2490-83-7
Chemical Structure
O-Methylbulbocapnine
- No. CAS: 2490-83-7
- Formula:C20H21NO4
- Molecular Weight:339.39
InChIKey: GDVPELGSXTWKDA-ZDUSSCGKSA-N
SMILES: COC1=C2C3=C(OCO4)C4=CC5=C3[C@](N(CC5)C)([H])CC2=CC=C1OC
Biological Activity: O-Methylbulbocapnine is an aporphine alkaloid that acts as an inhibitor of LPS-induced inflammatory signaling and a dopamine D1R antagonist. O-Methylbulbocapnine inhibits LPS-induced phosphorylation of p38, ERK1/2, c-Jun, NF-κB p65 at Ser536, and Akt, decreases MyD88 protein levels, and reduces NF-κB nuclear translocation and DNA-binding activity. O-Methylbulbocapnine inhibits LPS-induced production of IL-6, TNF-α, PGE2, and NO, and decreases COX-2 and iNOS expression. O-Methylbulbocapnine can be used for research on Alzheimer's disease, cervical cancer, breast cancer, and malaria[1][2][3][4][5][6][7][8][9][10].
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O-Methylbulbocapnine | O-Methylbulbocapnine is an aporphine alkaloid that acts as an inhibitor of LPS-induced inflammatory signaling and a dopamine D1R antagonist. O-Methylbulbocapnine inhibits LPS-induced phosphorylation of p38, ERK1/2, c-Jun, NF-κB p65 at Ser536, and Akt, decreases MyD88 protein levels, and reduces NF-κB nuclear translocation and DNA-binding activity. O-Methylbulbocapnine inhibits LPS-induced production of IL-6, TNF-α, PGE2, and NO, and decreases COX-2 and iNOS expression. O-Methylbulbocapnine can be used for research on Alzheimer's disease, cervical cancer, breast cancer, and malaria. | |||||||||||||||||||||
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References
- [1]. Yodkeeree S, et al. O-Methylbulbocapnine and Dicentrine Suppress LPS-Induced Inflammatory Response by Blocking NF-κB and AP-1 Activation through Inhibiting MAPKs and Akt Signaling in RAW264.7 Macrophages. Biological & pharmaceutical bulletin. 2018;41(8):1219-1227.
- [2]. Yodkeeree S, et al. Anti-invasion effect of crebanine and O-methylbulbocapnine from Stephania venosa via down-regulated matrix metalloproteinases and urokinase plasminogen activator. Chemical & pharmaceutical bulletin. 2013;61(11):1156-65.
- [3]. Kang H, et al. Discovery of dopamine D1 receptor antagonists from Stephania epigaea using label-free cell phenotypic assays. Fitoterapia. 2025 Oct;186:106832.
- [4]. HY-N21890-3.pdf
- [5]. Chen JJ, et al. Anti-platelet aggregation alkaloids and lignans from Hernandia nymphaeifolia. Planta medica. 2000 Apr;66(3):251-6.
- [6]. Stévigny C, et al. Cytotoxic and antitumor potentialities of aporphinoid alkaloids. Current medicinal chemistry. Anti-cancer agents. 2005 Mar;5(2):173-82.
- [7]. HY-N21890-8.pdf
- [8]. Peng CaiYing PC, et al. A new alkaloid from the fruit of Nandina domestica Thunb.
- [9]. Chen KS, et al. Bioactive alkaloids from Illigera luzonensis. Journal of natural products. 1997 Jun;60(6):645-7.
- [10]. Le PM, et al. Stephanine from Stephania venosa (Blume) Spreng Showed Effective Antiplasmodial and Anticancer Activities, the Latter by Inducing Apoptosis through the Reverse of Mitotic Exit. Phytotherapy research : PTR. 2017 Sep;31(9):1357-1368. [Content Brief]