Thymol
(Synonyms: 百里酚) 目录号 : GC38667
Thymol是一种酚类化合物,具有多种药理活性,如抗菌、抗癌、抗糖尿病、抗神经退行性和抗风湿活性。
Cas No.:89-83-8
Sample solution is provided at 25 µL, 10mM.
Thymol is a phenolic compound with multiple pharmacological activities, such as antibacterial, anticancer, antidiabetic, antineurodegenerative and antirheumatic activities[1]. Thymol is a transient receptor potential ankyrin subtype 1 channel (TRPA1) agonist[2]. Thymol can show significant activity against bacteria, fungi and parasites by destroying microbial cell membranes, inhibiting enzyme activity and interfering with energy metabolism[3].
In vitro, Thymol (0-150μM) treatment of bladder cancer cells (T24, SW780, J82 cells) and non-malignant urothelial cells (SV-HUC-1 cells) for 0-36h inhibited cell viability in a time- and dose-dependent manner and induced cell cycle arrest at the G2/M phase[4]. Thymol (5μM) treatment of A549 cells for 48h inhibited the epithelial-mesenchymal transition and motility of cells[5].
In vivo, oral administration of Thymol (400mg/kg) to treat pleurisy model rats significantly inhibited inflammatory edema and reduced the amount of pleuritic exudate by 34.2%[6]. Thymol (5mg/kg) was treated by intraperitoneal injection in male albino mice and reduced the mitotic index (MI) of mouse bone marrow cells[7].
References:
[1] Aljelehawy Q H A, Mohammadi S, Mohamadian E, et al. Antimicrobial, anticancer, antidiabetic, antineurodegenerative, and antirheumatic activities of thymol: clarification of mechanisms[J]. Micro Nano Bio Aspects, 2023, 2(1): 1-7.
[2] De La Chapa J J, Singha P K, Lee D R, et al. Thymol inhibits oral squamous cell carcinoma growth via mitochondria‐mediated apoptosis[J]. Journal of Oral Pathology & Medicine, 2018, 47(7): 674-682.
[3] Nourbakhsh F, Lotfalizadeh M, Badpeyma M, et al. From plants to antimicrobials: Natural products against bacterial membranes[J]. Phytotherapy Research, 2022, 36(1): 33-52.
[4] Li Y, Wen J, Du C, et al. Thymol inhibits bladder cancer cell proliferation via inducing cell cycle arrest and apoptosis[J]. Biochemical and biophysical research communications, 2017, 491(2): 530-536.
[5] Li T, Shi J, Wang L, et al. Thymol targeting interleukin 4 induced 1 expression reshapes the immune microenvironment to sensitize the immunotherapy in lung adenocarcinoma[J]. MedComm, 2023, 4(5): e355.
[6] Fachini-Queiroz F C, Kummer R, Estevao-Silva C F, et al. Effects of thymol and carvacrol, constituents of Thymus vulgaris L. essential oil, on the inflammatory response[J]. Evidence‐Based Complementary and Alternative Medicine, 2012, 2012(1): 657026.
[7] Abed R M. Cytotoxic, cytogenetics and immunomodulatory effects of thymol from Thymus vulgaris on cancer and normal cell lines in vitro and in vivo[J]. Al-Mustansiriyah J Sci, 2011, 22(4): 41-53.
Thymol是一种酚类化合物,具有多种药理活性,如抗菌、抗癌、抗糖尿病、抗神经退行性和抗风湿活性[1]。Thymol是一种瞬时受体电位锚蛋白亚型1通道(TRPA1)激动剂[2]。Thymol能够通过破坏微生物细胞膜、抑制酶活性及干扰能量代谢,对细菌、真菌和寄生虫表现出显著活性[3]。
在体外,Thymol(0-150μM)处理膀胱癌细胞(T24、SW780、J82细胞)和非恶性尿路上皮细胞(SV-HUC-1细胞)0-36h,以时间和剂量依赖性方式抑制了细胞活力,诱导了细胞周期停滞在G2/M期[4]。Thymol(5μM)处理A549细胞48h,抑制了细胞的上皮间质转化和运动活性[5]。
在体内,Thymol(400mg/kg)通过口服治疗胸膜炎模型大鼠,显著抑制了炎症性水肿,减少了胸膜炎性渗出物量34.2%[6]。Thymol(5mg/kg)通过腹腔注射处理雄性白化小鼠,降低了小鼠骨髓细胞有丝分裂指数(MI)[7]。
Cell experiment [1]: | |
Cell lines | T24, SW780, J82, SV-HUC-1 cells |
Preparation Method | Bladder cancer cells T24, SW780, J82 and non-malignant urothelial cells SV-HUC-1 were treated with different concentrations of Thymol (0, 25, 50, 100, 150μM) for 24h or a certain dose (100μM) of Thymol for different times (0, 6, 12, 24, 36h). Changes in cell viability were measured by MTT assay. |
Reaction Conditions | 0, 25, 50, 100, 150μM; 0, 6, 12, 24, 36h |
Applications | Thymol inhibited bladder cancer cell proliferation in a dose and time-dependent manner. |
Animal experiment [2]: | |
Animal models | Male Wistar rats |
Preparation Method | The animals were orally pretreated with Thymus vulgaris essential oil (TEO) (250, 500, or 750mg/kg), Carvacrol (100, 200, or 400mg/kg), and Thymol (100, 200, or 400mg/kg). Indomethacin (5mg/kg) and Celecoxib (10mg/kg) were used as standard drugs. Control rats received only water. One hour later, all of the animals, with the exception of the normal group, received an intrapleural injection of carrageenan (200μg/animal). Four hours later, the animals were euthanized, and the pleural exudate was collected. |
Dosage form | 100, 200, 400mg/kg; p.o. |
Applications | Thymol significantly reduced the volume of pleural inflammatory exudates by 34.2%, at a dose of 400 mg/kg. |
References: |
Cas No. | 89-83-8 | SDF | |
别名 | 百里酚 | ||
Canonical SMILES | OC1=CC(C)=CC=C1C(C)C | ||
分子式 | C10H14O | 分子量 | 150.22 |
溶解度 | DMSO: 125 mg/mL (832.11 mM) | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg |
1 mM | 6.6569 mL | 33.2845 mL | 66.569 mL |
5 mM | 1.3314 mL | 6.6569 mL | 13.3138 mL |
10 mM | 0.6657 mL | 3.3285 mL | 6.6569 mL |
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