103530-47-8
Chemical Structure
Chuanbeinone
Synonym(s): 22-Epidelavinone
- CAS No.: 103530-47-8
- Formula:C27H43NO2
- Molecular Weight:413.64
IUPAC Name: (3S,4aS,6aS,6bS,8aR,9R,9aR,12S,15aS,15bR,16aS,16bR)-3-hydroxy-9,12,16b-trimethyldocosahydrobenzo[4,5]indeno[1,2-h]pyrido[1,2-b]isoquinolin-5(1H)-one
InChIKey: MWBJDDYEYGDWCZ-BZDKHGNJSA-N
SMILES: C[C@@]12[C@]3([H])[C@](CC([C@@]1([H])C[C@H](CC2)O)=O)([H])[C@@]4([H])[C@@]([C@@]5([H])[C@@]([C@H]([C@]6([H])N(C[C@H](CC6)C)C5)C)([H])CC4)([H])C3
Biological Activity: Chuanbeinone (22-Epidelavinone) is an orally active alkaloid found in Fritillaria pallidiflora. Chuanbeinone shows cytotoxicity against mutiple cancer cells and can induces apoptosis and S phase arrest. Chuanbeinone downregulates Bcl-2, upregulates Bax, and activates caspase-3. Chuanbeinone exerts anti-inflammatory and antitussive effects by reducing pro-inflammatory cytokine (IL-1β, IL-6 and TNF-α) production and mRNA expression, and inhibiting TRIF-, MyD88-, NF-κB-, and MAPK-dependent signaling pathways. Chuanbeinone inhibits AChE and BChE with IC50 values of 7.7 and 0.7 μM. Chuanbeinone can be used for the researches of lung carcinoma, cough, inflammatory diseases[1][2][3][4].
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Chuanbeinone | Chuanbeinone (22-Epidelavinone) is an orally active alkaloid found in Fritillaria pallidiflora. Chuanbeinone shows cytotoxicity against mutiple cancer cells and can induces apoptosis and S phase arrest. Chuanbeinone downregulates Bcl-2, upregulates Bax, and activates caspase-3. Chuanbeinone exerts anti-inflammatory and antitussive effects by reducing pro-inflammatory cytokine (IL-1β, IL-6 and TNF-α) production and mRNA expression, and inhibiting TRIF-, MyD88-, NF-κB-, and MAPK-dependent signaling pathways. Chuanbeinone inhibits AChE and BChE with IC50 values of 7.7 and 0.7 μM. Chuanbeinone can be used for the researches of lung carcinoma, cough, inflammatory diseases. | |||||||||||||||||||||
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- [1]. Wang D, et al. Characterization of the Isosteroidal Alkaloid Chuanbeinone from Bulbus of Fritillaria pallidiflora as Novel Antitumor Agent In Vitro and In Vivo. Planta Med. 2016;82(3):195-204. [Content Brief]
- [2]. Aga EB, et al. Four Isosteroidal Alkaloids from Fritillaria Alleviate Lipopolysaccharide-Induced Inflammation in vitro and in vivo through MyD88- and TRIF-Dependent Signaling Pathways. Chin J Integr Med. 2026 Jan;32(1):54-63. [Content Brief]
- [3]. Lin BQ, et al. Inhibitors of acetylcholine esterase in vitro--screening of steroidal alkaloids from Fritillaria species. Planta Med. 2006 Jul;72(9):814-8. [Content Brief]
- [4]. Wang D, et al. Antitussive, expectorant and anti-inflammatory alkaloids from Bulbus Fritillariae Cirrhosae. Fitoterapia. 2011;82(8):1290-1294. [Content Brief]
Keywords
