壳二孢氯素
| 中文名称 | 壳二孢氯素 |
|---|---|
| 中文同义词 | 壳二孢氯素;化合物 T14330 |
| 英文名称 | ascochlorin |
| 英文同义词 | 3-Chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1R)-1β,2β,6β-trimethyl-3-oxocyclohexyl]-2,4-pentadienyl]benzaldehyde;Ilicicolin D;3-Chloro-4,6-dihydroxy-2-methyl-5-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)benzaldehyde (1R-(1alpha(2E,4E),2beta,6beta))-;Antibiotic ll-Z1272 gamma;ascochlorin;Benzaldehyde, 3-chloro-4,6-dihydroxy-2-methyl-5-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)-, (1R-(1alpha(2E,4E),2beta,6beta))-;beta-Resorcylaldehyde, 5-chloro-6-methyl-3-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)-, (E,E)-;Ll-Z 1272 gamma |
| CAS号 | 26166-39-2 |
| 分子式 | C23H29ClO4 |
| 分子量 | 404.931 |
| EINECS号 | |
| 相关类别 | 微生物代谢物 |
| Mol文件 | 26166-39-2.mol |
| 结构式 |  |
壳二孢氯素 性质
| 熔点 | 172-174 °C |
|---|---|
| 沸点 | 556.9±39.0 °C(Predicted) |
| 密度 | 1.199±0.06 g/cm3(Predicted) |
| 储存条件 | -20°C |
| 溶解度 | 可溶于DMSO |
| 形态 | 粉末状 |
| 酸度系数(pKa) | 6.26±0.50(Predicted) |
|
STAT3
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Apoptosis
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Ascochlorin (Ilicicolin D) (10-50 μM; 24-72 hours) inhibits the viability of HepG2, HCCLM3 and Huh7 cells in a time and dose dependent manner.
Ascochlorin (50 μM; 48 hours) induces apoptosis in HCC cells.
Ascochlorin (1-50 μM) significantly suppresses the production of nitric oxide (NO) and prostaglandin E2 (PGE2) and decreases the gene expression of inducible NO synthase (iNOS) and cyclooxygenase-2 (COX-2) in a dose-dependent manner. Ascochlorin inhibits the mRNA expression and the protein secretion of interleukin (IL)-1β and IL-6 but not tumor necrosis factor (TNF)-α in LPS-stimulated RAW 264.7 macrophage cells. Ascochlorin suppresses nuclear translocation and DNA binding affinity of nuclear factor-κB (NF-κB). Ascochlorin down-regulates phospho-extracellular signal-regulated kinase 1/2 (p-ERK1/2) and p-p38.
Cell Viability Assay
| Cell Line: | HepG2, HCCLM3, Huh7 cells |
| Concentration: | 10, 25, 50 μM |
| Incubation Time: | 24, 48, 72 hours |
| Result: | Inhibit the viability of three different HCC cell lines tested (HepG2, HCCLM3 and Huh7) in a time and dose dependent manner. |
Western Blot Analysis
| Cell Line: | HepG2 cells |
| Concentration: | 50 μM |
| Incubation Time: | 48 hours |
| Result: | Inhibited expression of the cell cycle regulator protein cyclin D1, the anti-apoptotic proteins Bcl-2, Mcl-1, survivin and XIAP, and the invasive gene product MMP-9. |
Ascochlorin (Ilicicolin D) (2.5-5 mg/kg; i.p.; day 0, 1, 2, 3, 13, 15, 17, 20, 22, 24, 27, 29 and 31) inhibits tumor growth in an orthotopic HCC mouse model.
| Animal Model: | Eight week-old athymic balb/c nude female mice (HCCLM3-Luc2 tumors) |
| Dosage: | 2.5 mg/kg, 5 mg/kg |
| Administration: | I.p.; day 0, 1, 2, 3, 13, 15, 17, 20, 22, 24, 27, 29 and 31 |
| Result: | Induced significant inhibition of tumor growth. |
安全信息
| WGK Germany | 3 |
|---|---|
| 毒性 | mouse,LD50,intraperitoneal,20mg/kg (20mg/kg),Journal of Antibiotics. Vol. 21, Pg. 539, 1968. |