33627-28-0
Chemical Structure
Britannin
- CAS No.: 33627-28-0
- Formula:C19H26O7
- Molecular Weight:366.41
IUPAC Name: (3aR,4S,4aS,5S,7S,7aS,8R,9aS)-5-hydroxy-4a,8-dimethyl-3-methylene-2-oxododecahydroazuleno[6,5-b]furan-4,7-diyl diacetate
InChIKey: JXEGMONJOSAULB-IZZBGLMFSA-N
SMILES: C[C@]12[C@@]([C@@H](C[C@@](O3)([H])[C@](C(C3=O)=C)([H])[C@@H]2OC(C)=O)C)([H])[C@@H](OC(C)=O)C[C@@H]1O
Biological Activity: Britannin is an NLRP3 inhibitor with an IC50 of 3.630 μM, exhibiting anti-inflammatory activity. Britannin inhibits the activation and assembly of the NLRP3 inflammasome by blocking the interaction between NLRP3 and NEK7. Additionally, Britannin demonstrates antitumor activity by inhibiting the proliferation of tumor cells through blocking the interaction between HIF-1α and Myc, thereby suppressing PD-L1 expression and enhancing cytotoxic T lymphocyte activity. Britannin can also induce apoptosis and autophagy in liver cancer cells by activating ROS-regulated AMPK. Britannin holds promise for research in the fields of anti-inflammatory and antitumor therapeutics[1][2][3][4][5].
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Britannin | 99.93% | Britannin is an NLRP3 inhibitor with an IC50 of 3.630 μM, exhibiting anti-inflammatory activity. Britannin inhibits the activation and assembly of the NLRP3 inflammasome by blocking the interaction between NLRP3 and NEK7. Additionally, Britannin demonstrates antitumor activity by inhibiting the proliferation of tumor cells through blocking the interaction between HIF-1α and Myc, thereby suppressing PD-L1 expression and enhancing cytotoxic T lymphocyte activity. Britannin can also induce apoptosis and autophagy in liver cancer cells by activating ROS-regulated AMPK. Britannin holds promise for research in the fields of anti-inflammatory and antitumor therapeutics. | ||||||||||||||||||||
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- [1]. Cui YQ The suppressive effects of Britannin (Bri) on human liver cancer through inducing apoptosis and autophagy via AMPK activation regulated by ROS. Biochem Biophys Res Commun. 2018 Mar 11;497(3):916-923. [Content Brief]
- [2]. Park HH, et al. Britanin suppresses LPS-induced nitric oxide, PGE2 and cytokine production via NF-κB and MAPK inactivation in RAW 264.7 cells. Int Immunopharmacol. 2013 Feb;15(2):296-302. [Content Brief]
- [3]. Moghadam MH, et al. Anti-proliferative activity and apoptotic potential of britannin, a sesquiterpene lactone from Inula aucheriana. Nat Prod Commun. 2012 Aug;7(8):979-80. [Content Brief]
- [4]. Shao, Jj., Li, Wf., Sun, Jf. et al. Britannin as a novel NLRP3 inhibitor, suppresses inflammasome activation in macrophages and alleviates NLRP3-related diseases in mice. Acta Pharmacol Sin, 2024, 45, 803–814. [Content Brief]
- [5]. Zhang YF, et al. Britannin stabilizes T cell activity and inhibits proliferation and angiogenesis by targeting PD-L1 via abrogation of the crosstalk between Myc and HIF-1α in cancer. Phytomedicine. 2021 Jan;81:153425. [Content Brief]
Keywords