2-Methyl-3-amyl-6-methoxyprodigiosene
- Product Name
- 2-Methyl-3-amyl-6-methoxyprodigiosene
- CAS No.
- 56144-17-3
- Chemical Name
- 2-Methyl-3-amyl-6-methoxyprodigiosene
- Synonyms
- Prodigiosin HCl;Prodigiosine hydrochloride;Prodigiosin hydrochloride ;Prodigiosin hydrochloride from Serratia marcescens, >=98% (HPLC), powder
- CBNumber
- CB32750423
- Molecular Formula
- C20H26ClN3O
- Formula Weight
- 359.9
- MOL File
- 56144-17-3.mol
2-Methyl-3-amyl-6-methoxyprodigiosene Property
- storage temp.
- -20°C
- solubility
- DMSO: soluble
- form
- powder
- color
- Purple to purplish red
- biological source
- Serratia marcescens
Safety
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- P0103
- Product name
- Prodigiosin hydrochloride
- Purity
- from Serratia marcescens, ≥98% (HPLC), powder
- Packaging
- 100μg
- Price
- $457
- Updated
- 2025/07/31
- Product number
- MTB0000973
- Product name
- 2,2'-BI-1H-PYRROLE-4-METHOXY-5-(5-METHYL-4-PENTYL-2H-PYRROL-2-YLIDENE)METHYL HYDROCHLORIDE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $502.61
- Updated
- 2021/12/16
2-Methyl-3-amyl-6-methoxyprodigiosene Chemical Properties,Usage,Production
Uses
Prodigiosin (Prodigiosine) hydrochloride is a red pigment produced by bacteria as a bioactive secondary metabolite. Prodigiosin hydrochloride is a potent proapoptotic agent, and inhibits Wnt/β-catenin pathway. Prodigiosin hydrochloride has antibacterial, antifungal, antiprotozoal, antimalarial, immunosuppressive, and anticancer properties[1][2].
General Description
Prodigiosin is a red pigment with common pyrrolyl pyrromethene skeleton and is biosynthesized by Serratia marcescens and other bacteria.
Biochem/physiol Actions
Prodigiosin, a tripyrrole red pigment biosynthesized by Serratia marcescens and other bacteria, exhibits antibacterial, anticancer, cytotoxic, immunosuppressive, and antiproliferative activities. Prodigiosin induces apoptosis in hematopoietic cancer cells and cells derived from other human cancers, including gastric and colon with no marked toxicity in nonmalignant cell lines. Morphological analysis of prodigiosin-treated cells demonstrated that prodigiosin induces cell shrinkage, chromatin condensation, reorganization of actin microfilament architecture, and detachment of cells from the cell culture substrate. Different targets and mechanisms of action are described for prodigiosin, including induction of single- and double-strand DNA breaks, modulation of pH, regulation of mitogen-activated protein kinase, and inhibition of cell cycle progression.
in vivo
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[1].
| Animal Model: | Female BALB/c nude mice injected with MDA-MB-231 cells[1] |
| Dosage: | 5 mg/kg |
| Administration: | Intraperitoneal injection; twice weekly; for 3 weeks |
| Result: | Significantly inhibited tumor growth in mice. |
IC 50
Plasmodium
References
[1] Wang Z, et al. Prodigiosin inhibits Wnt/β-catenin signaling and exerts anticancer activity in breast cancer cells. Proc Natl Acad Sci U S A. 2016 Nov 15;113(46):13150-13155. DOI:10.1073/pnas.1616336113
[2] Woodhams DC, et al. Prodigiosin, Violacein, and Volatile Organic Compounds Produced by Widespread Cutaneous Bacteria of Amphibians Can Inhibit Two Batrachochytrium Fungal Pathogens. Microb Ecol. 2018 May;75(4):1049-1062. DOI:10.1007/s00248-017-1095-7
2-Methyl-3-amyl-6-methoxyprodigiosene Preparation Products And Raw materials
Raw materials
Preparation Products
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