Prodigiosin
(Synonyms: 灵菌红素; Prodigiosine) 目录号 : GC44690Prodigiosin是由多种微生物产生的具有生物活性的次生代谢产物，是一种天然的红色素。
Cas No.:82-89-3
Sample solution is provided at 25 µL, 10mM.
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Prodigiosin is a biologically active secondary metabolite produced by various microorganisms and is a natural red pigment [1]. Prodigiosin is an effective inhibitor of the Wnt/β-catenin pathway and regulates cancer metabolism by inhibiting the rate and level of intracellular ATP production [2,3]. Prodigiosin has antibacterial, anti-cancer, antiviral and immunosuppressive properties [1,4].
In vitro, after treating HEK293T cells expressing Wnt1 with Prodigiosin(50, 100, 250, 500nM) for 24 hours, the Wnt/β-catenin signaling cascade reaction was significantly inhibited. The concentration of Prodigiosin at 25-500nM in MDA-MB-231 and MDA-MB-468 breast cancer cell lines significantly inhibited Wnt/β-catenin signaling and cyclin D1 levels in breast cancer cells, suppressed cell proliferation and induced cell apoptosis [3]. Treatment of HCT116 cells with Prodigiosin(0.25, 0.5, 1, 2μM) for 2 hours significantly inhibited the intracellular ATP generation rate and level, thereby suppressing the growth of cancer cells [4].
In vivo, Prodigiosin (1, 3, 5μg/ml) was intraperitoneally infused and administered to rat lung injury models established by cecal ligation and perforation (CLP). Seven days later, Prodigiosin exerted anti-inflammatory and antioxidant effects by down-regulating the NF-κB/NLRP3 signaling axis. Thereby alleviating acute lung injury in rat models of rheumatoid arthritis [5].
References:
[1]Islan GA, Rodenak-Kladniew B, Noacco N, Duran N, Castro GR. Prodigiosin: a promising biomolecule with many potential biomedical applications. Bioengineered. 2022 Jun;13(6):14227-14258.
[2] Yang HA, Han TH, Haam K, Lee KS, Kim J, Han TS, Lee MS, Ban HS. Prodigiosin regulates cancer metabolism through interaction with GLUT1. Nat Prod Res. 2024 Jun 24:1-8.
[3]Wang Z, Li B, Zhou L, Yu S, Su Z, Song J, Sun Q, Sha O, Wang X, Jiang W, Willert K, Wei L, Carson DA, Lu D. Prodigiosin inhibits Wnt/β-catenin signaling and exerts anticancer activity in breast cancer cells. Proc Natl Acad Sci U S A. 2016 Nov15;113(46):13150-13155.
[4]Han R, Xiang R, Li J, Wang F, Wang C. High-level production of microbial Prodigiosin: A review. J Basic Microbiol. 2021 Jun;61(6):506-523.
[5]Chen P, Wu H, Bian T, Yang L, Jiang H. Prodigiosin improves acute lung injury in a rat model of rheumatoid arthritis via down-regulating the nuclear factor kappaB/nucleotide-binding domain, leucine-rich-containing family, pyrin domain-containing-3 signaling pathway. J Physiol Pharmacol. 2023 Feb;74(1).
Prodigiosin是由多种微生物产生的具有生物活性的次生代谢产物，是一种天然的红色素[1]。Prodigiosin是Wnt/β-连环蛋白（Wnt/β-catenin）途径的有效抑制剂，并且通过抑制细胞内ATP的产生速率和水平来调节癌症代谢[2,3]。Prodigiosin具有抗菌、抗癌、抗病毒以及免疫抑制特性[1,4]。
在体外，Prodigiosin(50、100、250、500nM)处理表达Wnt1的HEK293T细胞24小时后显著抑制Wnt/β-catenin信号级联反应。Prodigiosin在MDA-MB-231和MDA-MB-468乳腺癌细胞系中以25~500nM的浓度显著抑制乳腺癌细胞中Wnt/β-catenin信号传导和细胞周期蛋白D1水平，进一步抑制细胞增值并诱导细胞凋亡[3]。Prodigiosin(0.25、0.5、1、2μM)处理HCT116细胞2小时显著抑制细胞内ATP生成速率和水平，从而抑制癌细胞生长[2]。
在体内，Prodigiosin（1、3、5μg/ml）对通过盲肠结扎穿孔（CLP）建立的大鼠肺损伤模型腹腔输注给药，7天后，Prodigiosin通过下调NF-κB/NLRP3信号轴发挥抗炎和抗氧化作用，从而减轻类风湿性关节炎大鼠模型的急性肺损伤[5]。
| Cell experiment [1]: | |
Cell lines | MDA-MB-231;MDA-MB-468 |
Preparation Method | MDA-MB-231 and MDA-MB-468 cells were plated onto 96-well plates at a density of 1×104 cells/well and grown overnight. The cells were then treated with DMSO at concentrations of 10, 25, 50, 100, 250, 500, 1000, 2500 and 5000nM for 24h and with Prodigiosin at the same concentrations for 48h. The cells were then cultured with fresh medium containing MTT (5mg/mL), followed by incubation for another 4h. The formazan crystals were dissolved in DMSO and the absorbance ofthe formazan solution was measured at 570nm. |
Reaction Conditions | 10, 25, 50, 100, 250, 500, 1000, 2500, 5000nM; 24h |
Applications | Prodigiosin significantly inhibits Wnt/β-catenin signaling and cyclin D1 levels in breast cancer cells, inhibits cell proliferation and induces cell apoptosis |
| Animal experiment [2]: | |
Animal models | Sprague Dawley (SD) rats (aged 5–6 weeks) |
Preparation Method | To evaluate the therapeutic efficacy of Prodigiosin (PRO), rats were intraperitoneally injected with either 10% DMSO diluted in PBS (administered to the sham, RA, and RA+CLP groups) or 1µg/ml or 3µg/ml of PRO (administered to the RA+CLP+PRO group) one hour after cecal ligation and puncture (CLP)-induced stimulation. This experimental design enabled the assessment of PRO's influence on acute lung injury (ALI) in the rheumatoid arthritis (RA) rat model. The dosages of PRO were determined based on a previous study by Zhang S et al. Blood samples, bronchoalveolar lavage fluid (BALF), and lung tissues were collected at predetermined time points for further analysis. |
Dosage form | 1, 3, 5μg/ml; i.p. |
Applications | Prodigiosin exerts anti-inflammatory and antioxidant effects by down-regulating the NF-κB/NLRP3 signaling axis, thereby alleviating acute lung injury in rat models of rheumatoid arthritis. |
References: | |
| Cas No. | 82-89-3 | SDF | |
| 别名 | 灵菌红素; Prodigiosine | ||
| Canonical SMILES | CC1=N/C(C=C1CCCCC)=C/C(N2)=C(OC)C=C2C3=CC=CN3 | ||
| 分子式 | C20H25N3O | 分子量 | 323.4 |
| 溶解度 | DMSO : 25 mg/mL (77.30 mM; Need ultrasonic) | 储存条件 | Store at -20°C,protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.0921 mL | 15.4607 mL | 30.9215 mL |
| 5 mM | 0.6184 mL | 3.0921 mL | 6.1843 mL |
| 10 mM | 0.3092 mL | 1.5461 mL | 3.0921 mL |
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| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
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| % DMSO % % Tween 80 % saline | ||||||||||
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工作液浓度： mg/ml；
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2.
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Quality Control & SDS
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- Purity: >98.00%
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