壳二孢氯素
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- CAS号:
- 26166-39-2
- 英文名:
- ascochlorin
- 英文别名:
- Nsc 287492;ascochlorin;Ilicicolin D;Ll-Z 1272 gamma;Antibiotics LL-Z 1272g;Antibiotic ll-Z1272 gamma;LL-Z 1272 gaMMa, Ilicicolin D;beta-Resorcylaldehyde, 5-chloro-6-methyl-3-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)-, (E,E)-;5-Chloro-2,4-dihydroxy-6-methyl-3-[(2E,4Z)-3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dienyl]benzaldehyde;3-Chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1R)-1β,2β,6β-trimethyl-3-oxocyclohexyl]-2,4-pentadienyl]benzaldehyde
- 中文名:
- 壳二孢氯素
- 中文别名:
- 壳二孢氯素;化合物 T14330
- CBNumber:
- CB01364846
- 分子式:
- C23H29ClO4
- 分子量:
- 404.931
- MOL File:
- 26166-39-2.mol
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壳二孢氯素化学性质
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熔点:
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172-174 °C
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沸点:
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556.9±39.0 °C(Predicted)
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密度:
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1.199±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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DMSO: soluble
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形态:
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A powder
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酸度系数(pKa):
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6.26±0.50(Predicted)
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壳二孢氯素性质、用途与生产工艺
Ascochlorin (Ilicicolin D)，异戊二烯类抗生素。Ascochlorin 主要通过抑制 STAT3 信号级联介导其抗肿瘤作用。Ascochlorin 诱导细胞凋亡 (apoptosis)。具有抗炎活性。
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
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Cell Line:
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HepG2, HCCLM3, Huh7 cells
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Concentration:
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10, 25, 50 μM
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Incubation Time:
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24, 48, 72 hours
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Result:
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Inhibit the viability of three different HCC cell lines tested (HepG2, HCCLM3 and Huh7) in a time and dose dependent manner.
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Western Blot Analysis
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Cell Line:
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HepG2 cells
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Concentration:
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50 μM
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Incubation Time:
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48 hours
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Result:
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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.
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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.
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Animal Model:
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Eight week-old athymic balb/c nude female mice (HCCLM3-Luc2 tumors)
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Dosage:
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2.5 mg/kg, 5 mg/kg
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Administration:
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I.p.; day 0, 1, 2, 3, 13, 15, 17, 20, 22, 24, 27, 29 and 31
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Result:
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Induced significant inhibition of tumor growth.
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壳二孢氯素
上下游产品信息
上游原料
下游产品
26166-39-2, 壳二孢氯素 相关搜索:
- 抑制剂
- 微生物代谢物
- 化合物 T14330
- 壳二孢氯素
- 26166-39-2
- Benzaldehyde, 3-chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]-2,4-pentadien-1-yl]-
- Antibiotics LL-Z 1272g
- 5-Chloro-2,4-dihydroxy-6-methyl-3-[(2E,4Z)-3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)penta-2,4-dienyl]benzaldehyde
- LL-Z 1272 gaMMa, Ilicicolin D
- Nsc 287492
- Ll-Z 1272 gamma
- beta-Resorcylaldehyde, 5-chloro-6-methyl-3-(3-methyl-5-(1,2,6-trimethyl-3-oxocyclohexyl)-2,4-pentadienyl)-, (E,E)-
- 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))-
- ascochlorin
- Antibiotic ll-Z1272 gamma
- 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))-
- Ilicicolin D
- 3-Chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1R)-1β,2β,6β-trimethyl-3-oxocyclohexyl]-2,4-pentadienyl]benzaldehyde