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Prodigiosin

AG-CN2-0105-C250 250 µg $65.00
AG-CN2-0105-M001 1 mg $195.00
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Additional Information

Product Data
Synonyms NSC 47147; BRN 4526727
Properties
Formula C20H25N3O
MW 323.4
Merck Index 14: 7767
CAS 82-89-3
Source/Host Chemicals Isolated from γ-proteobacterium strain MS-02-063.
Purity ≥95% (HPLC)
Appearance Dark red solid.
Solubility Soluble in methanol, ethanol, chloroform, ethyl acetate, hexane, acetone or acetonitrile. Insoluble in water.
InChi Key SZXDNGVQRDTJSD-FOWTUZBSSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 3 years after receipt when stored at -20°C.
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Product Description

  • Red-pigmented antibiotic [1].
  • Antimalarial [2, 13].
  • Immunosuppressive [3, 7, 11, 12].
  • Apoptosis inducer [4-6, 15].
  • Cytotoxic. Induces phosphorylation of p38-MAPK [8].
  • Antimetastatic. Tumor invasion inhibitor [9].
  • Induces p21WAF1/CIP1 expression [10].
  • Anticancer compound [11, 12, 15].
  • gp91(phox) and iNOS expression inhibitor [14].
  • mTORC1 and mTORC2 complex inhibitor [16].
  • Down-regulates SKP2 to induce p27(KIP1) stabilization [17].

Product References

  1. The Antibiotic Activity of Violacein, Prodigiosin, and Phthiocol: H.C. Lichstein & V.F. Van De Sand; J. Bacteriol. 52, 145 (1946)
  2. Antimalarial activity of prodigiosin: A.J. Castro; Nature 213, 903 (1967)
  3. T-cell specific immunosuppression by prodigiosin isolated from Serratia marcescens: S.B. Han, et al.; Int. J. Immunopharmacol. 20, 1 (1998)
  4. Prodigiosin from the supernatant of Serratia marcescens induces apoptosis in haematopoietic cancer cell lines: B. Montaner, et al.; Br. J. Pharmacol. 131, 585 (2000)
  5. Prodigiosin-induced apoptosis in human colon cancer cells: B. Montaner & R. Perez-Tomas; Life Sci. 68, 2025 (2001)
  6. Prodigiosin induces cell death and morphological changes indicative of apoptosis in gastric cancer cell line HGT-1: C. Diaz-Ruiz, et al.; Histol. Histopathol. 16, 415 (2001)
  7. Prodigiosin blocks T cell activation by inhibiting interleukin-2Ralpha expression and delays progression of autoimmune diabetes and collagen-induced arthritis: S.B. Han, et al.; JPET 299, 415 (2001)
  8. The cytotoxic prodigiosin induces phosphorylation of p38-MAPK but not of SAPK/JNK: B. Montaner & R. Perez-Tomas; Toxicol. Lett. 129, 93 (2002)
  9. Antimetastatic effect of prodigiosin through inhibition of tumor invasion: J. Zhang, et al.; Biochem. Pharmacol. 69, 407 (2005)
  10. The anticancer agent prodigiosin induces p21WAF1/CIP1 expression via transforming growth factor-beta receptor pathway: V. Soto-Cerrato, et al.; Biochem. Pharmacol. 74, 1340 (2007)
  11. Prodigiosins as anti cancer agents: living upto their name: R. Pandey, et al.; Curr. Pharm. Des. 15, 732 (2009)
  12. New insights on the antitumoral properties of prodiginines: R. Perez-Tomas & M. Vinas; Curr. Med. Chem. 17, 2222 (2010)
  13. Prodigiosin produced by Serratia marcescens NMCC46 as a mosquito larvicidal agent against Aedes aegypti and Anopheles stephensi: C.D. Patil, et al.; Parasitol. Res. 109, 1179 (2011)
  14. Prodigiosin inhibits gp91(phox) and iNOS expression to protect mice against the oxidative/nitrosative brain injury induced by hypoxia-ischemia: C.C. Chang, et al.; Toxicol. Appl. Pharmacol. 257, 137 (2011)
  15. Prodigiosin, the red pigment of Serratia marcescens, shows cytotoxic effects and apoptosis induction in HT-29 and T47D cancer cell lines: D. Dalili, et al; Nat. Prod. Res. (Epub ahead of print) (2011)
  16. Identification of dual mTORC1 and mTORC2 inhibitors in melanoma cells: prodigiosin vs. obatoclax: M. Espona-Fiedler, et al.; Biochem. Pharmacol. 83, 489 (2012)
  17. Prodigiosin down-regulates SKP2 to induce p27(KIP1) stabilization and antiproliferation in human lung adenocarcinoma cells: H.Y. Hsieh, et al.; Br. J. Pharmacol. (Epub ahead of print) (2012)
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