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58311-20-9

58311-20-9 Structure

58311-20-9 Structure
IdentificationBack Directory
[Name]

(3R,4R)-3-[(1,3-Benzodioxole-5-yl)methyl]-4-(3,4-dimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one
[CAS]

58311-20-9
[Synonyms]

(-)-Kusunokinin
(2R,3R)-2-(3",4"-methylenedioxybenzyl)-3-(3',4'-dimethoxybenzyl)-butyrolactone
(3R,4R)-3-[(1,3-Benzodioxole-5-yl)methyl]-4-(3,4-dimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one
(3R,4R)-3-(1,3-Benzodioxol-5-ylmethyl)-4-[(3,4-dimethoxyphenyl)methyl]dihydro-2(3H)-furanone
[3R,(-)]-3α-(1,3-Benzodioxole-5-ylmethyl)-4β-(3,4-dimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one
2(3H)-Furanone, 3-(1,3-benzodioxol-5-ylmethyl)-4-[(3,4-dimethoxyphenyl)methyl]dihydro-, (3R,4R)-
[Molecular Formula]

C21H22O6
[MOL File]

58311-20-9.mol
[Molecular Weight]

370.4
Chemical PropertiesBack Directory
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Cryst.
Hazard InformationBack Directory
[Description]

Kusunokinin displays significant activity against intracellular amastigotes (IC(50)?=?17?μM) and trypomastigotes (IC(50)?=?51?μM) without hemolytic activity.
[Uses]

Kusunokinin ((-)-Kusunokinin) is a nature product that could be isolated form P. nigrum. Kusunokinin has anticancer activity. Kusunokinin arrests cell cycle at G2/M phase and induce apoptosis[1].
[in vivo]

Kusunokinin ((-)-Kusunokinin; 7 and 14 mg/kg; i.h.; 3 times a week for 2 weeks) attenuates tumor growth in NMU-induced breast cancer rats through the down-regulation of signaling molecules (c-Src, PI3K, Akt and Erk1/2)[1].

Animal Model:Female Sprague Dawley rats (7 weeks of age)[1]
Dosage:7 and 14 mg/kg
Administration:Subcutaneous injection, 3 times a week for 2 weeks
Result:Inhibited the mammary tumor growth and decreased tumor volume.
Down-regulated c-Src, Erk1/2 and PI3K proteins and decreased Akt proteins.
Inhibited downstream molecules in the cell cycle (c-Myc, E2f-1, CDK1 and cyclin B1) and metastasis (E-cadherin, MMP-2 and MMP-9).
[target]

Antifection
[References]

[1] Tedasen A, et, al. (-)-Kusunokinin inhibits breast cancer in N-nitrosomethylurea-induced mammary tumor rats. Eur J Pharmacol. 2020 Sep 5;882:173311. DOI:10.1016/j.ejphar.2020.173311
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