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Diallyl Trisulfide Sale

(Synonyms: 二烯丙基三硫化物) 目录号 : GC43439

Diallyl Trisulfide是一种从大蒜中提取的有机硫化合物。

Diallyl Trisulfide Chemical Structure

Cas No.:2050-87-5

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25mg
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Sample solution is provided at 25 µL, 10mM.

Description

Diallyl Trisulfide is an organosulfur compound derived from garlic [1]. Diallyl Trisulfide increases reactive oxygen species (ROS) in cancer cells, leading to oxidative stress and consequently cell cycle arrest (particularly at the G2/M phase) [2]. Diallyl Trisulfide inhibits tumor migration, invasion, and angiogenesis, and may also modulate signaling pathways such as MAPK, STAT3, PKC-δ, and Nrf2/Akt [3]. Diallyl Trisulfide is primarily used to treat gastric, breast, and prostate cancers [4].

In human primary colorectal cancer cells, Diallyl Trisulfide (0-40μM; 24h) reduces cell viability [5]. In colo 205 cells, Diallyl Trisulfide (0-50μM; 24h) reduces cell viability [6].

In diabetic mice ischemia model, Diallyl Trisulfide (500μg/kg; ip; 14d) significantly improved the more severe tissue damage and vascular dysfunction in diabetic mice during ischemic injury [7]. In CT-26 cells xenograft mice model, treatment with Diallyl Trisulfide (10mg/kg, 50mg/kg; ip; 4 weeks) resulted in a decrease in tumor volume and weight [8].

References:
[1]. Liang D, Wu H, Wong M W, et al. Diallyl trisulfide is a fast H2S donor, but diallyl disulfide is a slow one: the reaction pathways and intermediates of glutathione with polysulfides[J]. Organic letters, 2015, 17(17): 4196-4199.
[2]. Na H K, Kim E H, Choi M A, et al. Diallyl trisulfide induces apoptosis in human breast cancer cells through ROS-mediated activation of JNK and AP-1[J]. Biochemical pharmacology, 2012, 84(10): 1241-1250.
[3]. Guo X, Su B. Diallyl Trisulfide Intervention in Redox Homeostasis and Its Multitarget Antitumor Effects[J]. Journal of Agricultural and Food Chemistry, 2025.
[4]. Lu L, Gao Z, Song J, et al. The potential of diallyl trisulfide for cancer prevention and treatment, with mechanism insights[J]. Frontiers in Cell and Developmental Biology, 2024, 12: 1450836.
[5]. Yu C S, Huang A C, Lai K C, et al. Diallyl trisulfide induces apoptosis in human primary colorectal cancer cells[J]. Oncology reports, 2012, 28(3): 949-954.
[6]. Lai K C, Hsu S C, Kuo C L, et al. Diallyl sulfide, diallyl disulfide, and diallyl trisulfide inhibit migration and invasion in human colon cancer colo 205 cells through the inhibition of matrix metalloproteinase‐2,‐7, and‐9 expressions[J]. Environmental toxicology, 2013, 28(9): 479-488.
[7]. Yang H B, Liu H M, Yan J C, et al. Effect of diallyl trisulfide on ischemic tissue injury and revascularization in a diabetic mouse model[J]. Journal of Cardiovascular Pharmacology, 2018, 71(6): 367-374.
[8]. Wu P P, Liu K C, Huang W W, et al. Diallyl trisulfide (DATS) inhibits mouse colon tumor in mouse CT-26 cells allograft model in vivo[J]. Phytomedicine, 2011, 18(8-9): 672-676.

Diallyl Trisulfide是一种从大蒜中提取的有机硫化合物 [1]。Diallyl Trisulfide会增加癌细胞中的活性氧(ROS),导致氧化应激,从而导致细胞周期停滞(尤其是在G2/M期) [2]。Diallyl Trisulfide可抑制肿瘤迁移、侵袭和血管生成,并可能调节MAPK、STAT3、PKC-δ和Nrf2/Akt等信号通路 [3]。二烯丙基三硫化物主要用于治疗胃癌、乳腺癌和前列腺癌 [4]

在人类原发性结直肠癌细胞中,Diallyl Trisulfide(0-40μM;24h)会降低细胞活力 [5]。在Colo 205细胞中,Diallyl Trisulfide(0-50μM;24h)会降低细胞活力 [6]

在糖尿病小鼠缺血模型中,Diallyl Trisulfide(500μg/kg;ip;14d)显著改善了糖尿病小鼠缺血性损伤过程中较严重的组织损伤和血管功能障碍 [7]。在CT-26细胞异种移植小鼠模型中,Diallyl Trisulfide(10mg/kg,50mg/kg;ip;4周)治疗导致肿瘤体积和重量减小 [8]

实验参考方法

Cell experiment [1]:

Cell lines

Human primary colorectal cancer cells

Preparation Method

Human primary colorectal cancer cells were seeded onto 96-well plates at 1×104 cells/well 24h before treatment. The cultures were then rinsed in phenol-free RPMI-1640 medium and incubated with the Diallyl Trisulfide at the final concentrations 0, 10, 20 and 40μM in RPMI-1640 culture medium for 24h. At the end of incubation, 20μL of MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide] (5mg/mL) was added to each well and incubated for 4h at 37℃ then the MTT solution was removed and 200μL dimethylsulfoxide (DMSO) was added to dissolve the crystals. The absorbance of each well at 570nm was measured by using a spectrophotometric plate reader.

Reaction Conditions

0-40μM; 24h

Applications

Diallyl Trisulfide reduces cell viability.
Animal experiment [2]:

Animal models

Diabetic mice ischemia model

Preparation Method

Mice were injected intraperitoneally (ip) with streptozotocin (STZ); 200mg/kg, dissolved in vehicle (0.1mol/L sodium citrate buffer, pH 4.5) or citrate buffer (control). Blood glucose was measured 72 hours after injection. Mice with blood glucose levels < 300mg/dL were injected again with STZ (100mg/kg). Four days after the second STZ injection, blood glucose was measured again. Mice with blood glucose levels > 300mg/dL were considered diabetic. Briefly, two weeks after successful induction of diabetes, the left femoral artery (between the proximal inguinal ligament and the distal popliteal fossa) was ligated and transected under anesthesia (chloral hydrate, 400mg/kg, ip) to produce a severe ischemic model. After induction of ischemia, all animals were randomly divided into four groups of 12: a non-diabetic group treated with Diallyl Trisulfide (or untreated) and a diabetic group treated with DATS (or untreated). The Diallyl Trisulfide treatment group received intraperitoneal injection of 500μg/kg daily for 14 consecutive days starting from the day of ischemia induction.

Dosage form

500μg/kg; ip; 14d

Applications

Diallyl Trisulfide significantly improved the more severe tissue damage and vascular dysfunction in diabetic mice during ischemic injury.

References:
[1]. Yu C S, Huang A C, Lai K C, et al. Diallyl trisulfide induces apoptosis in human primary colorectal cancer cells[J]. Oncology reports, 2012, 28(3): 949-954.
[2]. Yang H B, Liu H M, Yan J C, et al. Effect of diallyl trisulfide on ischemic tissue injury and revascularization in a diabetic mouse model[J]. Journal of Cardiovascular Pharmacology, 2018, 71(6): 367-374.

化学性质

Cas No. 2050-87-5 SDF
别名 二烯丙基三硫化物
Canonical SMILES C=CCSSSCC=C
分子式 C6H10S3 分子量 178.3
溶解度 DMF: 10 mg/ml,DMF:PBS (pH 7.2) (1:4): 0.2 mg/ml,DMSO: 5 mg/ml,Ethanol: 3 mg/ml 储存条件 Store at 2-8°C,stored under nitrogen
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1 mM 5.6085 mL 28.0426 mL 56.0852 mL
5 mM 1.1217 mL 5.6085 mL 11.217 mL
10 mM 560.9 μL 2.8043 mL 5.6085 mL
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