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AdipoGen Life Sciences
Narciclasine
90
CHF
CHF 90.00
In stock
AG-CN2-0524-C500500 µgCHF 90.00
AG-CN2-0524-M0011 mgCHF 160.00
| Product Details | |
|---|---|
| Synonyms | (+)-Narciclasine; (+)-Lycoricidinol; BRN1087400; NSC266535 |
| Product Type | Chemical |
| Properties | |
| Formula |
C14H13NO7 |
| MW | 307.3 |
| CAS | 29477-83-6 |
| RTECS | JI5000000 |
| Source/Host Chemicals | Isolated from Narcissus sp. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | Pale grey powder. |
| Solubility | Soluble in DMSO (30mg/ml). |
| Identity | Determined by 1H-NMR. |
| InChi Key | LZAZURSABQIKGB-AEKGRLRDSA-N |
| Smiles | OC1=C(C(N[C@]2([H])C3=C[C@H](O)[C@@H](O)[C@H]2O)=O)C3=CC4=C1OCO4 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Plant growth modulator/inhibitor.
- Anticancer agent. Exhibits antiproliferative and pro-apoptotic effects in carcinoma cells and displays cytotoxic activity against a panel of 60 cancer cell lines. Shown to promote autophagy-induced apoptosis and to slow cell cycle progression.
- Inhibits protein synthesis by interacting with the 60S ribosome subunit.
- Regulates the Rho/ROCK/LIM kinase/cofilin pathway. Stimulates RhoA activation and induces actin polymerization.
- Anti-obesity agent. Attenuates diet-induced obesity (DIO) in mice by promoting oxidative metabolism in skeletal muscle and energy expenditure.
- Anti-inflammatory agent suppressing NF-κB-dependent gene transcription.
- Antiviral agent in vitro.
- Antifungal agent.
- Shown to inhibit amyloid plaque formation in an Alzheimer's disease model.
Product References
- Narciclasine: an antimitotic substance from Narcissus bulbs: G. Ceriotti; Nature 213, 595 (1967)
- Narciclasine: an antitumour alkaloid which blocks peptide bond formation by eukaryotic ribosomes: L. Carrasco, et al.; FEBS Lett. 52, 236 (1975)
- Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances: B. Gabrielsen, et al.; J. Nat. Prod. 55, 1569 (1992)
- The Amaryllidaceae isocarbostyril narciclasine induces apoptosis by activation of the death receptor and/or mitochondrial pathways in cancer cells but not in normal fibroblasts: P. Dumont, et al.; Neoplasia 9, 766 (2007)
- Chemistry, biology and medicinal potential of Narciclasine and its congeners: A. Kornienko & A. Evidente: Chem. Rev. 108, 1982 (2008) (Review)
- Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents: L. Ingrassia, et al.; J. Med. Chem. 52, 1100 (2009)
- Narciclasine, a plant growth modulator, activates Rho and stress fibers in glioblastoma cells: F. Lefranc, et al.; Mol. Cancer Ther. 8, 1739 (2009)
- Narciclasine as well as other Amaryllidaceae isocarbostyrils are promising GTP-ase targeting agents against brain cancers: G. Van Goietsenoven, et al.; Med. Res. Rev. 33, 439 (2013) (Review)
- Narciclasine inhibits the responses of Arabidopsis roots to auxin: Y. Hu, et al.; Planta 236, 597 (2012)
- Haemanthus coccineus extract and its main bioactive component narciclasine display profound anti-inflammatory activities in vitro and in vivo: S. Fuchs, et al.; J. Cell Mol. Med. 19, 1021 (2015)
- Effect of Lycoris chejuensis and Its Active Components on Experimental Models of Alzheimer's Disease: J. Kim, et al.; J. Agric. Food Chem. 63, 6979 (2015)
- Narciclasine - an Amaryllidaceae alkaloid with potent antitumor and anti-inflammatory properties: R. Furst, et al.; Planta Med. 82, 1389 (2016) (Review)
- Narciclasine attenuates diet-induced obesity by promoting oxidative metabolism in skeletal muscle: S.G. Julien, et al.; PLoS Biol. 15, e1002597 (2017)
- Metabolism: Narciclasine boosts energy metabolism: C. Greenhill; Nat. Rev. Endocrinol. 13, 189 (2017) (Review)
- Narciclasine induces autophagy-dependent apoptosis in triple-negative breast cancer cells by regulating the AMPK-ULK1 axis: C. Cao, et al.; Cell Prolif. 51, e12518 (2018)
- Insight to the antifungal properties of Amaryllidaceae constituents: J.J Nair & J. van Staden; Phytomedicine 73, 152753 (2020) (Review)