1-Hydroxyphenazine (Synonyms: Hemipyocyanine, NSC 88882)

1-Hydroxyphenazine is a phenazine pigment and virulence factor produced by P. aeruginosa.^1,2 It increases production of reactive oxygen species (ROS) in RAW 264.7 cells in a concentration-dependent manner.² 1-Hydroxyphenazine (≥1.55 and ≥3.12 μM) increases release of elastase and myeloperoxidase (MPO), respectively, by human neutrophils activated with N-formyl-L-methionyl-L-leucyl-L-phenylalanine and cytochalasin B .¹ It reduces ciliary beat frequency in isolated guinea pig tracheal rings, resulting in ciliary dyskinesia by 1 hour when used at concentrations of 10, 50, and 100 μM and ciliary stasis by 5 hours at 50 and 100 μM.³ 1-Hydroxyphenazine reduces tracheal mucus velocity in anesthetized guinea pigs when administered as a 100 or 200 ng bolus dose. It is also active against the plant pathogenic fungi F. graminearum, P. grisea, A. solani, F. oxysporium, and S. sclerotiorum (MICs = 2-50 μg/ml).⁴

1.Ramafi, G., Anderson, R., Theron, A., et al.Exposure of N-formyl-L-methionyl-L-leucyl-L-phenylalanine-activated human neutrophils to the Pseudomonas aeruginosa-derived pigment 1-hydroxyphenazine is associated with impaired calcium efflux and potentiation of primary granule enzyme releaseInfect. Immun.67(10)5157-5162(1999) 2.Sinha, S., Shen, X., Gallazzi, F., et al.Generation of reactive oxygen species mediated by 1?hydroxyphenazine, a virulence factor of Pseudomonas aeruginosaChem. Res. Toxicol.28(2)175-181(2015) 3.Munro, N.C., Barker, A., Rutman, A., et al.Effect of pyocyanin and 1-hydroxyphenazine on in vivo tracheal mucus velocityJ. Appl. Physiol.67(1)316-323(1985) 4.Luo, Q., Hu, H., Peng, H., et al.Isolation and structural identification of two bioactive phenazines from Streptomyces griseoluteus P510Chin. J. Chem. Eng.23(4)699-703(2015)