CAS 490-91-5 Thymoquinone - Analytical Products / Alfa Chemistry

CAT	AP490915
CAS	490-91-5
Structure
MDL Number	MFCD00001602
Molecular Weight	164.20
EC Number	207-721-1
InChI Key	KEQHJBNSCLWCAE-UHFFFAOYSA-N

Description	analytical standard
Assay	≥98.5% (GC)
BP	230-232 °C (lit.)
Grade	analytical standard
MP	45-47 °C (lit.)
Size	100MG

Epigenetic Role of Thymoquinone: Impact on Cellular Mechanism and Cancer Therapeutics

Md Asaduzzaman Khan, Mousumi Tania, Junjiang Fu

Drug Discov Today. 2019 Dec;24(12):2315-2322.

PMID: 31541714

Immunomodulatory and Anti-inflammatory Effects of Thymoquinone

Hanieh Shaterzadeh-Yazdi, Mohammad-Foad Noorbakhsh, Farzad Hayati, Saeed Samarghandian, Tahereh Farkhondeh

Cardiovasc Hematol Disord Drug Targets. 2018;18(1):52-60.

PMID: 29437018

Spices for Prevention and Treatment of Cancers

Jie Zheng, Yue Zhou, Ya Li, Dong-Ping Xu, Sha Li, Hua-Bin Li

Nutrients. 2016 Aug 12;8(8):495.

PMID: 27529277

Thymoquinone (2-Isoprpyl-5-methyl-1, 4-benzoquinone) as a chemopreventive/anticancer Agent: Chemistry and Biological Effects

Anas Ahmad, Rakesh Kumar Mishra, Akshay Vyawahare, Ajay Kumar, Muneeb U Rehman, Wajhul Qamar, Abdul Quaiyoom Khan, Rehan Khan

Saudi Pharm J. 2019 Dec;27(8):1113-1126.

PMID: 31885471

Thymoquinone: A Novel Strategy to Combat Cancer: A Review

Muhammad Imran, Abdur Rauf, Imtiaz Ali Khan, Muhammad Shahbaz, Tahira Batool Qaisrani, Sri Fatmawati, Tareq Abu-Izneid, Ali Imran, Khaliq Ur Rahman, Tanweer Aslam Gondal

Biomed Pharmacother. 2018 Oct;106:390-402.

PMID: 29966985

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Case Study

Synthesis of Thymoquinone-Coated Magnetic Nanoparticles (TQ-MNPs)

Yıldırım, Metin, et al. Biochemical and Biophysical Research Communications 734 (2024): 150464.

Breast cancer is the most common cancer among women worldwide. Thymoquinone (TQ) exhibits various bioactivities, including anticancer, antidiabetic, antimicrobial, analgesic, antioxidant, and anti-inflammatory effects. However, its limited solubility in water results in poor bioavailability, hindering its efficacy in cancer treatment. This study aims to prepare magnetic nanoparticles (TQ-MNPs) carrying TQ based on pHEMA to enhance bioavailability and therapeutic effectiveness against breast cancer.
Synthesis of Thymoquinone-Coated Magnetic Nanoparticles (TQ-MNPs): TQ-MNPs were prepared using a microemulsion polymerization method. The first aqueous phase was created by dissolving 0.375 g of stabilizer PVA, 57.7 mg of surfactant SDS, and 46.9 mg of NaHCO₃ in 20 mL of deionized (DI) water. The second aqueous phase was prepared as the dispersion medium by dissolving 0.2 g of stabilizer PVA and 0.2 g of surfactant SDS in 400 mL of DI water. Then, 0.8 mL of HEMA and 4.2 mL of crosslinker EGDMA were mixed to form the oil phase. To this oil phase, 90 mg of TQ and 0.2 g of magnetite (Fe₃O₄) were added and mixed at 200 rpm for 15 minutes using a magnetic stirrer. The monomer phase containing magnetite was then added to the second aqueous phase (dispersion medium) under stirring and mixed at 200 rpm for 30 minutes using a homogenizer to form a microemulsion. The resulting microemulsion mixture was transferred to a 1 L three-necked glass flask and slowly stirred at 500 rpm while heating. After the mixture reached 40 °C before polymerization, the reaction medium was exposed to nitrogen and then replaced with oxygen for 15 minutes. Finally, 0.230 g of NaHSO₃ and 0.252 g of APS initiator were added to the reaction medium, and polymerization continued under these conditions for 24 hours. After cooling the reactor, the synthesized nanospheres were centrifuged at 30,000 rpm and precipitated and removed from the reaction medium. They were washed with a mixture of ethanol and water (25/75, v/v) to completely remove soluble components from the structure and stored in the refrigerator until use.

Synthesis of Customized Thymoquinone Intercalated Layered Double Hydroxide (LDH) Nanocomposites

Jeyakumar, Grace Felciya Sekar, et al. Applied Clay Science 252 (2024): 107339.

Customized thymoquinone (TQ) intercalated layered double hydroxide (LDH) nanocomposites can be used to accelerate mineralization, thereby enhancing osteogenesis.
Co-precipitation Method for Synthesizing Zn-Fe LDH: Dissolve 50 mM zinc nitrate hexahydrate and 25 mM iron nitrate nonahydrate in distilled water. This mixture is referred to as Solution I. Dissolve 200 mM sodium nitrate and 100 mM NaOH in distilled water, referred to as Solution II. While stirring vigorously, add Solution II dropwise to Solution I. Allow the mixture to stand for 1 hour, then centrifuge at 10,000 rpm for 30 minutes. Wash the particles several times with distilled water and dry them in a hot air oven at 70 °C for 14 hours. After multiple optimizations, the final concentration is obtained.
In Situ Co-precipitation Method for Synthesizing TQ-Zn-Fe LDH: Dissolve 50 mM zinc nitrate hexahydrate and 25 mM iron nitrate nonahydrate in distilled water to prepare Solution I. Dissolve 200 mM thymoquinone and 100 mM NaOH in distilled water, designated as Solution II. Add Solution II dropwise to Solution I under vigorous stirring. Let the mixture stand for 1 hour, then centrifuge at 10,000 rpm for 30 minutes. Wash the precipitate several times with distilled water and dry in a hot air oven at 70 °C for 14 hours.

Preparation of Thymoquinone-Loaded Fe₃O₄ NPs

Kumar, Selvaraj Rajesh, et al. Nanoscale Advances 2.8 (2020): 3209-3221.

The synergistic effect of porous PVPylated Fe₃O₄ nanostructures loaded with thymoquinone enables effective pH-dependent drug release and demonstrates anticancer potential against triple-negative cancer cells.
Preparation of Thymoquinone-Loaded Fe₃O₄ NPs: In brief, 200 mg of PVPylated Fe₃O₄ NPs were suspended in 40 mL of deionized (DI) water and subjected to ultrasonic treatment to obtain uniformly dispersed particles. A predetermined concentration of 1-ethyl-3[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC) and N-hydroxysuccinimide (NHS) was added, followed by further ultrasonic treatment. Then, the desired amount of thymoquinone was added, and the mixture was stirred at room temperature for 24 hours. Finally, the resulting black precipitate was washed with DI water to remove unbound drug molecules. At the end of the process, TQ-PVP-Fe₃O₄ NPs were collected using an external strong magnet and then further dried in a vacuum oven.

Thymoquinone

Synthesis of Thymoquinone-Coated Magnetic Nanoparticles (TQ-MNPs)

Synthesis of Customized Thymoquinone Intercalated Layered Double Hydroxide (LDH) Nanocomposites

Preparation of Thymoquinone-Loaded Fe3O4 NPs

Preparation of Thymoquinone-Loaded Fe₃O₄ NPs