Corrections to detection of metabolite changes in C6 glioma cells cultured with antimitotic oleyl glycoside by 1H MAS NMR (Journal of Medicinal Chemistry (2009) 52, (1263) DOI: 10.1021/jm8012807);Detection of metabolite changes in C6 glioma cells cultured with antimitotic oleyl glycoside by1H MAS NMR

Journal of Medicinal Chemistry

Volumn 52, Issue 5, 2009, Pages 1263-1267

  García Álvarez, Isabel ^a   Garrido, Leoncio ^b   Doncel Pérez, Ernesto ^a   Nieto Sampedro, Manuel ^a,c   Fernández Mayoralas, Alfonso ^d  

^a INSTITUTO DE QUÍMICA ORGÁNICA GENERAL   (Spain)

^b HOSPITAL NACIONAL DE PARAPLÉJICOS   (Spain)

^c INSTITUTO DE CIENCIA Y TECNOLOGÍA DE POLÍMEROS   (Spain)

^d INSTITUTO CAJAL   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYL COENZYME A CARBOXYLASE; ANTIMITOTIC AGENT; COENZYME A; FATTY ACID; OLEIC ACID;

APOPTOSIS; ARTICLE; CELL CULTURE; DRUG METABOLISM; DRUG MONITORING; DRUG STRUCTURE; GLIOMA CELL; HUMAN; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 64349084226     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm901825p     Document Type: Erratum

References (30)

1. Friedman, H. S.; Szalavitz, M. What is "hope" for a patient with a deadly brain tumor? Cerebrum: DANA Forum brain Sci. 2003, 5,7-18.
2. Nieto-Sampedro, M. Astrocyte mitogen inhibitor related to epidermal growth factor receptor. Science 1988, 240, 1784-1786.
3. Santos-Benito, F. F.; Fernández-Mayoralas, A.; Martín-Lomas, M.; Nieto-Sampedro, M. Inhibition of proliferation of normal and transformed cells by blood group-related oligosaccharides. J. Exp. Med. 1992, 176, 915-918.
4. Coterón, J. M.; Singh, K.; Asensio, J. L.; Domínguez-Dalda, M.; Fernández-Mayoralas, A.; Jiménez-Barbero, J.; Martín-Lomas, M.; Abad-Rodríguez, J.; Nieto-Sampedro, M. Oligosaccharides structurally related to E-selectin ligands are inhibitors of neural cell division: Synthesis, conformational analysis, and biological activity. J. Org. Chem. 1995, 60, 1502-1519.
5. Aguilera, B.; Romero-Ramirez, L.; Abad-Rodriguez, J.; Corrales, G.; Nieto-Sampedro, M.; Fernandez-Mayoralas, A. Novel disaccharide inhibitors of human glioma cell division. J. Med. Chem. 1998, 41, 4599-4606.
6. Fernandez-Mayoralas, A.; De La Figuera, N.; Zurita, M.; Vaquero, J.; Abraham, G. A.; San Román, J.; Nieto-Sampedro, M. Central neural tumor destruction by controlled release of a synthetic glycoside dispersed in a biodegradable polymeric matrix. J. Med. Chem. 2003, 46, 1286-1288.
7. García-Álvarez, I.; Corrales, G.; Doncel-Pérez, E.; Muñoz, A.; Nieto- Sampedro, M.; Fernández-Mayoralas, A. Design and synthesis of glycoside inhibitors of glioma and melanoma growth. J. Med. Chem. 2007, 50, 364-373.
8. Maricq, M. M.; Waugh, J. S. NMR in rotating solids. J. Chem. Phys. 1979, 70, 3300-3316.
9. 1H decoupling and magic- angle sample spinning. J. Magn. Reson. 1981, 44, 361-401.
10. Garroway, A. N. Magic-angle sample spinning of liquids. J. Magn. Reson. 1982, 49, 168-171.
11. Cheng, L. L.; Lean, C. L.; Bogdanova, A.; Wright, S. C.; Ackerman, J. L.; Brady, T. J.; Garrido, L. Enhanced resolution of proton NMR spectra of malignant nodes using magic angle spinning. Magn. Reson. Med. 1996, 36, 653-658.
12. Bollard, M. E.; Garrod, S.; Holmes, E.; Lindon, J. C.; Humpfer, E.; Spraul, M.; Nicholson, J. K. High-resolution H-1 and H-1-C-13 magic angle spinning NMR spectroscopy of rat liver. Magn. Reson. Med. 2000, 44, 201-207.
13. Calabi, L.; Paleari, L.; Biondi, L.; Linati, L.; De Miranda, M.; Ghelli, S. Application of H-1 and Na-23 magic angle spinning NMR spectroscopy to define the HRBC up-taking of MRI contrast agents. J. Magn. Reson. 2003, 164, 28-34.
14. Schiller, J.; Huster, D.; Fuchs, B.; Naji, L.; Kaufmann, J.; Arnold, K. Evaluation of cartilage composition and degradation by high-resolution magic-angle spinning nuclear magnetic resonance. Methods Mol. Med. 2004, 101, 267-286.
15. Mahon, M. M.; deSouza, N. M.; Dina, R.; Soutter, W. P.; Mclndoe, G. A.; Williams, A. D.; Cox, I. J. Preinvasive and invasive cervical cancer: an ex vivo proton magic angle spinning magnetic resonance spectroscopy study. NMR Biomed. 2004, 17, 144-153.
16. Preul, M. C.; Caramanos, Z.; Collins, D. L.; Villemure, J.-G.; Leblanc, R.; Olovier, A.; Pokrupa, R.; Arnol, D. L. Accurate, non-invasive diagnosis of human brain tumours by using proton magnetic resonance spectroscopy. Nat. Med. 1996, 2, 323-325.
17. 1H MRS spectra from brain tumours. NMR Biomed. 1998, 11, 177-191.
18. Quintero, M.; Cabanas, M. E.; Arú;s, C. A posible cellular explanation for the NMR-visible mobile lipid (ML) changes in cultured C6 glioma cells with growth. Biochim. Biophys. Acta 2007, 1771, 31-44.
19. Wind, R. A.; Hu, J. Z. In vivo and ex vivo high-resolution 1H NMR in biological systems using low-speed magic angle spinning. Prog. NMR Spectrosc. 2006, 49, 207-259.
20. Roy, B.; Mukhopadhyay, B. Sulfuric acid immobilized on silica: an excellent catalyst for Fischer type glycosylation. Tetrahedron Lett. 2007, 48, 3783-3787.
21. Govindaraju, V.; Young, K.; Maudsley, A. A. Proton NMR chemical shifts and coupling constants for brain metabolites. NMR Biomed. 2000, 13, 129-153.
22. Natali, F.; Siculella, L.; Salvati, S.; Gnoni, G. V. Oleic acid is a potent inhibitor of fatty acid and cholesterol synthesis in C6 glioma cells. J. Lipid Res. 2007, 48, 1966-1975.
23. Valonen, P. K.; Griffin, J. L.; Lehtimaki, K. K.; Liimatainen, T.; Nicholson, J. K.; Gröhn, O. H. J.; Kauppinen, R. A. High-resolution magic-angle-spinning 1H NMR spectroscopy reveals different responses in choline-containing metabolites upon gene therapy-induced programmed cell death in rat brain glioma. NMR Biomed. 2005, 18, 252-259.
24. Kettonen, M. I.; Brindle, K. M. Apoptosis detection using magnetic resonance imaging and spectroscopy. Prog. Nucl. Magn. Reson. Spectrosc. 2005, 47, 175-185.
25. Guzman, M.; Blazquez, C. Ketone body synthesis in the brain: possible neuroprotective effects. Prostaglandins, Leukotrienes Essent. Fatty Acids. 2004, 70, 287-292.
26. DiGiuseppe, J. A.; Weng, L. J.; Yu, K. H.; Fu, S.; Kastan, M. B.; Samid, D.; Gore, S. D. Phenylbutyrate-induced G1 arrest and apoptosis in myeloid leukemia cells: Structure-function analysis. Leukemia 1999, 13, 1243-1253.
27. Milkevitch, M.; Shim, H.; Pilatus, U.; Pickup, S.; Wehrle, J. P.; Samid, D.; Poptani, H.; Glickson, J. D.; Delikatny, E. J. Increases in NMR- visible lipid and glycerophosphocholine during phenylbutyrate-induced apoptosis in human prostate cancer cells. Biochim. Biophys. Acta 2005, 1734, 1-12.
28. Bieberich, E.; Hu, B.; Silva, J.; MacKinnon, S.; Yu, R. K.; Fillmore, H.; Broaddus, W. C.; Ottenbrite, R. M. Synthesis and characterization of novel ceramide analogs for induction of apoptosis in human cancer cells. Cancer Lett. 2002, 181, 55-64.
29. Kuhajda, F. P. Fatty Acid Synthase and Cancer: New Application of an Old Pathway. Cancer Res. 2006, 66, 5977-5980.
30. Menendez, J. A.; Lupu, R. Fatty acid synthase and the lipogenic phenotype in cancer pathogenesis. Nat. Rev. 2007, 7, 763-777.