DAMNACANTHAL
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- CAS号:
- 477-84-9
- 英文名:
- DAMNACANTHAL
- 英文别名:
- DAMNACANTAL;DAMNACANTHAL;3-HYDROXY-1-METHOXYANTHRAQUINONE-2-ALDEHYDE;1-Methoxy-2-formyl-3-hydroxy-9,10-anthraquinone;3-Hydroxy-1-Methoxy-2-anthraquinonecarboxaldehyde;1-Methoxy-3-hydroxy-9,10-dioxoanthracene-2-carbaldehyde;3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde;3-hydroxy-1-methoxy-9,10-dioxo-anthracene-2-carbaldehyde;3-hydroxy-9,10-diketo-1-methoxy-anthracene-2-carbaldehyde;9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthraldehyde
- 中文名:
- DAMNACANTHAL
- 中文别名:
- 丹宁卡;丹拿堪索;3-羟基-1-甲氧基-2-蒽醌甲醛;丹宁卡【3-羟基-1-甲氧基-2-蒽醌甲醛】
- CBNumber:
- CB0681393
- 分子式:
- C16H10O5
- 分子量:
- 282.25
- MOL File:
- 477-84-9.mol
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DAMNACANTHAL化学性质
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熔点:
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218～219℃
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沸点:
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531.9±50.0 °C(Predicted)
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密度:
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1.461±0.06 g/cm3(Predicted)
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储存条件:
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-20°C
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溶解度:
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Soluble in DMSO (up to 7 mg/ml)
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酸度系数(pKa):
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5.26±0.20(Predicted)
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形态:
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Pale orange solid.
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颜色:
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Yellow
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稳定性:
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Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
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DAMNACANTHAL性质、用途与生产工艺
Damnacanthal 是从 Morinda citrifolia 的根中分离出来的蒽醌。Damnacanthal 是一种强效选择性的 p56lck 酪氨酸激酶活性的抑制剂。天然的 Damnacanthal 抑制 p56lck 的自磷酸化和外源底物的磷酸化，IC50 分别为 46 nM 和 220 nM。Damnacanthal 是一种具有抗癌活性的有效凋亡诱导剂。Damnacanthal 在小鼠中也具有镇痛，抗炎作用，并且对白色念珠菌具有抗真菌活性。
IC50: 46 nM (p56
lck
autophosphorylation) and 220 nM (phosphorylation of exogenous substrates by p56
lck
);
Apoptosis;
Candida albicans
Damnacanthal has > 100-fold selectivity for p56
lck
over the serine/threonine kinases, protein kinase A and protein kinase C, and > 40-fold selectivity for p56
lck
over four receptor tyrosine kinases. Damnacanthal also demonstrates modest (7-20-fold), but highly statistically significant, selectivity for p56
lck
over the homologous enzymes p60
src
and p59
fyn
.
Damnacanthal (0.1-100 μM; 1-4 days; HCT-116 and SW480 cells) treatment results in a significant reduction of cell proliferation in a concentration- and time-dependent manner.
Damnacanthal (1-50 μM; 72 hours; HCT-116 cells) treatment results in a significant enrichment in the number of cells in the S/G1 and G2/G1 phases at concentration of 50 μM.
Damnacanthal (10 μM; 24 hours; HCT-116 cells) treatment significantly increases caspase 3/7 activity. Damnacanthal-induced apoptosis.
Damnacanthal (0.1-10 μM; 24 hours; HCT-116 cells) treatment induces NAG-1 expression in HCT-116 cells. Cyclin D1 expression is reduced at 10 μM of Damnacanthal, whereas p21 and p53 does not alter their expression. PARP cleavage is seen at 10 μM Damnacanthal treatment only in HCT-116 cells, where NAG-1 is induced.
Damnacanthal treatment for 2 weeks shows significant decreasing colony number in HCT-116 cells in a concentration-dependent manner. Damnacanthal-treated cells show a dramatic inhibition of clonogenic capacity. Damnacanthal-treated (1-50 μM; 48 hours) cells significantly inhibits the migration of HCT-116 cells in a concentration-dependent manner.
Cell Proliferation Assay
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Cell Line:
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HCT-116 and SW480 cells
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Concentration:
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0.1 μM, 1 μM, 10 μM, 100 μM
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Incubation Time:
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1, 2, and 4 days
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Result:
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Resulted in a significant reduction of cell proliferation in a concentration- and time-dependent manner.
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Cell Cycle Analysis
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Cell Line:
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HCT-116 cells
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Concentration:
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1 μM, 10 μM and 50 μM
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Incubation Time:
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72 hours
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Result:
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Resulted in a significant enrichment in the number of cells in the S/G1 and G2/G1 phases at concentration of 50 μM.
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Apoptosis Analysis
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Cell Line:
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HCT-116 cells
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Concentration:
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10 μM
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Incubation Time:
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24 hours
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Result:
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Significantly increased caspase 3/7 activity.
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Western Blot Analysis
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Cell Line:
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HCT-116 cells
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Concentration:
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0.1 μM, 1 μM and 10 μM
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Incubation Time:
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24 hours
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Result:
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NAG-1 was induced in HCT-116 cells in a dose- and time-dependent manner. Cyclin D1 expression was reduced at 10 μM.
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Damnacanthal (10-100 mg/kg; oral administration; for 10-300 minutes; male ddY mice) treatment exhibits a significant antinociceptive effect in a dose-dependent manner in the formalin test. Administration of damnacanthal (100 mg/kg) shows significant inhibition of histamine-induced paw edema.
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Animal Model:
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Male ddY mice (5-6 weeks) injected with formalin or Histamine
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Dosage:
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10 mg/kg, 30 mg/kg and 100 mg/kg
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Administration:
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Oral administration; for 10 minutes, 30 minutes, 60 minutes or 300 minutes
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Result:
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Significantly reduced the growth of human lung tumor without acute toxicity.
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DAMNACANTHAL
上下游产品信息
上游原料
下游产品
| 更新日期 | 产品编号 | 产品名称 | CAS编号 | 包装 | 价格 |
|---|
| 2024/01/25 | HY-108485 | Damnacanthal | | 1 mg | 3733元 |
| 2024/01/25 | HY-108485 | DAMNACANTHAL
Damnacanthal | 477-84-9 | 5 mg | 9800元 |
477-84-9, DAMNACANTHAL 相关搜索:
- 其它天然产物
- 标准品 -对照药材
- 植物提取物
- 标准品
- 丹宁卡【3-羟基-1-甲氧基-2-蒽醌甲醛】
- 丹拿堪索
- 丹宁卡
- 3-羟基-1-甲氧基-2-蒽醌甲醛
- 477-84-9
- 2-Anthracenecarboxaldehyde,9,10-dihydro-3-hydroxy-1-methoxy-9,10-dioxo-
- 9,10-Dihydroxy-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde
- 9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthraldehyde
- 9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthracenecarboxaldehyde
- 3-Hydroxy-1-Methoxy-2-anthraquinonecarboxaldehyde
- 3-hydroxy-9,10-diketo-1-methoxy-anthracene-2-carbaldehyde
- 3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde
- 3-hydroxy-1-methoxy-9,10-dioxo-anthracene-2-carbaldehyde
- 9,10-Dihydro-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarbaldehyde
- 1-Methoxy-3-hydroxy-9,10-dioxoanthracene-2-carbaldehyde
- 3-HYDROXY-1-METHOXYANTHRAQUINONE-2-ALDEHYDE
- 1-Methoxy-3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde
- 1-Methoxy-2-formyl-3-hydroxy-9,10-anthraquinone
- DAMNACANTAL
- DAMNACANTHAL