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.
商品は「研究用試薬」です。人や動物の医療用・臨床診断用・食品用の製品ではありません。
研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- CAS 番号: 90686-13-8
- 分子式: C25H26O6
- 分子量:422.47
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保管条件:
Please store the product under the recommended conditions in the Certificate of Analysis.
生物活性
製品説明
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
7.1 μM
Compound: 19
|
Cytotoxicity against human A549 cells assessed as reduction in cell viability after 24 hrs by MTS assay
Cytotoxicity against human A549 cells assessed as reduction in cell viability after 24 hrs by MTS assay
|
[PMID: 26841168] |
| HepG2 | IC50 |
1.1 μM
Compound: 19
|
Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 24 hrs by MTS assay
Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 24 hrs by MTS assay
|
[PMID: 26841168] |
| MCF7 | IC50 |
6 μM
Compound: 19
|
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 24 hrs by MTS assay
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 24 hrs by MTS assay
|
[PMID: 26841168] |
| SW480 | IC50 |
6.4 μM
Compound: 19
|
Cytotoxicity against human SW480 cells assessed as reduction in cell viability after 24 hrs by MTS assay
Cytotoxicity against human SW480 cells assessed as reduction in cell viability after 24 hrs by MTS assay
|
[PMID: 26841168] |
体外実験
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.
体内実験
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
-
Result:Resulted in a 56.8% feeding response, which represented a significant reduction in feeding.
化学情報
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CAS 番号 90686-13-8
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分子量 422.47
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分子式 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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別名
2'-Hydroxylupalbigenin
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Structure Classification
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Initial Source
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Please store the product under the recommended conditions in the Certificate of Analysis.
純度とドキュメンテーション
参考文献
Calculators
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)