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Chemical Compound Review

Marshall     (2,2-dimethyl-3H-benzofuran- 7-yl) N...

Synonyms: Advantage, Marshal, Carbosulfan, Posse, CHEBI:38476, ...
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Disease relevance of Advantage

  • In 1984, Barry Marshall and Robin Warren proposed a role for bacterial infections in the pathogenesis of gastroduodenal disease, which triggered an avalanche of research intended to prove or disprove their theory [1].
  • The phenotype overlaps that of the autosomal dominant disorders-Stickler and Marshall syndromes-but can be distinguished by disproportionately short limbs, severe hearing loss, and lack of ocular involvement [2].
  • Hyperuricemia in the inhabitants of the Marshall Islands [3].
  • We have recently shown that alveolar epithelial cells have the capacity to promote fibrinolysis (Marshall, B. C., Sageser, D. S., Rao, N. V., Emi, M., and Hoidal, J. R. (1990) J. Biol. Chem. 265, 8198-8204) and may therefore directly participate in the extensive remodeling that follows acute lung injury [4].
  • The ligament of Marshall: a structural analysis in human hearts with implications for atrial arrhythmias [5].

Psychiatry related information on Advantage

  • In the first half of the 19th century, European physicians-including Marshall Hall, Moritz Romberg, and Bernardus Brach-described loss of postural control in darkness of patients with severely compromised proprioception [6].
  • Deep dyslexia and the right-hemisphere hypothesis for semantic paralexia: a reply to Marshall and Patterson [7].
  • It is suggested that stimulus length effect results are compatible with the Halligan and Marshall [Halligan, P., and Marshall, J. Toward a principled explanation of unilateral neglect. Cognitive Neuropsychology, 1994, 11, 167-206] model of hemispatial neglect [8].
  • Psychometric scores and persistence of irritable bowel after infectious diarrhoea K. A. Geww, J. C. Graham, M. W. McKendrick, S. M. Collins, J. S. Marshall, S. J. Walters, N. R. Read Lancet 1996; 347: 150-153 [9].
  • In their case study of a patient with selective apraxia of phonation, Marshall, Gandour, and Windsor (1988, Brain and Language, 35, 313-339) reported that many of his utterances were ill-formed syntactically [10].

High impact information on Advantage

  • In the crossfire: Collins on genomes, patents, and 'rivalry'. Interview by Eliot Marshall, Elizabeth Pennisi, and Leslie Roberts [11].
  • Thyroid neoplasia in Marshall Islanders exposed to nuclear fallout [12].
  • Pex11p (formerly Pmp27) has been implicated in peroxisomal proliferation (Erdmann, R., and G. Blobel. 1995. J. Cell Biol. 128; 509-523; Marshall, P.A., Y.I. Krimkevich, R.H. Lark, J.M. Dyer, M. Veenhuis, and J.M. Goodman, 1995. J. Cell Biol. 129; 345-355) [13].
  • Pruzanski and P. Vadas marshall the evidence supporting PLA2 as a mediator of inflammation, specifically in linking local and systemic effects [14].
  • A Chinese hamster ovary cell mutant DTG 1-5-4, was selected for pleiotropic defects in receptor-mediated endocytosis by methods previously described (Robbins, A. R., S. S. Peng, and J. L. Marshall, 1983, J. Cell Biol., 96:1064-1071) [15].

Chemical compound and disease context of Advantage


Biological context of Advantage

  • Some patients, however, presented with phenotypes of both Marshall and Stickler syndromes [19].
  • Genotypic-phenotypic comparison revealed an association between the Marshall syndrome phenotype and splicing mutations of 54-bp exons in the C-terminal region of the COL11A1 gene [19].
  • [Naylor, S.L., Marshall, A., Hensel, C., Martinez, P.F., Holley, B. & Sakaguchi, A.Y. (1989) Genomics 4, 355-361]; the DNF15S2 locus suffers deletions in small cell lung carcinoma associated with a reduction or loss of acylase activity (EC [20].
  • Thus, from the standpoints of morphology, cell lineages and molecular markers, it seems likely that RA alters the regional identity of the hindbrain crest cells, which may correspond to the transformation of the hindbrain identity in RA-treated mouse embryos (Marshall et al., Nature 360, 737-741, 1992) [21].
  • Recently we showed that MLK2 causes apoptosis in cultured neuronal cells and that this effect is dependent on activation of the JNK pathway (Liu, Y. F., Dorow, D. S., and Marshall, J. (2000) J. Biol. Chem. 275, 19035-19040) [22].

Anatomical context of Advantage


Associations of Advantage with other chemical compounds


Gene context of Advantage

  • Several mutations causing Stickler syndrome have been found in the COL2A1 gene, and one mutation causing Stickler syndrome and one causing Marshall syndrome have been detected in the COL11A1 gene [19].
  • We now name the large subunit cyclin T and the previously cloned small subunit (Zhu, Y. R., Peery, T., Peng, J. M., Ramanathan, Y., Marshall, N., Marshall, T., Amendt, B., Mathews, M. B., and Price, D. H. (1997) Genes Dev. 11, 2622-2632) cyclin-dependent kinase 9 (CDK9) [32].
  • The interval of DFNB32 locus overlap with DFNA37 locus and the Marshall and Stickler syndromes locus [33].
  • We previously proposed the existence of an activity, P-TEF (positive transcription elongation factor) that functions in a DRB-sensitive manner to allow RNA polymerase II elongation complexes to efficiently synthesize long transcripts (Marshall, N. F. and Price, D. H. (1992) Mol. Cell. Biol. 12, 2078-2090) [34].
  • Activation of ERK1 and ERK2 protein kinases has been implicated in diverse cellular processes, including the control of cell proliferation and cell differentiation (Marshall [1995] Cell 80:179) [35].

Analytical, diagnostic and therapeutic context of Advantage

  • However, patients in group 2 had a greater incidence of progression to MODS as defined by the Marshall MOD score, a longer duration of mechanical ventilation, a longer stay in the intensive care unit, and a longer overall hospital stay than group 1 [36].
  • Randomized controlled trials of agents accepted or proposed as mood stabilizers are reviewed to marshall the available evidence in support of this claim [37].
  • They also have increased bifrontal diameters, hypertonia, prominent finger pads, and thin, deep-set nails, and the face is quite different from the Marshall facies [38].
  • CONCLUSIONS: The new HPLC method is reliable, robust, and has advantages compared with the Nichols Advantage CPBA and the Diasorin RIA [39].
  • Eight male and 10 female depressed subjects, meeting DSM III R criteria for a major depressive episode, and eight male and 10 female healthy volunteers had MRI scans on a 1.5 T GE Signa Advantage scanner [40].


  1. The translation of Helicobacter pylori basic research to patient care. Ernst, P.B., Peura, D.A., Crowe, S.E. Gastroenterology (2006) [Pubmed]
  2. Autosomal recessive disorder otospondylomegaepiphyseal dysplasia is associated with loss-of-function mutations in the COL11A2 gene. Melkoniemi, M., Brunner, H.G., Manouvrier, S., Hennekam, R., Superti-Furga, A., Kääriäinen, H., Pauli, R.M., van Essen, T., Warman, M.L., Bonaventure, J., Miny, P., Ala-Kokko, L. Am. J. Hum. Genet. (2000) [Pubmed]
  3. Hyperuricemia in the inhabitants of the Marshall Islands. Adams, W.H., Harper, J.A., Heotis, P.M., Jamner, A.H. Arthritis Rheum. (1984) [Pubmed]
  4. Pulmonary epithelial cell urokinase-type plasminogen activator. Induction by interleukin-1 beta and tumor necrosis factor-alpha. Marshall, B.C., Xu, Q.P., Rao, N.V., Brown, B.R., Hoidal, J.R. J. Biol. Chem. (1992) [Pubmed]
  5. The ligament of Marshall: a structural analysis in human hearts with implications for atrial arrhythmias. Kim, D.T., Lai, A.C., Hwang, C., Fan, L.T., Karagueuzian, H.S., Chen, P.S., Fishbein, M.C. J. Am. Coll. Cardiol. (2000) [Pubmed]
  6. Romberg's sign: development, adoption, and adaptation in the 19th century. Lanska, D.J., Goetz, C.G. Neurology (2000) [Pubmed]
  7. Deep dyslexia and the right-hemisphere hypothesis for semantic paralexia: a reply to Marshall and Patterson. Jones, G.V., Martin, M. Neuropsychologia. (1985) [Pubmed]
  8. Line bisection performances of 650 normal children. van Vugt, P., Fransen, I., Creten, W., Paquier, P. Neuropsychologia. (2000) [Pubmed]
  9. Psychometric scores and persistence of irritable bowel after infectious diarrhoea K. A. Geww, J. C. Graham, M. W. McKendrick, S. M. Collins, J. S. Marshall, S. J. Walters, N. R. Read Lancet 1996; 347: 150-153. King, T. Clinical nutrition (Edinburgh, Scotland) (1996) [Pubmed]
  10. Idiosyncratic strategies in sentence production: a case report. Gandour, J., Marshall, R.C., Windsor, J. Brain and language. (1989) [Pubmed]
  11. In the crossfire: Collins on genomes, patents, and 'rivalry'. Interview by Eliot Marshall, Elizabeth Pennisi, and Leslie Roberts. Collins, F. Science (2000) [Pubmed]
  12. Thyroid neoplasia in Marshall Islanders exposed to nuclear fallout. Hamilton, T.E., van Belle, G., LoGerfo, J.P. JAMA (1987) [Pubmed]
  13. Redox-sensitive homodimerization of Pex11p: a proposed mechanism to regulate peroxisomal division. Marshall, P.A., Dyer, J.M., Quick, M.E., Goodman, J.M. J. Cell Biol. (1996) [Pubmed]
  14. Phospholipase A2--a mediator between proximal and distal effectors of inflammation. Pruzanski, W., Vadas, P. Immunol. Today (1991) [Pubmed]
  15. A single mutation in Chinese hamster ovary cells impairs both Golgi and endosomal functions. Robbins, A.R., Oliver, C., Bateman, J.L., Krag, S.S., Galloway, C.J., Mellman, I. J. Cell Biol. (1984) [Pubmed]
  16. Chromosomal aberrations in cultured human lymphocytes treated with Marshal and its effective ingredient Carbosulfan. Topaktaş, M., Rencüzoğullar, E. Mutat. Res. (1993) [Pubmed]
  17. Incidence of isoniazid acetylation phenotypes in North Indians. Gupta, R.C., Nair, C.R., Jindal, S.K., Malik, S.K. International journal of clinical pharmacology, therapy, and toxicology. (1984) [Pubmed]
  18. Dental plaque removal efficacy of three toothbrushes with different designs: A comparative analysis. Tirapelli, C., de Carvalho, J.F., Ribas, J.P., Panzeri, H. Oral health & preventive dentistry. (2006) [Pubmed]
  19. Splicing mutations of 54-bp exons in the COL11A1 gene cause Marshall syndrome, but other mutations cause overlapping Marshall/Stickler phenotypes. Annunen, S., Körkkö, J., Czarny, M., Warman, M.L., Brunner, H.G., Kääriäinen, H., Mulliken, J.B., Tranebjaerg, L., Brooks, D.G., Cox, G.F., Cruysberg, J.R., Curtis, M.A., Davenport, S.L., Friedrich, C.A., Kaitila, I., Krawczynski, M.R., Latos-Bielenska, A., Mukai, S., Olsen, B.R., Shinno, N., Somer, M., Vikkula, M., Zlotogora, J., Prockop, D.J., Ala-Kokko, L. Am. J. Hum. Genet. (1999) [Pubmed]
  20. Genetic relationship between acylpeptide hydrolase and acylase, two hydrolytic enzymes with similar binding but different catalytic specificities. Jones, W.M., Scaloni, A., Bossa, F., Popowicz, A.M., Schneewind, O., Manning, J.M. Proc. Natl. Acad. Sci. U.S.A. (1991) [Pubmed]
  21. Retinoic acid stage-dependently alters the migration pattern and identity of hindbrain neural crest cells. Lee, Y.M., Osumi-Yamashita, N., Ninomiya, Y., Moon, C.K., Eriksson, U., Eto, K. Development (1995) [Pubmed]
  22. Activated JNK phosphorylates the c-terminal domain of MLK2 that is required for MLK2-induced apoptosis. Phelan, D.R., Price, G., Liu, Y.F., Dorow, D.S. J. Biol. Chem. (2001) [Pubmed]
  23. The frequency of "rare" protein variants in Marshall islanders and other Micronesians. Neel, J.V., Ferrell, R.E., Conard, R.A. Am. J. Hum. Genet. (1976) [Pubmed]
  24. Inhibition of NADPH oxidase activation by synthetic peptides mapping within the carboxyl-terminal domain of small GTP-binding proteins. Lack of amino acid sequence specificity and importance of polybasic motif. Joseph, G., Gorzalczany, Y., Koshkin, V., Pick, E. J. Biol. Chem. (1994) [Pubmed]
  25. Calmodulin prevents activation of Ras by PKC in 3T3 fibroblasts. Villalonga, P., López-Alcalá, C., Chiloeches, A., Gil, J., Marais, R., Bachs, O., Agell, N. J. Biol. Chem. (2002) [Pubmed]
  26. High resolution mapping of the pulmonary vein and the vein of Marshall during induced atrial fibrillation and atrial tachycardia in a canine model of pacing-induced congestive heart failure. Okuyama, Y., Miyauchi, Y., Park, A.M., Hamabe, A., Zhou, S., Hayashi, H., Miyauchi, M., Omichi, C., Pak, H.N., Brodsky, L.A., Mandel, W.J., Fishbein, M.C., Karagueuzian, H.S., Chen, P.S. J. Am. Coll. Cardiol. (2003) [Pubmed]
  27. Comparison of hydroperoxide initiator requirements for the cyclooxygenase activities of prostaglandin H synthase-1 and -2. Kulmacz, R.J., Wang, L.H. J. Biol. Chem. (1995) [Pubmed]
  28. Retinol binding protein as a surrogate measure for serum retinol: studies in vitamin A-deficient children from the Republic of the Marshall Islands. Gamble, M.V., Ramakrishnan, R., Palafox, N.A., Briand, K., Berglund, L., Blaner, W.S. Am. J. Clin. Nutr. (2001) [Pubmed]
  29. Angiofollicular lymph node hyperplasia (Castleman's disease): an immunohistochemical and enzyme-histochemical study of the hyaline-vascular form of lesion. Jones, E.L., Crocker, J., Gregory, J., Guibarra, M., Curran, R.C. J. Pathol. (1984) [Pubmed]
  30. Plasma renin and aldosterone measurements in low renin hypertensive states. Sealey, J.E., Gordon, R.D., Mantero, F. Trends Endocrinol. Metab. (2005) [Pubmed]
  31. Preservation of rabbit kidneys using a solution containing hydrolyzed starch. Nørby, J., Jacobsen, I.A., Pegg, D.E., Starklint, H., Chemnitz, J., Diaper, M.P. Transplantation (1991) [Pubmed]
  32. Identification of a cyclin subunit required for the function of Drosophila P-TEFb. Peng, J., Marshall, N.F., Price, D.H. J. Biol. Chem. (1998) [Pubmed]
  33. Mapping of a new autosomal recessive nonsyndromic hearing loss locus (DFNB32) to chromosome 1p13.3-22.1. Masmoudi, S., Tlili, A., Majava, M., Ghorbel, A.M., Chardenoux, S., Lemainque, A., Zina, Z.B., Moala, J., Männikkö, M., Weil, D., Lathrop, M., Ala-Kokko, L., Drira, M., Petit, C., Ayadi, H. Eur. J. Hum. Genet. (2003) [Pubmed]
  34. Purification of P-TEFb, a transcription factor required for the transition into productive elongation. Marshall, N.F., Price, D.H. J. Biol. Chem. (1995) [Pubmed]
  35. Activation of extracellular signal-regulated kinases (ERKs) defines the first phase of 1,25-dihydroxyvitamin D3-induced differentiation of HL60 cells. Wang, X., Studzinski, G.P. J. Cell. Biochem. (2001) [Pubmed]
  36. Mitogen-activated protein kinases in the intensive care unit: prognostic potential. Rosengart, M.R., Nathens, A.B., Arbabi, S., Neff, M.J., Garcia, I., Martin, T.R., Maier, R.V. Ann. Surg. (2003) [Pubmed]
  37. What makes a drug a primary mood stabilizer? Keck, P.E., McElroy, S.L., Richtand, N., Tohen, M. Mol. Psychiatry (2002) [Pubmed]
  38. The syndromes of Marshall and Weaver. Fitch, N. J. Med. Genet. (1980) [Pubmed]
  39. HPLC method for 25-hydroxyvitamin D measurement: comparison with contemporary assays. Lensmeyer, G.L., Wiebe, D.A., Binkley, N., Drezner, M.K. Clin. Chem. (2006) [Pubmed]
  40. Volumetric analysis of the prefrontal cortex, amygdala, and hippocampus in major depression. Hastings, R.S., Parsey, R.V., Oquendo, M.A., Arango, V., Mann, J.J. Neuropsychopharmacology (2004) [Pubmed]
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