Angustone A
Angustone A (2'-Hydroxylupalbigenin) is a diisoprenylated isoflavone with insect feeding inhibitory activity and moderate antifungal activity. Angustone A can be converted into various phenolic metabolites by Aspergillus flavus through modification of the isoprenyl side chains at the C-6 and C-3' positions. Angustone A can be used in studies on antifungal properties of natural products, insect feeding behavior, fungal biotransformation, and anticancer activity.
For research use only. We do not sell to patients.
- CAS No.: 90686-13-8
- Formula: C25H26O6
- Molecular Weight:422.47
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Angustone A (2'-Hydroxylupalbigenin) (50 μg/mL; 3 days) undergoes biotransformation by Aspergillus flavus AHU 7049 into 10 structurally distinct isoflavonoid metabolites, among which AF-d-1 (lupinisoflavone F) has the highest content (10.44 mg of product obtained from 50 mg of substrate)[1].
Angustone A (compound Ⅵ) (40-100 μg/mL; 24 h) gradually inhibits the growth of Colletotrichum gloeosporioides spore juveniles, with an ED95 of > 100 μg/mL against both C. gloeosporioides and Cladosporium cladosporioides[2].
Angustone A (200 μg/mL; 24 h) significantly reduces the feeding response of third-instar larvae of Costelytra zealandica and Heteronychus arator, with feeding responses of 35.9% and 56.8%, respectively[2].
Angustone A exhibits an IC50 of 1.1-7.1 μM and inhibits the growth of four cancer cell lines[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Angustone A (200 μg/mL; mixed into feeding dishes; 24 h exposure) significantly reduces the feeding behavior of third-instar Heteronychus arator larvae, with a 56.8% decrease in feeding response rate at the concentration of 200 μg/mL[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Field-collected third-instar larvae[2]
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Dosage:2 μg/mL; 20 μg/mL; 100 μg/mL; 200 μg/mL
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Administration:Incorporated into feeding disk; 24-hour exposure
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Result:Resulted in a 93.9% feeding response at 2 μg/mL.
Resulted in an 85.9% feeding response at 20 μg/mL.
Resulted in a 76.2% feeding response at 100 μg/mL.
Resulted in a 35.9% feeding response at 200 μg/mL, which represented a significant reduction in feeding.
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Animal Model:Field-collected third-instar larvae[2]
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Dosage:200 μg/mL
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Administration:Incorporated into feeding disk; 24-hour exposure
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Result:Resulted in a 56.8% feeding response, which represented a significant reduction in feeding.
Chemical Information
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CAS No. 90686-13-8
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Molecular Weight 422.47
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Formula C25H26O6
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SMILES
O=C1C(C2=C(O)C(C/C=C(C)\C)=C(O)C=C2)=COC3=CC(O)=C(C/C=C(C)\C)C(O)=C13
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Synonyms
2'-Hydroxylupalbigenin
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Structure Classification
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Initial Source
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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
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Angustone A Related Classifications
HY-N21536 Related Classifications
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