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AdipoGen Life Sciences
Taspine
95
CHF
CHF 95.00
In stock
AG-CN2-0544-M0011 mgCHF 95.00
AG-CN2-0544-M0055 mgCHF 380.00
AG-CN2-0544-M01010 mgCHF 600.00
| Product Details | |
|---|---|
| Synonyms | Thaspine; NSC 76022; NSC 618155; NSC 688259 |
| Product Type | Chemical |
| Properties | |
| Formula |
C20H19NO6 |
| MW | 369.4 |
| CAS | 602-07-3 |
| Source/Host Chemicals | Isolated from Croton lechleri. |
| Purity Chemicals | ≥98% (1H-NMR) |
| Appearance | White to off-white solid. |
| Solubility | Soluble in ethanol, methanol, chloroform or DMSO. Insoluble in water. |
| Identity | Determined by 1H-NMR. |
| InChi Key | MTAWKURMWOXCEO-UHFFFAOYSA-N |
| Smiles | CN(CCC1=CC(OC)=C(O2)C(C3=C(C2=O)C=CC(OC)=C3O4)=C1C4=O)C |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +20°C |
| Long Term Storage | -20°C |
| Handling Advice |
Keep cool and dry. Protect from light and oxygen. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS | Inquire |
| Product Specification Sheet | |
| Datasheet |
 Download PDF |
Description
- Taspine is an alkaloid with multifunctional pharmacological properties, including apoptosis-inducing, anti-angiogenic, anticancer, cytotoxic, anti-inflammatory and wound-healing activities, thereby modulating multiple targets.
- Taspine is a potent acetylcholinesterase (AChE) inhibitor and wound healing promoter (cicatrizant), by regulating the expression of keratinocyte growth factor (KGF; FGF-7) in early phases.
- Taspine has anticancer properties targeting DNA topoisomerase IB and was shown to be a dual topoisomerase inhibitor.
- Taspine is an apoptosis-inducing compound. It induces conformational activation of the pro-apoptotic proteins Bak and Bax, mitochondrial cytochrome c release and mitochondrial membrane permeabilization. It induced tumor apoptosis in vitro and in vivo.
- Taspine can inhibit tumor angiogenesis acting as a multi-target VEGFR-2 inhibitor. Taspine was shown to downregulate VEGF expression and inhibit the proliferation of vascular endothelial cells through PI3 kinase and MAPK signaling pathways. The anti-angiogenic activity of taspine may depend on its EGF secretion properties and therefore the modulation of the EGFR signaling pathways, mediating MAPK (Erk1/2) but Akt signals.
- Taspine is a human P2X4 receptor inhibitor, mediating its effect through PI3-kinase inhibition. Activation of P2X4 is associated with inflammation involving peripheral and central inflammatory cell types. It also has been shown to act as a potent TLR2 antagonist, contributing to its anti-inflammatory properties.
Product References
- South American plants II: taspine isolation and anti-inflammatory activity: G.P. Perdue, et al.; J. Pharm. Sci. 68, 124 (1979)
- Taspine is the cicatrizant principle in Sangre de Grado extracted from Croton lechleri: A.J. Vaisberg, et al.; Planta Med. 55, 140 (1989)
- Enhancement of wound healing by the alkaloid taspine defining mechanism of action: B.H. Porras-Reyes, et al.; Proc. Soc. Exp. Biol. Med. 203, 18 (1993)
- Total Synthesis of Taspine: T.R. Kelly & R.L. Xie; J. Org. Chem. 63, 8045 (1998)
- Taspine: Bioactivity-Guided Isolation and Molecular Ligand - Target Insight of a Potent Acetylcholinesterase Inhibitor from Magnolia x soulangiana: J.M. Rollinger, et al.; J. Nat. Prod. 69, 1341 (2006)
- Taspine downregulates VEGF expression and inhibits proliferation of vascular endothelial cells through PI3 kinase and MAP kinase signaling pathways: J. Zhao, et al.; Biomed. Pharmacother. 62, 383 (2008)
- Suppression of tumor-induced angiogenesis by taspine isolated from Radix et Rhizoma Leonticis and its mechanism of action in vitro: Y. Zhang, et al.; Cancer Lett. 262, 103 (2008)
- Identification of a Novel Topoisomerase Inhibitor Effective in Cells Overexpressing Drug Efflux Transporters: W. Fayad, et al.; PLoS One 4, e7238 (2009)
- Antitumor activity of taspine by modulating the EGFR signaling pathway of Erk1/2 and Akt in vitro and in vivo: Y. Zhang, et al.; Planta Med. 77, 1774 (2011)
- Effects of taspine on proliferation and apoptosis by regulating caspase-3 expression and the ratio of Bax/Bcl-2 in A431 cells: Y. Zhang, et al.; Phytother. Res. 25, 357 (2011)
- Revealing multi-binding sites for taspine to VEGFR-2 by cell membrane chromatography zonal elution: H. Du, et al.; J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 887-888, 67 (2012)
- A natural anticancer agent thaspine targets human topoisomerase IB: S. Castelli, et al.; Anticancer Agents Med. Chem. 13, 356 (2013)
- Taspine is a natural product that suppresses P2X4 receptor activity via phosphoinositide 3-kinase inhibition: I.B. Nadzirin, et al.; Br. J. Pharmacol. 178, 4859 (2021)
- Effect of Taspine hydrochloride on the repair of rat skin wounds by regulating keratinocyte growth factor signal: X. Wang, et al.; Bioengineered 13, 789 (2022)
- Discovery of novel aporphine alkaloid derivative as potent TLR2 antagonist reversing macrophage polarization and neutrophil infiltration against acute inflammation: J. Yang, et al.; Acta Pharm. Sin. B. 13, 3782 (2023)