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466-61-5

466-61-5 structure
466-61-5 structure
  • Name: Lycopodine
  • Chemical Name: lycopodine
  • CAS Number: 466-61-5
  • Molecular Formula: C16H25NO
  • Molecular Weight: 247.37600
  • Catalog: Signaling Pathways Apoptosis Caspase
  • Create Date: 2018-08-05 09:32:26
  • Modify Date: 2024-01-02 22:24:07
  • Lycopodine, a pharmacologically important bioactive component derived from Lycopodium clavatumspores, triggers apoptosis by modulating 5-lipoxygenase, and depolarizing mitochondrial membrane potential in refractory prostate cancer cells without modulating p53 activity[1]. Lycopodine inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation[2].

Name lycopodine
Synonyms (15R)-15-Methyllycopodan-5-one
Description Lycopodine, a pharmacologically important bioactive component derived from Lycopodium clavatumspores, triggers apoptosis by modulating 5-lipoxygenase, and depolarizing mitochondrial membrane potential in refractory prostate cancer cells without modulating p53 activity[1]. Lycopodine inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation[2].
Related Catalog
Target

Caspase-3

In Vitro Lycopodine (5.22-78.3 μg/mL; 12 hours) has 50% viability at 57.62±0.086 μg/mL and 51.46±1.43 μg/mL for PC3 and LnCaP, respectively[1]. Treated with Lycopodine (74-222 mM; 12 hours), the apoptotic index is with respect to the gradual increase in doses for the PC3 and LnCaP cells[1]. Lycopodine (74-222 mM; 12 hours) induces cell cycle arrest at G0/G1 phase in PC3 and LnCaP cells[1]. Lycopodine (0-200 µg/mL; 48 hours) shows cytotoxicity to HeLa cells in a dose and time dependent manner. However, Lycopodine shows minimal cytotoxic effects in normal peripheral blood mononuclear cells (PBMC) even at the highest dose (200 µg/mL)[2]. Lycopodine (100, 200 µg/mL; 24 hours) increases level of Bax and decreases the mitochondrial cytochrome c. This is followed by an increase in expression of cytochrome c in cytosolic fraction. Lycopodine also cleaves the caspase-3 in the total cell lysate, while the expression of Bcl-2 is down regulated[2]. Cell Viability Assay[1] Cell Line: PC3 and LnCaP cells Concentration: 5.22-78.3 μg/mL Incubation Time: 12 hours Result: Reached 50% viability at 57.62±0.086 μg/mL and 51.46±1.43 μg/mL for PC3 and LnCaP, respectively. Apoptosis Analysis[1] Cell Line: PC3 and LnCaP cells Concentration: 74, 148, 222 mM Incubation Time: 12 hours Result: The apoptotic index was with respect to the gradual increase in doses. Cell Cycle Analysis[1] Cell Line: PC3 and LnCaP cells Concentration: 74, 148, 222 mM Incubation Time: 12 hours Result: Arrested growth of the cells at G0/G1 phase in the case of PC3 and LnCaP cells. Cell Cytotoxicity Assay[2] Cell Line: Hela cells and PBMC Concentration: 0-200 µg/mL Incubation Time: 48 hours Result: A linear increase of the cytotoxicity was along with the increase of time of treatment and also of the dose. Western Blot Analysis[2] Cell Line: HeLa cells Concentration: 100, 200 µg/mL Incubation Time: 24 hours Result: Increased level of Bax and decreased the mitochondrial cytochrome c.
References

[1]. Bishayee K, et al. Lycopodine triggers apoptosis by modulating 5-lipoxygenase, and depolarizing mitochondrial membrane potential in androgen sensitive and refractory prostate cancer cells without modulating p53 activity: signaling cascade and drug-DNA interaction. Eur J Pharmacol. 2013 Jan 5;698(1-3):110-21.

[2]. Mandal SK, et al. Lycopodine from Lycopodium clavatum extract inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation. Eur J Pharmacol. 2010 Jan 25;626(2-3):115-22.

Density 1.106g/cm3
Boiling Point 373.464ºC at 760 mmHg
Molecular Formula C16H25NO
Molecular Weight 247.37600
Flash Point 137.245ºC
Exact Mass 247.19400
PSA 20.31000
LogP 2.94810
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.556
HS Code 2933990090
HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%