129280-34-8
129280-34-8 structure
- Name: Isoangustone A
- Chemical Name: 3-(3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
- CAS Number: 129280-34-8
- Molecular Formula: C25H26O6
- Molecular Weight: 422.47
- Catalog: Natural product Flavonoids
- Create Date: 2017-06-02 09:24:58
- Modify Date: 2024-01-06 18:54:25
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Isoangustone A is an anticancer and anti-inflammatory agent. Isoangustone A induces cancer cells apoptosis and autophagic cell death[1][2][3].
| Name | 3-(3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one |
|---|---|
| Synonyms |
3-[3,4-Dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-5,7-dihydroxy-6-(3-methyl-2-buten-1-yl)-4H-chromen-4-one
iso-Angustone A 4H-1-Benzopyran-4-one, 3-[3,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]-5,7-dihydroxy-6-(3-methyl-2-buten-1-yl)- |
| Description | Isoangustone A is an anticancer and anti-inflammatory agent. Isoangustone A induces cancer cells apoptosis and autophagic cell death[1][2][3]. |
|---|---|
| Related Catalog | |
| Target |
Apoptosis, Autophagy[2] |
| In Vitro | Isoangustone A (10 and 20 μM; 48 and 72 h) 抑制 SK-MEL-28 细胞增殖并诱导 G1 期细胞周期阻滞[1]。 Isoangustone A (10 and 20 μM; 48 h) 通过 Akt/GSK3β 和 MKK4/MKK7/JNKs 信号通路介导 G1 期相关蛋白的丰度降低[1]。 Isoangustone A 通过 ATP 竞争方式直接结合抑制 PI3-K、MKK4 和 MKK7 激酶活性[1]。 Isoangustone A (20 μM; 0.5-4 h) 通过激活 AMPK 信号诱导结直肠癌细胞自噬[2]。 Isoangustone A (1-20 μM; 0-100 min) 抑制线粒体呼吸[2]。 Isoangustone A (15 μM; 6 h) 诱导 SW480 细胞凋亡[2]。 Isoangustone A (1-20 μΜ; 3 days) 抑制人肾系膜细胞的纤维化和炎症[3]。 Cell Proliferation Assay[1] Cell Line: SK-MEL-28 Concentration: 10 and 20 μM Incubation Time: 48 and 72 h Result: Inhibited proliferation in a dose- and time-dependent manner. Cell Cycle Analysis[1] Cell Line: SK-MEL-28 Concentration: 10 and 20 μM Incubation Time: 48 h Result: Caused cell cycle arrest at G1 phase. Western Blot Analysis[1] Cell Line: SK-MEL-28 Concentration: 10 and 20 μM Incubation Time: 48 h Result: Inhibited the expression of cyclin D1 and cyclin E. Suppressed phosphorylation of Rb in a dose-dependent manner. Inhibited the phosphorylation of Akt (Ser473, Thr308) and GSK3β (Ser9). Suppressed the phosphorylation of JNK1/2, but had no effect on ERK1/2 or p38. Cell Autophagy Assay[2] Cell Line: SW480 cells Concentration: 20 μM Incubation Time: 0.5, 2 and 4 h Result: Deformed mitochondria, nondegradable cellular debris were all observable together with autophagic vacuoles in cells after 4 h. Apoptosis Analysis[2] Cell Line: SW480 cells Concentration: 15 μM Incubation Time: 6 h Result: Induced elevation of apoptotic Annexin V+/PI- and Annexin V+/PI+ cell populations. |
| In Vivo | Isoangustone A (2 or 10 mg/kg; i.p.; daily for 35 days) 显著降低小鼠 SK-MEL-28 异种移植物的肿瘤生长、体积和重量[1]。 Animal Model: Male Balb/c nu/nu mice, SK-MEL-28 xenograft model[1] Dosage: 2 or 10 mg/kg Administration: Intraperitoneal injection, daily for 35 days Result: Significantly suppressed tumor weight compared to the control group. Markedly inhibited the expression of proliferating cell nuclear antigen (PCNA). Decreased phosphorylation levels of Akt. |
| References |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 668.1±55.0 °C at 760 mmHg |
| Molecular Formula | C25H26O6 |
| Molecular Weight | 422.47 |
| Flash Point | 229.0±25.0 °C |
| Exact Mass | 422.172943 |
| PSA | 111.13000 |
| LogP | 6.94 |
| Vapour Pressure | 0.0±2.1 mmHg at 25°C |
| Index of Refraction | 1.650 |
| Hazard Codes | Xi |
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