Deltamethrin
(Synonyms: 溴氰菊酯,Decamethrin) 目录号 : GC60128
Deltamethrin是一种II型合成拟除虫菊酯类化合物,在全球范围内作为杀虫剂和杀螨剂。
Cas No.:52918-63-5
Sample solution is provided at 25 µL, 10mM.
Deltamethrin is a type II synthetic pyrethroid that is used as an insecticide and acaricide worldwide [1]. Deltamethrin mainly acts on voltage-sensitive sodium channel, affecting the activation and inactivation mechanism, thereby causing conduction disorders of nerve excitability and neurological dysfunction[2]. Deltamethrin is widely used against a wide range of ectoparasites (i.e. lice, flies and ticks) to protect crops, fruits, vegetables and fish from pests and parasites in terrestrial and aquaculture industries[3].
In vitro, Deltamethrin treatment for 24 hours significantly inhibited the viability of SH-SY5Y cells with an IC50 value of 760μM[4]. Deltamethrin treatment at 10μM for 1 hour enhanced Nrf2 mRNA expression in PC12 cells, and promoted Nrf2 accumulation in the nucleus[5]. Treatment of Jurkat cells with 1μM Deltamethrin for 18 hours significantly inhibited cell viability, resulting in a significant increase in intracellular reactive oxygen species (ROS) levels, accompanied by an increase in caspase-3 activity[6].
In vivo, Deltamethrin treatment via oral administration at a dose of 18mg/kg/day for 15 days can lead to a significant decrease in the antioxidant enzyme activities in the liver and kidneys of Swiss albino male mice[7]. A single oral dose of 1mg/kg Deltamethrin for 48 hours caused endoplasmic reticulum stress in the hippocampus of adult mice, and led to a reduction in the number of immature neurons[8].
References:
[1] Lu Q, Sun Y, Ares I, et al. Deltamethrin toxicity: A review of oxidative stress and metabolism[J]. Environmental research, 2019, 170: 260-281.
[2] Shi T, Zhang Q, Chen X, et al. Overview of deltamethrin residues and toxic effects in the global environment[J]. Environmental Geochemistry and Health, 2024, 46(8): 271.
[3] Pulman D A. Deltamethrin: the cream of the crop[J]. Journal of agricultural and food chemistry, 2011, 59(7): 2770-2772.
[4] Romero A, Ramos E, Castellano V, et al. Cytotoxicity induced by deltamethrin and its metabolites in SH-SY5Y cells can be differentially prevented by selected antioxidants[J]. Toxicology in vitro, 2012, 26(6): 823-830.
[5] Li H Y, Wu S Y, Shi N. Transcription factor Nrf2 activation by deltamethrin in PC12 cells: involvement of ROS[J]. Toxicology letters, 2007, 171(1-2): 87-98.
[6] Sharma N, Banerjee S, Mazumder P M. Evaluation of the mechanism of anticancer activity of deltamethrin in Jurkat-J6 cell line[J]. Pesticide biochemistry and physiology, 2018, 149: 98-103.
[7] Rehman H, Ali M, Atif F, et al. The modulatory effect of deltamethrin on antioxidants in mice[J]. Clinica Chimica Acta, 2006, 369(1): 61-65.
[8] Hossain M M, Belkadi A, Zhou X, et al. Exposure to deltamethrin at the NOAEL causes ER stress and disruption of hippocampal neurogenesis in adult mice[J]. Neurotoxicology, 2022, 93: 233-243.
Deltamethrin是一种II型合成拟除虫菊酯类化合物,在全球范围内作为杀虫剂和杀螨剂[1]。Deltamethrin主要通过作用于电压敏感性钠离子通道,影响通道的激活和失活机制,导致神经兴奋性传导紊乱和神经功能障碍[2]。Deltamethrin广泛应用于陆生和水产养殖业,用于防治虱、蝇、蜱等体外寄生虫,保护作物、水果、蔬菜和鱼类免受害虫侵袭[3]。
在体外,Deltamethrin处理24小时可显著抑制SH-SY5Y细胞活力,IC50值为760μM[4]。10μM的Deltamethrin处理PC12细胞1小时能促进Nrf2 mRNA表达并促进Nrf2在细胞核内累积[5]。1μM的Deltamethrin处理Jurkat细胞18小时会显著抑制细胞活力,导致细胞内活性氧(ROS)水平升高并伴随caspase-3活性增加[6]。
在体内,雄性白化瑞士小鼠每日口服Deltamethrin(18mg/kg/day;持续15天)后,肝脏和肾脏的抗氧化酶活性显著降低[7]。成年小鼠单次口服1mg/kg剂量的Deltamethrin(48小时)可引起海马内质网应激,并导致未成熟神经元数量减少[8]。
Cell experiment [1]: | |
Cell lines | Jurkat-J6 cells |
Preparation Method | Jurkat-J6 cells were cultured in complete RPMI-1640 medium containing 10% FBS, 1% antibiotic-antifungal solution and incubated at 37°C with a continuous supply of 5% CO2. Cells were seeded in 96-well plates at a concentration of 1.0 × 104 cells. Various concentrations of Deltamethrin (0.01, 0.1, 0.5, 1, 10, 50, and 100μM) were added and incubated for 18h at 37°C in 5% CO2. Four hours before the completion of incubation, 10μL of MTT (5mg/mL) was added to each well. After incubation, the plates were centrifuged, the supernatant was discarded, and 100μL of DMSO was added to each well. Absorbance was measured at 570nm in a microplate reader. |
Reaction Conditions | 0.01, 0.1, 0.5, 1, 10, 50, and 100μM; 18h |
Applications | Deltamethrin significantly inhibited the viability of Jurkat-J6 cells in a dose-dependent manner. |
Animal experiment [2]: | |
Animal models | Swiss albino male mice |
Preparation Method | Swiss albino male mice (30±2g) were housed and maintained under standard laboratory conditions. Commercially available pellet feed and water were provided ad libitum. Mice were divided into two groups. At least six mice were included in each group. Control mice (group I) received vehicle (0.2ml corn oil) orally. Mice in the treatment group received Deltamethrin orally at 18mg/kg doses suspended in corn oil. All doses were administered once daily for 15 days. At the end of treatment, mice were sacrificed by cervical dislocation under light anesthesia, and kidneys and livers were removed for the determination of activities of catalase (CAT), glutathione peroxidase (GPx), and glutathione S-transferase (GST). |
Dosage form | 18mg/kg/day for 15 days; p.o. |
Applications | Deltamethrin treatment significantly resulted in significant reductions in GST, CAT, GPx, GST, and CAT activities in mouse liver. |
References: |
Cas No. | 52918-63-5 | SDF | |
别名 | 溴氰菊酯,Decamethrin | ||
Canonical SMILES | O=C([C@H]1C(C)(C)[C@H]1/C=C(Br)\Br)O[C@H](C#N)C2=CC=CC(OC3=CC=CC=C3)=C2 | ||
分子式 | C22H19Br2NO3 | 分子量 | 505.2 |
溶解度 | DMSO: ≥ 100 mg/mL (197.94 mM) | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg |
1 mM | 1.9794 mL | 9.8971 mL | 19.7941 mL |
5 mM | 0.3959 mL | 1.9794 mL | 3.9588 mL |
10 mM | 0.1979 mL | 0.9897 mL | 1.9794 mL |
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