| Identification | Back Directory | [Name]
9H-Pyrido[3,4-b]indole-1-carboxylic acid
| [CAS]
26052-96-0 | [Synonyms]
β-Carboline-1-carboxylic Acid
??-Carboline-1-carboxylic acid
9H-Pyrido[3,4-b]indole-1-carboxylic acid | [Molecular Formula]
C12H8N2O2 | [MOL File]
26052-96-0.mol | [Molecular Weight]
212.2 |
| Chemical Properties | Back Directory | [Boiling point ]
538.7±30.0 °C(Predicted) | [density ]
1.497±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: soluble; Methanol: soluble | [form ]
A solid | [pka]
0.83±0.30(Predicted) |
| Hazard Information | Back Directory | [Uses]
β-Carboline 1-carboxylic acid is a β-carboline alkaloid with anti-inflammatory, antifibrotic, antitumor and antibacterial activities. β-Carboline 1-carboxylic acid is the cAMP phosphodiesterase (IC50: 96 μM) and indoleamine 2, 3-dioxygenase (IDO) inhibitor. β-Carboline 1-carboxylic acid is cytotoxic to tumor cells. β-Carboline 1-carboxylic acid inhibits inflammation through the NF-κb/p65 pathway and can reverse epithelial-mesenchymal transition (EMT). In addition, β-Carboline 1-carboxylic acid has strong inhibitory activity against S. aureus (IC50: 47.70 μg/mL) and E. coli (IC50: 19.17 μg/mL)[1][2][3][4]. | [Biological Activity]
β-Carboline-1-carboxylic acid is an alkaloid that has been found in P. quassioides and has diverse biological activities.1,2,3 It reduces LPS-induced increases in MCP-1, TNF-α, IL-6, and IL-1β levels in RAW 264.7 cells when used at a concentration of 15 μg/ml and inhibits the epithelial-to-mesenchymal transition (EMT) induced by TGF-β1 in A549 cells.2 β-Carboline-1-carboxylic acid induces cytotoxicity in CT26.WT, K562, and SGC-7901 cells (IC50s = 14.96, 22.11, and 19.7 μg/ml, respectively) but not HepG2 or A549 cells (IC50s = 36.41 and 41.51 μg/ml, respectively).1 It also inhibits cAMP phosphodiesterase with an IC50 value of 96 μM.3 | [storage]
-20°C | [References]
1.Lai, Z.-Q., Liu, W.-H., Ip, S.-P., et al.Seven alkaloids from Picrasma quassioides and their cytotoxic activitiesChem. Nat. Compd.50(5)884-888(2014)
2.Cui, Y., Jiang, L., Yu, R., et al.β-carboline alkaloids attenuate bleomycin induced pulmonary fibrosis in mice through inhibiting NF-kb/p65 phosphorylation and epithelial-mesenchymal transitionJ. Ethnopharmacol.243112096(2019)
3.Sung, Y.-I., Koike, K., Nikaido, T., et al.Inhibitors of cyclic AMP phosphodiesterase in Picrasma quassioides BENNET, and inhibitory activities of related β-carboline alkaloidsChem. Pharm. Bull. (Tokyo)32(5)1872-1877(1984)
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