SKU: P098  / 
    CAS Number: 25683-07-2

    Pyoluteorin

    $144,487.59 - $504,198.63

    Pyoluteorin is a small chlorinated pyrrol produced by several species of Pseudomonas, first reported in 1958. Pyoluteorin has a broad bioprofile, demonstrating antibiotic, antifungal and herbicidal activity. More recently, Pyoluteorin has been investigated as a bio-pesticide and has been shown to modulate the levels of metabolites in Pseudomonas.

    Pyoluteorin is soluble in ethanol, methanol, DMF and DMSO.  Limited water solubility.

    Molecular Formula C11H7Cl2NO3
    Plant Biology Applications Pyoluteorin autoregulation in the rhizosphere was assessed with cucumber seedlings in soil and cross-feeding experiments. Expression of a pyoluteorin biosynthesis gene by a pyoluteorin-deficient mutant of Pf-5 was enhanced by Pyoluteorin produced by coinoculated cells of Pf-5. Thus, Pyoluteorin is an autoregulatory compound and functions as a signal molecule influencing the spectrum of secondary metabolites produced by the bacterial cell.
    Cancer Applications The pharmacophore of Pyoluteorin derivatives are promising as Mcl-1 antagonists against Mcl-1-dependent hematological cancers.
    References

    Brodhagen M, Henkels MD, Loper JE. Positive autoregulation and signaling properties of Pyoluteorin, an antibiotic produced by the biological control organism Pseudomonas fluorescens Pf-5. Appl Environ Microbiol. 2004 Mar;70(3):1758-1766  PMID 15006802

    Chen JJ (2011)  Slow-release formulation of a new biological pesticide, Pyoluteorin, with mesoporous silica. J. Agric. Food Chem. 59:307

    Ding T, Yang LJ, Zhang WD, Shen YH (2020)  Pyoluteorin induces cell cycle arrest and apoptosis in human triple-negative breast cancer cells MDA-MB-231. J Pharm Pharmacol. 72(7):969-978  PMID 32246778

    Doi K et al (2014)  Pyoluteorin derivatives induce Mcl-1 degradation and apoptosis in hematological cancer cells. Cancer Biol Ther. 15(12):1688-1699  PMID 25535900

    Kidarsa T.A. et al (2011)  Phloroglucinol mediates cross-talk between the pyoluteorin and 2,4-diacetylphloroglucinol biosynthetic pathways in Pseudomonas fluorescens Pf-5. Mol. Microbiol. 81:395

    Takeda RJ (1958)  Structure of a new antibiotic, Pyoluteorin. Am. Chem. Soc. 80:4749