Leachianone A

Modify Date: 2024-01-20 17:23:15

Leachianone A Structure
Leachianone A structure
Common Name Leachianone A
CAS Number 97938-31-3 Molecular Weight 438.513
Density 1.2±0.1 g/cm3 Boiling Point 649.7±55.0 °C at 760 mmHg
Molecular Formula C26H30O6 Melting Point N/A
MSDS N/A Flash Point 218.3±25.0 °C

 Use of Leachianone A


Leachianone A, isolated from Radix Sophorae, has anti-malarial, anti-inflammatory, and cytotoxic potent[1]. Leachianone A induces apoptosis involved both extrinsic and intrinsic pathways[2].

 Names

Name (2S)-5,7-Dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-isopro penyl-5-methyl-4-hexen-1-yl]-2,3-dihydro-4H-chromen-4-one
Synonym More Synonyms

 Leachianone A Biological Activity

Description Leachianone A, isolated from Radix Sophorae, has anti-malarial, anti-inflammatory, and cytotoxic potent[1]. Leachianone A induces apoptosis involved both extrinsic and intrinsic pathways[2].
Related Catalog
In Vitro Leachianone A (0-20 μg/ml; 24-72 hours) exhibits a marked inhibition on the survival of HepG2 cells time- and dose-dependently manner, IC50 values are 6.9 μg/ml, 3.4 μg/ml and 2.8 μg/ml in cells with 24-, 48- and 72-hours treatment, respectively[1]. Leachianone A (10-30 μg/ml; 48 hours) indicates that at low concentration of LA (10 μg/ml), a substantial amount of cells is primarily in the early phase of apoptosis, at higher concentrations, induces a shift of the cell population to late apoptotic/ necrotic stage[1]. Leachianone A (10-30 μg/ml; 48 hours) decreases the precursor of caspase-3 in a dose-dependent manner, reduces the protein level of the pro-forms of upstream initiator caspases, caspases-8 and -9, decreases two downstream substrates, namely inhibitor of caspase-activated DNase(ICAD) and poly-ADP-ribose polymerase (PARP) in HepG2 cells[1]. Cell Viability Assay[1] Cell Line: HepG2 cells Concentration: 0 μg/ml, 2 μg/ml, 4 μg/ml, 6 μg/ml, 8 μg/ml, 10 μg/ml, 12 μg/ml, 14 μg/ml, 16 μg/ml, 18 μg/ml, 20 μg/ml Incubation Time: 24-72 hours Result: Inhibited HepG2 cells survival. Apoptosis Analysis[1] Cell Line: HepG2 cells Concentration: 48 hours Incubation Time: 10, 20, and 30 μg/ml Result: Induced the proportion of annexin V-stained cells in both the early and late apoptotic stage. Western Blot Analysis[1] Cell Line: HepG2 cells Concentration: 48 hours Incubation Time: 10, 20, and 30 μg/ml Result: Decreased the protein expression of caspase-3, caspases-8 and -9, reduced ICAD and PARP protein expression.
In Vivo Leachianone A (intravenously injection; 20 mg/kg, 30 mg/kg; once daily; 30 days) significantly diminishes the tumor volume by 17-54% in LA-treated nude mice, when compared with those solely given the vehicle[1]. Animal Model: Male nude mice with human hepatoma HepG2 cells[1] Dosage: 20 mg/kg; 30 mg/kg Administration: Intravenously injection; 20 mg/kg, 30 mg/kg; once daily; 30 days Result: Suppressed the tumor growth in vivo.
References

[1]. Jeong GS, et al. Lavandulyl flavanones from Sophora flavescens protect mouse hippocampal cells against glutamate-induced neurotoxicity via the induction of heme oxygenase-1. Biol Pharm Bull. 2008 Oct;31(10):1964-7.

[2]. Cheung CS, et al. Leachianone A as a potential anti-cancer drug by induction of apoptosis in human hepatoma HepG2 cells. Cancer Lett. 2007 Aug 18;253(2):224-35. Epub 2007 Mar 26.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 649.7±55.0 °C at 760 mmHg
Molecular Formula C26H30O6
Molecular Weight 438.513
Flash Point 218.3±25.0 °C
Exact Mass 438.204254
PSA 96.22000
LogP 7.27
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.597

 Safety Information

Hazard Codes Xi

 Synonyms

(2S)-5,7-Dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-isopropenyl-5-methyl-4-hexen-1-yl]-2,3-dihydro-4H-chromen-4-one
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-, (2S)-
Leachianone A
Isokurarinone
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