An efficient and general route to the synthesis of novel aminoglycosides for RNA binding

Synlett

Volumn , Issue 2, 2011, Pages 219-222

  Santana, Andrés G ^a   Bastida, Ágatha ^a   Del Campo, Teresa Martínez ^a   Asensio, Juan Luis ^a   Revuelta, Julia ^a  

^a INSTITUTO DE QUÍMICA ORGÁNICA GENERAL   (Spain)

Author keywords

aminoglycoside; antibiotics; azide; drug design; oligosaccharide synthesis

Indexed keywords

AMINOGLYCOSIDE ANTIBIOTIC AGENT; KANAMYCIN;

ANTIBIOTIC RESISTANCE; ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CRYSTALLOGRAPHY; DIMERIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; GEL CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE; PROTEIN SYNTHESIS; RNA BINDING;

EID: 78651387205     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1259305     Document Type: Article

References (42)

1. Aminoglycoside Antibiotics: From Chemical Biology to Drug Discovery Arya D P. Wiley-Interscience Hoboken 2007
2. Magnet S, Blanchard J S., Chem. Rev. 2005 477
3. Selimoglu E, Curr. Pharm. Des. 2007 119
4. Houghton J L., Green K D., Chen W, Garneau-Tsodikova S, ChemBioChem 2010 880
5. Revuelta J, Vacas T, Corzana F, González C, Bastida A, Asensio J L., Chem. Eur. J. 2010 2986
6. Vourloumis D, Winters G C., Simonsen K B., Takahashi M, Ayida B K., Sándwick S, Zhao Q, Han Q, Hermann T, ChemBioChem 2005 58
7. Ye X.-S, Zhang L.-H, Curr. Med. Chem. 2002 929
8. Chen G.-H, Pan P, Chen Y, Meng X.-B, Li Z.-J, Tetrahedron 2009 5922
9. Bodlenner A, Alix A, Weibel J.-M, Pale P, Ennifar E, Paillart J.-C, Walter P, Marquet R, Dumas P, Org. Lett. 2007 4415
10. Kondo J, Hainrichson M, Nudelman I, Shallom-Shezifi D, Barbieri C M., Pilch D S., Westhof E, Baasov T, ChemBioChem 2007 1700
11. Riguet E, Désiré J, Boden O, Ludwig V, Göbel M, Bailly C, Décout J.-I, Bioorg. Med. Chem. Lett. 2005 4651
12. Agnelli F, Sucheck S J., Marby K A., Rabuka D, Yao S.-L, Sears P S., Liang F.-S, Wong C.-H, Angew. Chem. Int. Ed. 2004 1562
13. Tok J B.-H, Fenker J, Bioorg. Med. Chem. Lett. 2001 2987
14. Sucheck S J., Wong A L., Koeller K M., Boehr D D., Draker D.-A, Sears P, Wright G D., Wong C.-H, J. Am. Chem. Soc. 2000 5230
15. Michael K, Wang H, Tor Y, Bioorg. Med. Chem. 1999 1361
16. Wang H, Tor Y, Bioorg. Med. Chem. Lett. 1997 1951
17. Litovchick A, Evdokimov A G., Lapidot A, Biochemistry 2000 2838
18. Werstuck G, Zapp M L., Green M R., Chem. Biol. 1996 129
19. Wu S, Fu Y, Yan R, Wu Y, Lei X, Ye X.-S, Tetrahedron 2010 3433
20. Lee J, Kwon M, Lee K H., Jeong S, Hyun S, ShIn K J., Ju J, J. Am. Chem. Soc. 2004 1956
21. Francois B, Szychowski J, Adhikari S S., Pachamuthu K, Swayze E E., Griffey R H., Migawa M T., Westhof E, Hanessian S, Angew. Chem. Int. Ed. 2004 6735
22. Ding Y, Hofstadler S A., Swayze E E., Risen L, Griffey R H., Angew. Chem. Int. Ed. 2003 3409
23. Ding Y, Hofstadler S A., Swayze E E., Griffey R H., Org. Lett. 2001 1621
24. Wong C.-H, Hendrix M, Manning D D., Rosenbohm C, Greenberg W A., J. Am. Chem. Soc. 1998 8319
25. Alguacil J, Defaus S, Claudio A, Trapote A, Masides M, Robles J, Eur. J. Org. Chem. 2010 3102
26. Mei H, Xing L, Cai L, Jin H.-W, Zhao P, Yang Z.-J, Zhang L.-H, Bioorg. Med. Chem. Lett. 2008 5355
27. Cai L, Li Q, Ren B, Yang Z.-J, Zhang L.-R, Zhang L.-H, Tetrahedron 2007 8135
28. Chares I, Xi H, Arya D P., Bioconjugate Chem. 2007 160
29. Hyun S, Lee K H., Yu J, Bioorg. Med. Chem. Lett. 2006 4757
30. Charles I, Xue L, Arya D P., Bioorg. Med. Chem. Lett. 2002 1259
31. Fourmy D, Recht M I., Puglisi D, J. Mol. Biol. 1998 347
32. Fourmy D, Recht M I., Blanchard S C., Puglisi J D., Science 1996 1367
33. Carter A P., Clemons W M., Brodersen D E., Morgan-Warren R J., Wimberly B T., Ramakrishnan V, Nature 2000 340
34. Vicens Q, Westhof E, Chem. Biol. 2002 747
35. Francois B, Rusell R J. M., Murray J B., Aboul-ela F, Masquida B, Vicens Q, Westhof E, Nucleic Acid Res. 2005 33 5677
36. Kondo J, Russell R J. M., Murray J B., Westhof E, Biochimie 2006 1027
37. Vicens Q, Westhof E, Structure 2001 647
38. Wang H, Tor Y, J. Am. Chem. Soc. 1997 8734
39. Alper P B., Hung S.-C, Wong C.-H, Tetrahedron Lett. 1996 6029
40. Nyffeler P T., Liang G.-H, Koeller K M., Wong C.-H, J. Am. Chem. Soc. 2002 10773
41. Titz A, Radic Z, Schawardt O, Ernst D, Tetrahedron Lett. 2006 2383
42. Yan R.-B, Yang F, Wu Y, Zhang L.-H, Yen X.-S, Tetrahedron Lett. 2005 8993