83-95-4
83-95-4
Chemical Structure
Skimmianine
- CAS No.: 83-95-4
- Formula:C14H13NO4
- Molecular Weight:259.26
IUPAC Name: 4,7,8-trimethoxyfuro[2,3-b]quinoline
InChIKey: SLSIBLKBHNKZTB-UHFFFAOYSA-N
SMILES: COC1=C2N=C(OC=C3)C3=C(OC)C2=CC=C1OC
Biological Activity: Skimmianine is an orally active furoquiniline alkaloid present mainly in the Rutaceae family. Skimmianine has analgesic, antispastic, sedative, and anti-inflammatory properties. Skimmianine inhibits acetylcholinesterase (AChE) (IC50 = 8.6 μg/mL). Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity. Skimmianine has antioxidant and anti-inflammatory effects on ischemia-reperfusion (IR) injury. Skimmianine exerts anti-inflammatory effects through activation of the phosphatidylinositol-3-kinase (PI3K)-protein kinase B (AKT) pathway. Skimmianine is neuroprotective by targeting the NF-κB activation pathway to prevent neuroinflammation. Skimmianine inhibits the release of histamine, intracellular Ca2+ signaling and protein kinase C signaling[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Skimmianine | 99.93% | Skimmianine is an orally active furoquiniline alkaloid present mainly in the Rutaceae family. Skimmianine has analgesic, antispastic, sedative, and anti-inflammatory properties. Skimmianine inhibits acetylcholinesterase (AChE) (IC50 = 8.6 μg/mL). Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity. Skimmianine has antioxidant and anti-inflammatory effects on ischemia-reperfusion (IR) injury. Skimmianine exerts anti-inflammatory effects through activation of the phosphatidylinositol-3-kinase (PI3K)-protein kinase B (AKT) pathway. Skimmianine is neuroprotective by targeting the NF-κB activation pathway to prevent neuroinflammation. Skimmianine inhibits the release of histamine, intracellular Ca2+ signaling and protein kinase C signaling. | ||||||||||||||||||||
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Skimmianine (Standard) | ≥98% | Skimmianine (Standard) is the analytical standard of Skimmianine. This product is intended for research and analytical applications. Skimmianine is an orally active furoquiniline alkaloid present mainly in the Rutaceae family. Skimmianine has analgesic, antispastic, sedative, and anti-inflammatory properties. Skimmianine inhibits acetylcholinesterase (AChE) (IC50 = 8.6 μg/mL). Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity. Skimmianine has antioxidant and anti-inflammatory effects on ischemia-reperfusion (IR) injury. Skimmianine exerts anti-inflammatory effects through activation of the phosphatidylinositol-3-kinase (PI3K)-protein kinase B (AKT) pathway. Skimmianine is neuroprotective by targeting the NF-κB activation pathway to prevent neuroinflammation. Skimmianine inhibits the release of histamine, intracellular Ca2+ signaling and protein kinase C signaling. | ||||||||||||||||||||
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Kokusaginine | 98% | Kokusaginine is a furoquinoline alkaloids, which exhibits inhibitory efficacy for acetylcholinesterase (AChE) with an IC50 of 28.2 μM. Kokusaginine exhibits anti-proliferative and apoptotic inducing effects in MCF-7/ADR cells. | ||||||||||||||||||||
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Maculosidine | Maculosidine is a furoquinoline alkaloid that can be isolated from Balfourodendron riedelianum. Maculosidine inhibits ATP synthesis, basal, phosphorylating and uncoupled electron transport in plants. Maculosidine inhibits Hill reaction on spinach chloroplasts. | |||||||||||||||||||||
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Robustine | 99.70% | Robustine, a furoquinoline alkaloid, from Dictamnus albus, exhibits inhibitory potency against human phosphodiesterase 5 (hPDE5A) in vitro. | ||||||||||||||||||||
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Acronycidine | Acronycidine is a quinoline alkaloid with antimalarial activity and can be extracted from Acronychia baueri Schott. Acronycidine can be utilized in malari research. | |||||||||||||||||||||
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Anhydroevoxine | Anhydroevoxine is a furoquinoline alkaloid that can be found in Vepris glomerata. Anhydroevoxine demonstrates in vitro antioxidant activity, reducing Fe3+ to Fe2+ and scavenging DPPH radicals. | |||||||||||||||||||||
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7-O-Isopentenyl-γ-fagarine | 7-O-Isopentenyl-γ-fagarine is an alkaloid that can be isolated from Peltostigma guatemalense. 7-O-Isopentenyl-γ-fagarine has antibacterial and antimalarial activities in vitro. | |||||||||||||||||||||
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Evoxine | Evoxine (Haplophytin B) is a compound that selectively inhibits CO2-induced immunosuppression and has activity in inhibiting the expression of interleukin-6 and chemokine CCL2 in human THP-1 macrophages. Evoxine shows antimicrobial activity against a wide range of bacteria, especially performing well in minimum inhibitory concentration (MIC) tests against Escherichia coli, Bacillus subtilis, and Staphylococcus aureus. Evoxine extracts may find application in crude drug preparations in West Africa, provided that their in vivo toxicity results are negative. | |||||||||||||||||||||
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γ-Fagarine | 99.73% | γ-Fagarine is a furoquinoline alkaloid naturally occurring in Rutae Herba. γ-Fagarine has strong anti-HCV activities with IC50 of 20.4 μg/mL and is also a sister chromatid exchanges (SCEs) inducer. | ||||||||||||||||||||
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Haplopine | 99.49% | Haplopine is a substance with anti-inflammatory, antioxidant and photoactivated antibacterial activities. It also acts as an inhibitor of UGT1A7 and a photoactivated restriction endonuclease inhibitor. Haplopine inhibits the mRNA/protein expression of IL-6, TSLP, GM-CSF, G-CSF, IL-4, IL-13 and COX-2, while upregulating the mRNA/protein expression of SOD, CAT and HO-1. Haplopine inhibits the glucuronidation reaction catalyzed by UGT1A7 through competitive hydrophobic binding. Haplopine exerts photoactivated restriction endonuclease inhibitory effects by binding to DNA. Haplopine exhibits photoactivated activity against methicillin-resistant Staphylococcus aureus. Haplopine alleviates symptoms of atopic dermatitis. Haplopine can be used in research related to atopic dermatitis and methicillin-resistant Staphylococcus aureus infections. | ||||||||||||||||||||
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Evolitrine | 99.95% | Evolitrine (7-Methoxydictamnine; Evolitrin) is isolated from Acronychia pedunculata and show anti-inflammatory and antifeedant activities. | ||||||||||||||||||||
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References
- [1]. Huang A, et al. Metabolic Profile of Skimmianine in Rats Determined by Ultra-Performance Liquid Chromatography Coupled with Quadrupole Time-of-Flight Tandem Mass Spectrometry. Molecules. 2017 Mar 23;22(4). [Content Brief]
- [2]. Ayaz, H., et al., (2024). Skimmianine Showed Neuroprotection against Cerebral Ischemia/Reperfusion Injury. Current issues in molecular biology, 46(7), 7373–7385. [Content Brief]
- [3]. Ratheesh, M., et al., (2013). Anti-inflammatory effect of quinoline alkaloid skimmianine isolated from Ruta graveolens L. Inflammation research : official journal of the European Histamine Research Society ... [et al.], 62(4), 367–376. [Content Brief]
- [4]. Yang, Z.-d., Zhang, D.-b., Ren, J., et al. (2011) Skimmianine, a furoquinoline alkaloid from Zanthoxylum nitidum as a potential acetylcholinesterase inhibitor. Med. Chem. Res. 21, 722-725.
