Available from stock

Lycorine hydrochloride

SKU: L0129

Category: Phytochemicals

Synonyms: Lycorine chloride; 2188-68-3
CAS-Number: C₁₆H₁₇NO₄ . HCl
Molecular Formula: 323.77
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: water (15 mg/ml), DMSO, ethanol (10 mg/ml)

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H301
Precautionary statements: P301 + P310
GHS Symbol: GHS06
Signal word: Danger
RIDADR: UN2811
Transportation: Packing Group III

Description: Lycorine is an active alkaloid abundant in Amaryllidaceae with a wide range of biological properties, including antifungal, antiparasitic, antiviral, anti-inflammatory and anticancer activity. It is a protein synthesis by preventing amino acid incorporation into proteins, potentially through the inhibition of peptidyltransferases. Lycorine induces cell cycle arrest and cell death in Trichomonas. As anticancer agent on a molecular basis it induces G0/G1 phase cell cycle arrest and apoptosis, inhibits activity of histone deacetylases (HDACs), upregulates expression of p53 and p21, downregulates expression of cyclin D1 and CDK4, inhibits the Wnt/β-catenin pathway, activates ROCK1and inhibits JAK/STAT pathways. Lycorine exhibits antiviral activities against enterovirus, flaviviruses, Zika virus, HIV-1, SARS-CoV, SARS-CoV-2 and hepatitis C virus, most probably by suppressing viral replication. Lycorine has been shown to inhibit NLRP3 inflammasome activation and pyroptosis.
Smiles: O[C@H]([C@H]1O)C=C2CCN3CC4=CC5=C(OCO5)C=C4[C@@]1([H])[C@]32[H].Cl
InChi Key: VUVNTYCHKZBOMV-NVJKKXITSA-N
References: (1) M. Kukhanova, et al., FEBS Lett. 160, 129 (1983) , (2) R.B. Giordani, et al., Phytochemistry 72, 645 (2011) , (3) L. Li, et al., Cancer Cell Int. 12, 49 (2012) , (4) Z. Cao, et al., Toxicol. Lett. 218, 174 (2013) , (5) J.W. Shen, et al., J. Microbiol. Biotechnol. 24, 354 (2014) , (6) S. Wu, et al., Front. Pharmacol. 9, 881 (2018) , (7) M. Roy, et al., Biomed. Pharmacother. 107, 615 (2018) , (8) W.Y. Liu, et al., Front. Pharmacol. 10, 651 (2019) , (9) H. Hu, et al., Onco. Targets Ther. 12, 5377 (2019) , (10) H. Wang, et al., Br. J. Haematol. 189, 1151 (2020) , (11) Q. Liang, et al., Pharmacol. Res. 158, 104884 (2020) , (12) H. Chen, et al., Virology 546, 88 (2020) , (13) Y.N. Zhang, et al., Emerg. Microbes Infect. 9, 1170 (2020)
InChi: InChI=1S/C16H17NO4.ClH/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19,/h3-5,11,14-16,18-19H,1-2,6-7H2,1H/t11-,14-,15+,16+,/m0./s1

Lycorine is an active alkaloid abundant in Amaryllidaceae with a wide range of biological properties, including antifungal, antiparasitic, antiviral, anti-inflammatory and anticancer activity. It is a protein synthesis by preventing amino acid incorporation into proteins, potentially through the inhibition of peptidyltransferases. Lycorine induces cell cycle arrest and cell death in Trichomonas. As anticancer agent on a molecular basis it induces G0/G1 phase cell cycle arrest and apoptosis, inhibits activity of histone deacetylases (HDACs), upregulates expression of p53 and p21, downregulates expression of cyclin D1 and CDK4, inhibits the Wnt/β-catenin pathway, activates ROCK1and inhibits JAK/STAT pathways. Lycorine exhibits antiviral activities against enterovirus, flaviviruses, Zika virus, HIV-1, SARS-CoV, SARS-CoV-2 and hepatitis C virus, most probably by suppressing viral replication. Lycorine has been shown to inhibit NLRP3 inflammasome activation and pyroptosis.

SKU: L0129 Category: Phytochemicals

Additional information

Additional information

Synonyms	Lycorine chloride
Purity	≥98% (HPLC)
Appearance	White to off-white powder
CAS-Number	2188-68-3
Molecular Formula	C16H17NO4 . HCl
Molecular Weight	323.77
Identity	1H-NMR
Solvents	water (15 mg/ml), DMSO, ethanol (10 mg/ml)
Smiles	O[C@H]([C@H]1O)C=C2CCN3CC4=CC5=C(OCO5)C=C4[C@@]1([H])[C@]32[H].Cl
InChi Key	VUVNTYCHKZBOMV-NVJKKXITSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H301
Precautionary statements	P301 + P310
GHS Symbol	GHS06
Signal word	Danger
RIDADR	UN2811
Transportation	Packing Group III
References	(1) M. Kukhanova, et al., FEBS Lett. 160, 129 (1983), (2) R.B. Giordani, et al., Phytochemistry 72, 645 (2011), (3) L. Li, et al., Cancer Cell Int. 12, 49 (2012), (4) Z. Cao, et al., Toxicol. Lett. 218, 174 (2013), (5) J.W. Shen, et al., J. Microbiol. Biotechnol. 24, 354 (2014), (6) S. Wu, et al., Front. Pharmacol. 9, 881 (2018), (7) M. Roy, et al., Biomed. Pharmacother. 107, 615 (2018), (8) W.Y. Liu, et al., Front. Pharmacol. 10, 651 (2019), (9) H. Hu, et al., Onco. Targets Ther. 12, 5377 (2019), (10) H. Wang, et al., Br. J. Haematol. 189, 1151 (2020), (11) Q. Liang, et al., Pharmacol. Res. 158, 104884 (2020), (12) H. Chen, et al., Virology 546, 88 (2020), (13) Y.N. Zhang, et al., Emerg. Microbes Infect. 9, 1170 (2020)
InChi	InChI=1S/C16H17NO4.ClH/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19,/h3-5,11,14-16,18-19H,1-2,6-7H2,1H/t11-,14-,15+,16+,/m0./s1
Quantity	20 mg, Bulk