灵菌红素

灵菌红素

中文名称灵菌红素
中文同义词灵菌红素;灵杆菌素;PRODIGIOSIN,凋亡因子
英文名称PRODIGIOSIN
英文同义词PRODIGIOSIN;(Z)-4-Methoxy-5-((5-Methyl-4-pentyl-2H-pyrrol-2-ylidene)Methyl)-1H,1'H-2,2'-bipyrrole;3-Methoxy-2-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl-5-(1H-pyrrol-2-yl)-1H-pyrrole;4-Methoxy-5-(4-pentyl-5-methyl-2H-pyrrole-2-ylidenemethyl)-2,2'-bi[1H-pyrrole];4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrol];4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrole];Prodigiosine;4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl], 2,2'bipyrrole
CAS号82-89-3
分子式C20H25N3O
分子量323.43
EINECS号
相关类别微生物代谢物;通用生化试剂-天然产物
Mol文件82-89-3.mol
结构式灵菌红素 结构式

灵菌红素 性质

熔点151-152°
沸点554.3±50.0 °C(Predicted)
密度1.12±0.1 g/cm3(Predicted)
储存条件-20C
溶解度乙腈:可溶;乙醇:可溶;甲醇:可溶
形态暗红色固体
酸度系数(pKa)17.09±0.50(Predicted)
颜色深红

灵菌红素 用途与合成方法

Prodigiosin (Prodigiosine),一种天然的红色素,是一种具有生物活性的次生代谢产物。Prodigiosin 是 Wnt/β-catenin 途径的有效抑制剂。Prodigiosin 具有抗菌,抗真菌,抗原生动物,抗疟疾,免疫抑制和抗癌特性。

Prodigiosin (25-500 nM; 24 hours) treatment reduces the viability of breast cancer cells, with IC 50 values at 48 h of 62.52 nM in MDA-MB-231 cells and 261.2 nM in MDA-MB-468 cells.
Prodigiosin (25-500 nM; 24 hours) treatment significantly reduces the levels of phosphorylated LRP6 and DVL2, active β-catenin, and total β-catenin. Prodigiosin noticeably inhibits the phosphorylation of GSK3β at Ser9 in HEK293T cells, which is indicative of an increase in GSK3β activity.
Prodigiosin can inhibit proliferation and induce apoptosis in breast cancer cells.
Prodigiosin (25-500 nM; 24 hours) treatment dose-dependently blocks Wnt signaling activated by Wnt1, Wnt3, Wnt1/LRP6, Wnt3/LRP6, and Dishevelled 2 (DVL2) in transfected HEK293T cells. Prodigiosin treatment inhibits Wnt3A-CM-induced transcription in a dose-dependent manner. Prodigiosin inhibits transcription of the SuperTopFlash reporter activated by either Wnt transfection or Wnt3A treatment.
When applied to cultures of chytrid fungi Batrachochytrium dendrobatidis and B. salamandrivorans , Prodigiosin causes significant growth inhibition, with MIC values of 10 μM and 50 μM, respectively.

Cell Proliferation Assay

Cell Line: MDA-MB-231 and MDA-MB-468 cells
Concentration: 10 nM, 25 nM, 50 nM, 100 nM, 250 nM, 500 nM, 1000 nM, 2500 nM, 5000 nM
Incubation Time: 24 hours, 48 hours
Result: Reduced the viability of breast cancer cells, with IC 50 values at 48 h of 62.52 nM in MDA-MB-231 cells and 261.2 nM in MDA-MB-468 cells.

Western Blot Analysis

Cell Line: HEK293T cells
Concentration: 50 nM, 100 nM, 250 nM, 500 nM
Incubation Time: 24 hours
Result: Significantly reduced the levels of phosphorylated LRP6 and DVL2, active β-catenin, and total β-catenin.

Prodigiosin (5 mg/kg; intraperitoneal injection; twice weekly; for 3 weeks) treatment significantly inhibits tumor growth. Prodigiosin treatment decreases tumor cell density and expression of the proliferation marker Ki-67.

Animal Model: Female BALB/c nude mice injected with MDA-MB-231 cells
Dosage: 5 mg/kg
Administration: Intraperitoneal injection; twice weekly; for 3 weeks
Result: Significantly inhibited tumor growth in mice.

安全信息

MSDS信息

更新日期产品编号产品名称CAS号包装价格
2024/04/30HY-100711灵菌红素
Prodigiosin
82-89-3100 μg700元
2024/04/30HY-100711Prodigiosin250 μg1260元

灵菌红素 上下游产品信息

"灵菌红素"相关产品信息
黑色素 天然蓝色素 靛蓝 放线紫红素 三聚氰胺 玉米黄质 紫色杆菌素 Pseudoalteromonasnigrifaciens VAS2870 2,2'-二吡咯
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