Allicin
(Synonyms: 大蒜素; Diallyl thiosulfinate) 目录号 : GC34462
Allicin是新鲜压碎的大蒜提取物中的主要生物活性成分。
Cas No.:539-86-6
Sample solution is provided at 25 µL, 10mM.
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Allicin is the main biologically active component of the freshly crushed garlic extracts[1]. Allicin has wide-ranging biological effects including antioxidative, anticancer, antimicrobial, and antifungal activities[2-5].
In vitro, treatment of HeLa, SW480, and L-929 cells with Allicin(0-100μM; 24h) inhibited the growth of cancer cells, induced the formation of apoptotic bodies and nuclear condensation, caused a typical DNA ladder, and activated caspases-3, -8, and -9 as well as cleaved poly(ADP-ribose) polymerase[3]. Treatment of lung adenocarcinoma cells with Allicin (0-20µM; 24h) dose-dependently inhibited cell adhesion, invasion, and migration, decreased mRNA and protein levels of MMP-2 and MMP-9, increased TIMP-1 and TIMP-2 levels, and suppressed AKT phosphorylation (P<0.05) without affecting total AKT expression[6].
In vivo, in a murine model of sporotrichosis induced by Sporothrix schenckii, oral administration of Allicin (400mg/kg/day for 15 days) enhanced antifungal activity by reducing fungal load and increased nitric oxide production, modulated immune responses by influencing cytokine release from peritoneal macrophages[5]. In a murine model of imiquimod-induced psoriasis-like dermatitis, topical application of Allicin (1.7, 3.4, and 5.0mg/g) twice daily for 6 consecutive days significantly improved the epidermal structure by inhibiting keratinocyte proliferation and reducing apoptosis, while decreasing the secretion of inflammatory cytokines (IL-17A/F, IL-22, IL-12, IL-20), chemokines (CXCL2, CXCL5, CCL20), and anti-bacterial peptides (S100a8/9) by directly inhibiting the IL-17-induced TRAF6/MAPK/NF-κB and STAT3/NF-κB signaling cascades[7].
References:
[1] Ankri S, Mirelman D. Antimicrobial properties of allicin from garlic. Microbes Infect. 1999;1(2):125-129.
[2] Chan JY, Yuen AC, Chan RY, Chan SW. A review of the cardiovascular benefits and antioxidant properties of allicin. Phytother Res. 2013;27(5):637-646.
[3] Oommen S, Anto RJ, Srinivas G, Karunagaran D. Allicin (from garlic) induces caspase-mediated apoptosis in cancer cells. Eur J Pharmacol. 2004;485(1-3):97-103.
[4] Müller A, Eller J, Albrecht F, et al. Allicin Induces Thiol Stress in Bacteria through S-Allylmercapto Modification of Protein Cysteines. J Biol Chem. 2016;291(22):11477-11490.
[5] Burian JP, Sacramento LVS, Carlos IZ. Fungal infection control by garlic extracts (Allium sativum L.) and modulation of peritoneal macrophages activity in murine model of sporotrichosis. Braz J Biol. 2017;77(4):848-855.
[6] Huang L, Song Y, Lian J, Wang Z. Allicin inhibits the invasion of lung adenocarcinoma cells by altering tissue inhibitor of metalloproteinase/matrix metalloproteinase balance via reducing the activity of phosphoinositide 3-kinase/AKT signaling. Oncol Lett. 2017;14(1):468-474.
[7] Zhang L, Ma X, Shi R, et al. Allicin ameliorates imiquimod-induced psoriasis-like skin inflammation via disturbing the interaction of keratinocytes with IL-17A. Br J Pharmacol. 2023;180(5):628-646.
Allicin是新鲜压碎的大蒜提取物中的主要生物活性成分[1]。Allicin具有广泛的生物效应，包括抗氧化、抗癌、抗菌和抗真菌活性[2-5]。
在体外实验中，用Allicin（0-100µM；24小时）处理HeLa、SW480和L-929细胞，能够抑制癌细胞生长，诱导凋亡小体的形成和核浓缩，导致典型的DNA梯状条带出现，并激活了半胱天冬酶-3、-8 和 -9 以及裂解的聚腺苷二磷酸核糖聚合酶[3]。在肺腺癌细胞中，Allicin（0-20µM；24小时）剂量依赖性地抑制了细胞的黏附、侵袭和迁移能力，降低了基质金属蛋白酶（MMP-2和-9的mRNA和蛋白水平，增加了组织金属蛋白酶抑制因子（TIMP-1和-2的水平，并抑制了AKT的磷酸化（P<0.05），但不影响AKT的总蛋白表达[6]。
在体内实验中，在由申克孢子菌（Sporothrix schenckii）诱导的小鼠孢子丝菌病模型中，口服给予Allicin（400mg/kg/天；连续15天），通过减少真菌负荷和增加一氧化氮的产生增强了抗真菌活性，并通过影响腹膜巨噬细胞释放的细胞因子调节免疫反应[5]。在由咪喹莫特诱导的小鼠银屑病样皮炎模型中，局部应用Allicin（1.7、3.4和5.0mg/g），每天两次，连续6天，通过抑制角质形成细胞的增殖和减少凋亡显著改善了表皮结构，同时通过直接抑制IL-17诱导的TRAF6/MAPK/NF-κB和STAT3/NF-κB信号级联，减少了炎症细胞因子（IL-17A/F、IL-22、IL-12、IL-20）、趋化因子（CXCL2、CXCL5、CCL20）和抗菌肽（S100a8/9）的分泌[7]。
| Cell experiment [1]: | |
Cell lines | Lung adenocarcinoma cell lines A549 and H1299 |
Preparation Method | The two lung adenocarcinoma cell lines A549 and H1299 were cultured in Dulbecco's modified Eagle's medium with 10% FBS, 100U/ml penicillin and 100mg/ml streptomycin at 37˚C in a humidified atmosphere with 5% CO2. Cells (104cells per well) were seeded onto 96 well plates, incubated overnight at 37˚C and then incubated in various concentrations of Allicin (0, 1.0, 2.5, 5.0, 7.5, 10.0, 15.0 and 20.0µM) for 24h. The medium was then removed and the MTT solution (0.5mg/ml) was added to the cell culture. Following incubation for 4h at 37˚C, the reaction was stopped by adding dimethylsulfoxide (0.5mg/ml). At the end, absorbance was measured spectrophotometrically at 570nm. |
Reaction Conditions | 0-20μM; 24h |
Applications | Allicin dose-dependently inhibited cell adhesion, invasion, and migration. |
| Animal experiment [2]: | |
Animal models | Male and female BALB/c mice |
Preparation Method | Randomly selected male and female BALB/c mice were divided into seven groups (n=6), as follows: normal control group (NC), imiquimod(IMQ) group, vehicle control group, Allicin-low-dose group (AL, 1.7mg/g), Allicin-middle-dose group (AM, 3.4mg/g), Allicin-high-dose group (AH, 5.0mg/g), and positive group, with the commonly used first-line treatment for psoriasis, 0.005% calcipotriol cream. Five square centimetres of the dorsal skin of mice were exposed by shaving dorsal hair. A daily topical dose of 62.5mg IMQ for inducing a psoriasis-like skin was administered at 9:00 AM for six consecutive days. Then mice were treated with Allicin ointment twice, at an interval of 4h. Vehicle control mice were topically treated with a control Allicin-free gel. We used the cumulative psoriasis area and severity index (PASI) score to assess the severity of skin lesions, which consist of erythema, scale, and thickness. The score was graded independently from 0 to 4: 0, none; 1, slight; 2, moderate; 3, marked; 4, very marked. The PASI scores of the mice were recorded on the first day of IMQ treatment. The experiment was terminated on the seventh day, and following humane killing of the mice, the back skin was dissected rapidly and flash frozen in liquid nitrogen and stored at -80℃ for subsequent analyses. |
Dosage form | 1.7, 3.4, and 5.0mg/g; topical bid; 6 days |
Applications | Allicin significantly improved the epidermal structure by inhibiting keratinocyte proliferation and reducing apoptosis. |
References: | |
| Cas No. | 539-86-6 | SDF | |
| 别名 | 大蒜素; Diallyl thiosulfinate | ||
| Canonical SMILES | C=CCS(SCC=C)=O | ||
| 分子式 | C6H10OS2 | 分子量 | 162.27 |
| 溶解度 | DMSO : 5 mg/mL (30.81 mM);Water : < 0.1 mg/mL (insoluble) | 储存条件 | 4°C, away from moisture and light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.1626 mL | 30.8128 mL | 61.6257 mL |
| 5 mM | 1.2325 mL | 6.1626 mL | 12.3251 mL |
| 10 mM | 0.6163 mL | 3.0813 mL | 6.1626 mL |
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动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
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| % DMSO % % Tween 80 % saline | ||||||||||
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2.
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- Purity: >98.00%
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