2fhy Citations

Benzoxazole benzenesulfonamides are novel allosteric inhibitors of fructose-1,6-bisphosphatase with a distinct binding mode.

Bioorg. Med. Chem. Lett. 16 1811-5 (2006)
Related entries: 2fie, 2fix

Cited: 17 times
EuropePMC logo PMID: 16442285

Abstract

We have identified benzoxazole benzenesulfonamide 1 as a novel allosteric inhibitor of fructose-1,6-bisphosphatase (FBPase-1). X-ray crystallographic and biological studies of 1 indicate a distinct binding mode that recapitulates features of several previously reported FBPase-1 inhibitor classes.

Reviews citing this publication (1)

  1. Recent and emerging anti-diabetes targets. Mohler ML, He Y, Wu Z, Hwang DJ, Miller DD. Med Res Rev 29 125-195 (2009)

Articles citing this publication (16)

  1. Ligand efficiency indices for effective drug discovery. Abad-Zapatero C. Expert Opin Drug Discov 2 469-488 (2007)
  2. The role of liver fructose-1,6-bisphosphatase in regulating appetite and adiposity. Visinoni S, Khalid NF, Joannides CN, Shulkes A, Yim M, Whitehead J, Tiganis T, Lamont BJ, Favaloro JM, Proietto J, Andrikopoulos S, Fam BC. Diabetes 61 1122-1132 (2012)
  3. Allosteric FBPase inhibitors gain 10(5) times in potency when simultaneously binding two neighboring AMP sites. Hebeisen P, Kuhn B, Kohler P, Gubler M, Huber W, Kitas E, Schott B, Benz J, Joseph C, Ruf A. Bioorg. Med. Chem. Lett. 18 4708-4712 (2008)
  4. Increased glucose production in mice overexpressing human fructose-1,6-bisphosphatase in the liver. Visinoni S, Fam BC, Blair A, Rantzau C, Lamont BJ, Bouwman R, Watt MJ, Proietto J, Favaloro JM, Andrikopoulos S. Am. J. Physiol. Endocrinol. Metab. 295 E1132-41 (2008)
  5. Designing inhibitors against fructose 1,6-bisphosphatase: exploring natural products for novel inhibitor scaffolds. Heng S, Harris KM, Kantrowitz ER. Eur J Med Chem 45 1478-1484 (2010)
  6. Connectivity and binding-site recognition: applications relevant to drug design. Illingworth CJ, Scott PD, Parkes KE, Snell CR, Campbell MP, Reynolds CA. J Comput Chem 31 2677-2688 (2010)
  7. Structure-based drug design of tricyclic 8H-indeno[1,2-d][1,3]thiazoles as potent FBPase inhibitors. Tsukada T, Takahashi M, Takemoto T, Kanno O, Yamane T, Kawamura S, Nishi T. Bioorg. Med. Chem. Lett. 20 1004-1007 (2010)
  8. Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors. Tsukada T, Takahashi M, Takemoto T, Kanno O, Yamane T, Kawamura S, Nishi T. Bioorg. Med. Chem. Lett. 19 5909-5912 (2009)
  9. Sulfonylureido thiazoles as fructose-1,6-bisphosphatase inhibitors for the treatment of type-2 diabetes. Kitas E, Mohr P, Kuhn B, Hebeisen P, Wessel HP, Haap W, Ruf A, Benz J, Joseph C, Huber W, Sanchez RA, Paehler A, Benardeau A, Gubler M, Schott B, Tozzo E. Bioorg. Med. Chem. Lett. 20 594-599 (2010)
  10. The liver: Key in regulating appetite and body weight. Fam BC, Joannides CN, Andrikopoulos S. Adipocyte 1 259-264 (2012)
  11. Design, synthesis and biological evaluation of 7-nitro-1H-indole-2-carboxylic acid derivatives as allosteric inhibitors of fructose-1,6-bisphosphatase. Bie J, Liu S, Zhou J, Xu B, Shen Z. Bioorg. Med. Chem. 22 1850-1862 (2014)
  12. Synthesis and structure-activity relationship of non-phosphorus-based fructose-1,6-bisphosphatase inhibitors: 2,5-Diphenyl-1,3,4-oxadiazoles. Liao BR, He HB, Yang LL, Gao LX, Chang L, Tang J, Li JY, Li J, Yang F. Eur J Med Chem 83 15-25 (2014)
  13. Discovery of potent and orally active tricyclic-based FBPase inhibitors. Tsukada T, Kanno O, Yamane T, Tanaka J, Yoshida T, Okuno A, Shiiki T, Takahashi M, Nishi T. Bioorg. Med. Chem. 18 5346-5351 (2010)
  14. Fructose 1,6-Bisphosphatase 2 Plays a Crucial Role in the Induction and Maintenance of Long-Term Potentiation. Duda P, Wójtowicz T, Janczara J, Krowarsch D, Czyrek A, Gizak A, Rakus D, Rakus D. Cells 9 (2020)
  15. Quadruple space-group ambiguity owing to rotational and translational noncrystallographic symmetry in human liver fructose-1,6-bisphosphatase. Ruf A, Tetaz T, Schott B, Joseph C, Rudolph MG. Acta Crystallogr D Struct Biol 72 1212-1224 (2016)
  16. Protein-based alignment in 3D-QSAR of FBPase inhibitors. Yi P, Di YT, Liu W, Hao XJ, Ming Y, Huang DS, Yang J, Yi ZZ, Li ZJ, Yang RD, Zhang JC. Eur J Med Chem 46 885-892 (2011)


Related citations provided by authors (1)

  1. Benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase.. Lai C, Gum RJ, Daly M, Fry EH, Hutchins C, Abad-Zapatero C, von Geldern TW Bioorg. Med. Chem. Lett. 16 1807-10 (2006)