutrition and Human Health, Yuanmingyuan West Road 2, Beijing, 100193, China.Department of Applied Chemistry, China Agricultural University, Yuanmingyuan West Road 2, Beijing, 100193, China.College of Agronomy, Shanxi Agricultural University, Mingxian South Road 1, Shanxi, 030800, China.Department of Applied Chemistry, China Agricultural University, Yuanmingyuan West Road 2, Beijing, 100193, China.Department of Applied Chemistry, China Agricultural University, Yuanmingyuan West Road 2, Beijing, 100193, China; Beijing Advanced Innovation Center for Food Nutrition and Human Health, Yuanmingyuan West Road 2, Beijing, 100193, China. Electronic address: zqzhou@cau.edu.cn.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31563746

Citation

Liu, Rui, et al. "Enantioselective Mechanism of Toxic Effects of Triticonazole Against Chlorella Pyrenoidosa." Ecotoxicology and Environmental Safety, vol. 185, 2019, p. 109691.
Liu R, Deng Y, Zhang W, et al. Enantioselective mechanism of toxic effects of triticonazole against Chlorella pyrenoidosa. Ecotoxicol Environ Saf. 2019;185:109691.
Liu, R., Deng, Y., Zhang, W., Zhang, L., Wang, Z., Li, B., Diao, J., & Zhou, Z. (2019). Enantioselective mechanism of toxic effects of triticonazole against Chlorella pyrenoidosa. Ecotoxicology and Environmental Safety, 185, 109691. https://doi.org/10.1016/j.ecoenv.2019.109691
Liu R, et al. Enantioselective Mechanism of Toxic Effects of Triticonazole Against Chlorella Pyrenoidosa. Ecotoxicol Environ Saf. 2019 Dec 15;185:109691. PubMed PMID: 31563746.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective mechanism of toxic effects of triticonazole against Chlorella pyrenoidosa. AU - Liu,Rui, AU - Deng,Yue, AU - Zhang,Wenjun, AU - Zhang,Luyao, AU - Wang,Zikang, AU - Li,Bingyan, AU - Diao,Jinling, AU - Zhou,Zhiqiang, Y1 - 2019/09/26/ PY - 2019/06/25/received PY - 2019/09/14/revised PY - 2019/09/17/accepted PY - 2019/9/30/pubmed PY - 2019/12/27/medline PY - 2019/9/30/entrez KW - Chlorella pyrenoidosa KW - Ecotoxicity KW - Enantioselective mechanism KW - Triticonazole SP - 109691 EP - 109691 JF - Ecotoxicology and environmental safety JO - Ecotoxicol Environ Saf VL - 185 N2 - The rational use and the environmental safety of chiral pesticides have attracted significant research interest. Here, enantioselective toxic effects and the selective toxic mechanism of triticonazole (TRZ) against the aquatic microalgae Chlorella pyrenoidosa were studied. The 96h-EC50 values of rac-, (R)-(-)-, and (S)-(+)-TRZ were 1.939, 0.853, and 22.002 mg/L, respectively. At a concentration of 1 mg/L, the contents of photosynthetic pigments of C. pyrenoidosa exposed to (R)-(-)-TRZ were lower than if exposed to S-(+)-form and racemate. Transmission electron microscopic images showed that the R-(-)-form compromised the integrity of cells and disrupted the chloroplast structure. R-(-)-TRZ stimulated vast reactive oxygen species (ROS) and significantly increased superoxide dismutase (SOD) and catalase (CAT) activities, as well as malondialdehyde (MDA) content. For lipid accumulation experiments, nicotinamide adenine dinucleotide (NADH) and triacylglycerol (TAG) accumulations in algal cells treated with R-(-)-TRZ were 171.50% and 280.76%, respectively, compared with the control group. This far exceeded levels of algal cells treated with S-(+)- and rac-TRZ. Based on these data, R-(-)-TRZ was concluded to selectively affect the photosynthetic system, antioxidant system, and lipid synthesis of algal cells, thus causing enantioselective toxic effects of TRZ against C. pyrenoidosa, which indicating that the use of racemate may cause unpredictable environmental harm. Therefore, to reduce the hidden dangers of chiral pesticides for the ecological environment, the environmental risk of TRZ should be evaluated at the stereoselective level. SN - 1090-2414 UR - https://www.unboundmedicine.com/medline/citation/31563746/Enantioselective_mechanism_of_toxic_effects_of_triticonazole_against_Chlorella_pyrenoidosa_ DB - PRIME DP - Unbound Medicine ER -