Isochamaejasmin
Isochamaejasmin is a biflavonoid with anti-cancer, antiplasmodial and insecticidal activities. Isochamaejasmin displays a potent NF-κB (NF-κB) activation activity. Isochamaejasmin could cause DNA damage and induce apoptosis via the mitochondrial pathway in AW1 cells. Isochamaejasmin also has a moderate antiplasmodial activity (IC50 of 7.3 μM for P. falciparum) and relatively low cytotoxicity (CC50 of 29.0 μM).
For research use only. We do not sell to patients.
- CAS No.: 93859-63-3
- Formula: C30H22O10
- Molecular Weight:542.49
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Isochamaejasmin (6.25-100 μM; 24-72 h) shows potential toxicity against AW1 cells via time- and dose-dependent manners. Isochamaejasmin (1000 mg/L, 500 mg/L, 250 mg/L, 125 mg/L, 62.5 mg/L; 24 h, 48 h, 72 h, and 96 h) has potential toxicity against H. zea larvae via time- and dose-dependent manners[1].
Isochamaejasmin (40-80 μM; 24 h) causes DNA damage and increases the levels of γH2AX and OGG1 in AW1 cells. The cell cycle is arrested at the G2/M phase[1].
Isochamaejasmin (20-80 μM; 24 h) induces apoptosis of AW1 cells in a dose-dependent manner[1].
Isochamaejasmin (20-80 μM; 24 h) shows decline in the MMP, upregulation of Bax/Bcl-2 expression resulting in the release of cytochrome c into the cytosol, activation of caspase-3/9, and cleavage of PARP[1].
Isochamaejasmin shows a dose-dependent rise in the reactive oxygen species (ROS) levels, accumulation of a lipid peroxidation product, and inactivation of antioxidant enzymes in AW1 cells[1].
Isochamaejasmin induces the expression of a NF-κB-directed reporter gene in transfected HeLa cells with an EC50 of 3.23 μM. The Isochamaejasmin-stimulated NF-κB reporter activity is accompanied by nuclear translocation of NF-κB proteins and is blocked by a dominant-negative construct of IκBα. Isochamaejasmin also induces time-dependent phosphorylation of the mitogen-activated protein kinases ERK1/2 and p38, and PKCδ[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Larvae and neuronal cells (AW1)
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Concentration:6.25 μM, 12.5 μM, 25 μM, 50 μM and 100 μM
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Incubation Time:24 h, 48 h and 72 h
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Result:Had potential toxicity against H. zea both in vivo and in vitro via time- and dose-dependent manners.
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Cell Line:Neuronal cells (AW1)
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Concentration:40 μM and 80 μM
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Incubation Time:24 h
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Result:The cell cycle was arrested at the G2/M phase.
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Cell Line:Neuronal cells (AW1)
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Concentration:20 μM, 40 μM, and 80 μM
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Incubation Time:24 h
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Result:Induced apoptosis via the mitochondrial pathway in AW1 cells.
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Cell Line:Neuronal cells (AW1)
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Concentration:20 μM, 40 μM, and 80 μM
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Incubation Time:24 h
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Result:Showed upregulation of Bax/Bcl-2 expression resulting in the release of cytochrome c into the cytosol, activation of caspase-3/9, and cleavage of PARP.
Chemical Information
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CAS No. 93859-63-3
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Molecular Weight 542.49
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Formula C30H22O10
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SMILES
O=C1[C@]([C@]2([H])[C@@H](C3=CC=C(O)C=C3)OC4=CC(O)=CC(O)=C4C2=O)([H])[C@H](C5=CC=C(O)C=C5)OC6=CC(O)=CC(O)=C16
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Structure Classification
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Yuanhang Ren, et al. Isochamaejasmin induces toxic effects on Helicoverpa zea via DNA damage and mitochondria-associated apoptosis. Pest Manag Sci. 2021 Jan;77(1):557-567. [Content Brief]
[2]. Qinghai Tian, et al. Stereospecific induction of nuclear factor-kappaB activation by isochamaejasmin. Mol Pharmacol. 2005 Dec;68(6):1534-42. [Content Brief]
[3]. Liene Dhooghe, et al. Antiplasmodial activity of (I-3,II-3)-biflavonoids and other constituents from Ormocarpum kirkii. Phytochemistry. 2010 May;71(7):785-91. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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