476-70-0
Chemical Structure
Boldine
- CAS No.: 476-70-0
- Formula:C19H21NO4
- Molecular Weight:327.37
IUPAC Name: (S)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
InChIKey: LZJRNLRASBVRRX-ZDUSSCGKSA-N
SMILES: OC1=C(OC)C2=C3C(CCN(C)[C@@]3([H])CC4=CC(O)=C(OC)C=C24)=C1
Biological Activity: Boldine is an aporphine alkaloid telomerase (telomerase) inhibitor (IC50 of 0.17 μM for TERT) and a pannexin/connexin hemichannel blocker, with oral activity and blood-brain barrier permeability. Boldine inhibits telomerase activity through direct interaction with the telomerase ribonucleoprotein and non-competitive binding near the TERT active site, and downregulates hTERT mRNA while shifting alternative splicing toward non-functional transcripts. Boldine blocks Panx1, Cx43, Cx26, and Cx30 hemichannels as well as P2X7 receptor-mediated calcium influx. Boldine exhibits antioxidant, anti-inflammatory, antiproliferative, and cytotoxic activities by scavenging ROS, inhibiting NFκB, dephosphorylating SGK1, and reducing TNF-alpha levels. Boldine can be used in research on breast cancer, Alzheimer's disease, glioblastoma, diabetes, and spinal cord injury[1][3][4][6][8].
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Boldine | 99.24% | Boldine is an aporphine alkaloid telomerase (telomerase) inhibitor (IC50 of 0.17 μM for TERT) and a pannexin/connexin hemichannel blocker, with oral activity and blood-brain barrier permeability. Boldine inhibits telomerase activity through direct interaction with the telomerase ribonucleoprotein and non-competitive binding near the TERT active site, and downregulates hTERT mRNA while shifting alternative splicing toward non-functional transcripts. Boldine blocks Panx1, Cx43, Cx26, and Cx30 hemichannels as well as P2X7 receptor-mediated calcium influx. Boldine exhibits antioxidant, anti-inflammatory, antiproliferative, and cytotoxic activities by scavenging ROS, inhibiting NFκB, dephosphorylating SGK1, and reducing TNF-alpha levels. Boldine can be used in research on breast cancer, Alzheimer's disease, glioblastoma, diabetes, and spinal cord injury. | ||||||||||||||||||||
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Boldine (Standard) | 99.83% | Boldine (Standard) is the analytical standard of Boldine (HY-N6973). This product is intended for research and analytical applications. Boldine is an aporphine alkaloid telomerase (telomerase) inhibitor (IC50 of 0.17 μM for TERT) and a pannexin/connexin hemichannel blocker, with oral activity and blood-brain barrier permeability. Boldine inhibits telomerase activity through direct interaction with the telomerase ribonucleoprotein and non-competitive binding near the TERT active site, and downregulates hTERT mRNA while shifting alternative splicing toward non-functional transcripts. Boldine blocks Panx1, Cx43, Cx26, and Cx30 hemichannels as well as P2X7 receptor-mediated calcium influx. Boldine exhibits antioxidant, anti-inflammatory, antiproliferative, and cytotoxic activities by scavenging ROS, inhibiting NFκB, dephosphorylating SGK1, and reducing TNF-alpha levels. Boldine can be used in research on breast cancer, Alzheimer's disease, glioblastoma, diabetes, and spinal cord injury. | ||||||||||||||||||||
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-
Similarity Score 0.87
HY-N3398Lauroscholtzine -
Similarity Score 0.87
HY-N9794Isoboldine -
Similarity Score 0.82
HY-N3183N-Methyllindcarpine -
Similarity Score 0.81
HY-N2352Laurolitsine -
Similarity Score 0.81
HY-N15227(+)-N-Methylhernovine -
Similarity Score 0.81
HY-N2352BLaurolitsine hydriodide -
Similarity Score 0.79
HY-N15701Isocorytuberine -
Similarity Score 0.78
HY-N108242,3,5,6-Tetramethoxyaporphine -
Similarity Score 0.78
HY-N3945RGlaucine (Standard) -
Explore the MedChemAI to find more analogs
References
- [1]. Kazemi Noureini S, et al. Boldine, a natural aporphine alkaloid, inhibits telomerase at non-toxic concentrations. Chemico-biological interactions. 2015 Apr 25;231:27-34.
- [3]. Yi C, et al. Inhibition of glial hemichannels by boldine treatment reduces neuronal suffering in a murine model of Alzheimer's disease. Glia. 2017 Oct;65(10):1607-1625. [Content Brief]
- [4]. Jiménez-Madrona E, et al. Antiproliferative effect of boldine on neural progenitor cells and on glioblastoma cells. Frontiers in neuroscience. 2023;17:1211467.
- [6]. Jang YY, et al. Protective effect of boldine on oxidative mitochondrial damage in streptozotocin-induced diabetic rats. Pharmacological research. 2000 Oct;42(4):361-71.
- [8]. Toro CA, et al. Boldine modulates glial transcription and functional recovery in a murine model of contusion spinal cord injury. Frontiers in cellular neuroscience. 2023;17:1163436.
