50656-78-5
Chemical Structure
Nirtetralin
- CAS No.: 50656-78-5
- Formula:C24H30O7
- Molecular Weight:430.50
IUPAC Name: (5R,6S,7S)-5-(3,4-dimethoxyphenyl)-4-methoxy-6,7-bis(methoxymethyl)-5,6,7,8-tetrahydronaphtho[2,3-d][1,3]dioxole
InChIKey: LHQDZANQXMRHIV-LZJOCLMNSA-N
SMILES: O(C)C=1C=2[C@H]([C@H](COC)[C@@H](COC)CC2C=C3C1OCO3)C4=CC(OC)=C(OC)C=C4
Biological Activity: Nirtetralin is a lignan. Nirtetralin can be isolated from Phyllanthus urinaria, Phyllanthus virgatus Forst. f., and Phyllanthus niruri L. Nirtetralin undergoes metabolic activation to generate active intermediates, such as nitroalkene ions and nitroso compounds, which can form DNA adducts and induce DNA damage. Nirtetralin induces ROS production in cells. Nirtetralin blocks the epithelial-mesenchymal transition process of cancer cells by altering the expression of related markers. Nirtetralin inhibits the production of HBsAg and HBeAg. Nirtetralin exhibits anticancer activity against oral squamous cell carcinoma. Nirtetralin can be used in studies of oral squamous cell carcinoma and hepatitis B virus infection[1][2].
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Nirtetralin | Nirtetralin is a lignan. Nirtetralin can be isolated from Phyllanthus urinaria, Phyllanthus virgatus Forst. f., and Phyllanthus niruri L. Nirtetralin undergoes metabolic activation to generate active intermediates, such as nitroalkene ions and nitroso compounds, which can form DNA adducts and induce DNA damage. Nirtetralin induces ROS production in cells. Nirtetralin blocks the epithelial-mesenchymal transition process of cancer cells by altering the expression of related markers. Nirtetralin inhibits the production of HBsAg and HBeAg. Nirtetralin exhibits anticancer activity against oral squamous cell carcinoma. Nirtetralin can be used in studies of oral squamous cell carcinoma and hepatitis B virus infection. | |||||||||||||||||||||
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References
- [1]. Murugan R, et al. Interpreting nirtetralin's anticancer efficacy in oral squamous cell carcinoma: Integrating experimental and computational perspectives. Toxicology reports. 2025 Jun;14:102034.
- [2]. Huang RL, et al. Screening of 25 compounds isolated from Phyllanthus species for anti-human hepatitis B virus in vitro. Phytotherapy research : PTR. 2003 May;17(5):449-53.
