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Chemical Compound Review

ROSE BENGAL     potassium2,3,4,5-tetrachloro- 6-(6-hydroxy...

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Disease relevance of ROSE BENGAL


Psychiatry related information on ROSE BENGAL

  • Published methods for radioiodination of rose bengal require reaction times of 1 hr or more at temperature from 50 to 120 degrees C. Through the use of an acidified ethanol solvent and potassium iodate oxidant, purified rose bengal is radioiodinated at room temperature within 15 min with chemical yields ranging between 93 and 97% [6].

High impact information on ROSE BENGAL

  • Induction of thyroid tumors in (C57BL/6N x C3H/N)F1 mice by oral administration of 9-3',4',5',6'-tetrachloro-o-carboxy phenyl-6-hydroxy-2,4,5,7-tetraiodo-3-isoxanthone sodium (Food Red 105, rose bengal B) [7].
  • The tumorigenicity of 9-3',4',5',6'-tetrachloro-o-carboxy phenyl-6-hydroxy-2,4,5,7-tetraiodo-3-isoxanthone sodium (CAS: 632-68-8) [also called Food Red 105 (FR 105) or Rose Bengal B], which is widely used for food or cosmetic coloring in Japan, was examined in (C57BL/6N X C3H/N)F1 mice [7].
  • Albumin-mediated transport of rose bengal by perfused rat liver. Kinetics of the reaction at the cell surface [8].
  • These observations were supported by in vitro electrochemical measurements that revealed the following order with respect to ease of reduction: cercosporin >> eosin Y > rose bengal [9].
  • Singlet oxygen-induced arrhythmias. Dose- and light-response studies for photoactivation of rose bengal in the rat heart [1].

Chemical compound and disease context of ROSE BENGAL

  • METHODS: Rats were anesthetized with halothane and preloaded with 111In-tropolone-labeled platelets (50 to 80 microCi) 30 minutes before nonocclusive common carotid artery thrombosis induced by a rose bengal-mediated photochemical insult [10].
  • Four photosensitizers (methylene blue (MB), rose bengal (RB), uroporphyrin (UP) and aluminum phthalocynine tetrasulphonate (AIPcS4)) could inactivate the adenovirus, as measured by expression of the luciferase reporter gene and by plaque assay [11].
  • METHODS: Animals were bilaterally infected with HSV-1 strain H129, and at daily intervals up to 16 days post infection (dpi) rose bengal or lissamine green B was instilled in the left eyes [12].
  • The effect of induced hypothyroidism (by feeding an antithyroid drug-propylthiouracil) on the transport and clearance of the routinely used hepatobiliary radiopharmaceuticals--radioiodinated iodine-131 (131I) rose bengal and technetium-99m-N-(4-n-butylphenylcarbamoylmethyl) iminodiacetate, was studied in the rats [13].
  • Fluorescein differs from rose bengal in its lack of intrinsic toxicity, photodynamic action, and ability to be blocked by the above-mentioned substances [14].

Biological context of ROSE BENGAL


Anatomical context of ROSE BENGAL


Associations of ROSE BENGAL with other chemical compounds


Gene context of ROSE BENGAL

  • RESULTS: The cytoplasm and nucleus of confluent HCLE cells cultured in media without serum, lacking the expression of MUC16 but not MUC1, as well as human corneal fibroblasts, which do not express mucins, stained with rose bengal [27].
  • The activation of ERK 1/2 and Akt as induced by stimulation with epidermal growth factor (EGF) or platelet-derived growth factor (PDGF) was inhibited by 1O2 generated intracellularly upon photoexcitation of rose Bengal (RB) [28].
  • In contrast, extracellular generation of 1O2, by irradiation of Rose Bengal immobilized on agarose beads or by chemiexcitation employing the hydrophilic 1,4-endoperoxide of disodium 3,3'-(1,4-naphthylidene) dipropionate, was ineffective in activating p38 or JNK [29].
  • Mucin characteristics of human corneal-limbal epithelial cells that exclude the rose bengal anionic dye [27].
  • The expression of a Yap1p-dependent reporter gene was induced by increased singlet oxygen production, showing that singlet oxygen activates general oxidative stress response mechanisms required for the resistance against Rose Bengal treatment [30].

Analytical, diagnostic and therapeutic context of ROSE BENGAL

  • To assess the reversibility of rose bengal-induced effects, hearts (n = 6/group) were perfused with rose bengal (250 nmol/l) for 1, 2, 4, 6, and 20 minutes followed by perfusion in the dark for 19, 18, 16, 14, and 0 minutes, respectively [1].
  • Additional studies revealed that rose bengal photoactivation without reperfusion was less arrhythmogenic compared with the combination of reperfusion plus photoactivation [4].
  • The results were also confirmed by high-performance liquid chromatography of the SR exposed to irradiated rose bengal [18].
  • After the intravenous injection of rose bengal, a potent photosensitizing dye, an ischemic lesion was formed by irradiating the left parietal convexity of the exposed skull for 20 minutes with green light (560 nm) from a filtered xenon arc lamp [31].
  • Fluorescence titrations with ANS and rose bengal yielded affinity constants of 3.9 X 10(3) and 6 X 10(5) M-1, respectively [32].


  1. Singlet oxygen-induced arrhythmias. Dose- and light-response studies for photoactivation of rose bengal in the rat heart. Kusama, Y., Bernier, M., Hearse, D.J. Circulation (1989) [Pubmed]
  2. Photodynamic inactivation of infectivity of human immunodeficiency virus and other enveloped viruses using hypericin and rose bengal: inhibition of fusion and syncytia formation. Lenard, J., Rabson, A., Vanderoef, R. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  3. Rapid electrophysiological changes leading to arrhythmias in the aerobic rat heart. Photosensitization studies with rose bengal-derived reactive oxygen intermediates. Hearse, D.J., Kusama, Y., Bernier, M. Circ. Res. (1989) [Pubmed]
  4. Exacerbation of reperfusion arrhythmias by sudden oxidant stress. Kusama, Y., Bernier, M., Hearse, D.J. Circ. Res. (1990) [Pubmed]
  5. Photochemically induced colonic ischaemic lesions: a new model of ischaemic colitis in rats. Yano, Y., Yao, H., Aoyagi, K., Kawakubo, K., Nakamura, S., Doi, K., Ibayashi, S., Fujishima, M. Gut (1997) [Pubmed]
  6. Rapid radioiodination of rose bengal at room temperature. Hupf, H.B., Wanek, P.M., O'Brien, H.A., Holland, L.M. J. Nucl. Med. (1978) [Pubmed]
  7. Induction of thyroid tumors in (C57BL/6N x C3H/N)F1 mice by oral administration of 9-3',4',5',6'-tetrachloro-o-carboxy phenyl-6-hydroxy-2,4,5,7-tetraiodo-3-isoxanthone sodium (Food Red 105, rose bengal B). Ito, A., Watanabe, H., Naito, M., Aoyama, H., Nakagawa, Y., Fujimoto, N. J. Natl. Cancer Inst. (1986) [Pubmed]
  8. Albumin-mediated transport of rose bengal by perfused rat liver. Kinetics of the reaction at the cell surface. Forker, E.L., Luxon, B.A. J. Clin. Invest. (1983) [Pubmed]
  9. Reductive detoxification as a mechanism of fungal resistance to singlet oxygen-generating photosensitizers. Daub, M.E., Leisman, G.B., Clark, R.A., Bowden, E.F. Proc. Natl. Acad. Sci. U.S.A. (1992) [Pubmed]
  10. Acadesine reduces indium-labeled platelet deposition after photothrombosis of the common carotid artery in rats. Dietrich, W.D., Miller, L.P., Prado, R., Dewanjee, S., Alexis, N., Dewanjee, M.K., Gruber, H. Stroke (1995) [Pubmed]
  11. Photodynamic treatment of adenoviral vectors with visible light: an easy and convenient method for viral inactivation. Schagen, F.H., Moor, A.C., Cheong, S.C., Cramer, S.J., van Ormondt, H., van der Eb, A.J., Dubbelman, T.M., Hoeben, R.C. Gene Ther. (1999) [Pubmed]
  12. PCR assessment of HSV-1 corneal infection in animals treated with rose bengal and lissamine green B. Stroop, W.G., Chen, T.M., Chodosh, J., Kienzle, T.E., Stroop, J.L., Ling, J.Y., Miles, D.A. Invest. Ophthalmol. Vis. Sci. (2000) [Pubmed]
  13. Effect of altered thyroid status on the transport of hepatobiliary radiopharmaceuticals. Pahuja, D.N., Noronha, O.P. J. Nucl. Med. (1985) [Pubmed]
  14. Comparison of fluorescein and rose bengal staining. Feenstra, R.P., Tseng, S.C. Ophthalmology (1992) [Pubmed]
  15. Membrane potential fluctuations and transient inward currents induced by reactive oxygen intermediates in isolated rabbit ventricular cells. Matsuura, H., Shattock, M.J. Circ. Res. (1991) [Pubmed]
  16. Caspase-8 mediates caspase-3 activation and cytochrome c release during singlet oxygen-induced apoptosis of HL-60 cells. Zhuang, S., Lynch, M.C., Kochevar, I.E. Exp. Cell Res. (1999) [Pubmed]
  17. Cooperation of antioxidants in protection against photosensitized oxidation. Wrona, M., Korytowski, W., Rózanowska, M., Sarna, T., Truscott, T.G. Free Radic. Biol. Med. (2003) [Pubmed]
  18. Singlet oxygen interaction with Ca(2+)-ATPase of cardiac sarcoplasmic reticulum. Kukreja, R.C., Kearns, A.A., Zweier, J.L., Kuppusamy, P., Hess, M.L. Circ. Res. (1991) [Pubmed]
  19. Firefly luciferin-activated rose bengal: in vitro photodynamic therapy by intracellular chemiluminescence in transgenic NIH 3T3 cells. Theodossiou, T., Hothersall, J.S., Woods, E.A., Okkenhaug, K., Jacobson, J., MacRobert, A.J. Cancer Res. (2003) [Pubmed]
  20. Evaluation of the combination of a tissue-type plasminogen activator, SUN9216, and a thromboxane A2 receptor antagonist, vapiprost, in a rat middle cerebral artery thrombosis model. Umemura, K., Wada, K., Uematsu, T., Nakashima, M. Stroke (1993) [Pubmed]
  21. An improved photochemical model of embolic cerebral infarction in rats. Futrell, N. Stroke (1991) [Pubmed]
  22. Vasoactive intestinal peptide, a singlet oxygen quencher. Misra, B.R., Misra, H.P. J. Biol. Chem. (1990) [Pubmed]
  23. Systemic plant signal triggers genome instability. Filkowski, J., Yeoman, A., Kovalchuk, O., Kovalchuk, I. Plant J. (2004) [Pubmed]
  24. Hyperglycemia increases infarct size in collaterally perfused but not end-arterial vascular territories. Prado, R., Ginsberg, M.D., Dietrich, W.D., Watson, B.D., Busto, R. J. Cereb. Blood Flow Metab. (1988) [Pubmed]
  25. Radiopharmaceuticals for acutely damaged myocardium. II: Synthesis and evaluation of [203Hg] hydroxymercurifluoresceins. Hanson, R.N., Davis, M.A., Holman, B.L. J. Nucl. Med. (1977) [Pubmed]
  26. Effect of various organic anions on the plasma disappearance of 1-anilino-8-naphthalene sulfonate. Chung, Y.B., Miyauchi, S., Sugiyama, Y., Harashima, H., Iga, T., Hanano, M. J. Hepatol. (1990) [Pubmed]
  27. Mucin characteristics of human corneal-limbal epithelial cells that exclude the rose bengal anionic dye. Argüeso, P., Tisdale, A., Spurr-Michaud, S., Sumiyoshi, M., Gipson, I.K. Invest. Ophthalmol. Vis. Sci. (2006) [Pubmed]
  28. Singlet oxygen-induced attenuation of growth factor signaling: possible role of ceramides. Schieke, S.M., von Montfort, C., Buchczyk, D.P., Timmer, A., Grether-Beck, S., Krutmann, J., Holbrook, N.J., Klotz, L.O. Free Radic. Res. (2004) [Pubmed]
  29. Mitogen-activated protein kinase (p38-, JNK-, ERK-) activation pattern induced by extracellular and intracellular singlet oxygen and UVA. Klotz, L.O., Pellieux, C., Briviba, K., Pierlot, C., Aubry, J.M., Sies, H. Eur. J. Biochem. (1999) [Pubmed]
  30. The role of Yap1p and Skn7p-mediated oxidative stress response in the defence of Saccharomyces cerevisiae against singlet oxygen. Brombacher, K., Fischer, B.B., Rüfenacht, K., Eggen, R.I. Yeast (2006) [Pubmed]
  31. Induction of reproducible brain infarction by photochemically initiated thrombosis. Watson, B.D., Dietrich, W.D., Busto, R., Wachtel, M.S., Ginsberg, M.D. Ann. Neurol. (1985) [Pubmed]
  32. Hydrophobic binding properties of the lectin from lima beans (Phaseolus lunatus). Roberts, D.D., Goldstein, I.J. J. Biol. Chem. (1982) [Pubmed]
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