Coupled hydrogen-bonding interactions between β-carboline derivatives and acetic acid

Magnetic Resonance in Chemistry

Volumn 45, Issue 10, 2007, Pages 830-834

  Reyman, D ^a   Hallwass, F ^b   Da Cruz Gonçalves, Simone M ^b   Camacho, J J ^a  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

^b FEDERAL UNIVERSITY OF PERNAMBUCO   (Brazil)

Author keywords

Chemical shifts; Hydrogen bond; NMR; Temperature effect; carboline derivatives; carboline carboxylic acid complex

Indexed keywords

ACETIC ACID; COMPLEXATION; HYDROGEN BONDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH;

CARBOLINE DERIVATIVES; DELOCALIZATIONS; HARMANE; HYDROGEN BONDING INTERACTIONS; NMR SPECTRUM; Β-CARBOLINE; Β-CARBOLINE DERIVATIVE; Β-CARBOLINE-CARBOXYLIC ACID COMPLEX; Π-ELECTRON DENSITY;

CHEMICAL SHIFT;

EID: 34748922196     PISSN: 07491581     EISSN: 1097458X     Source Type: Journal    
DOI: 10.1002/mrc.2049     Document Type: Article

References (36)

1. Airaksinen MM, Kari I, Med. Biol. 1981; 59: 21.
2. Zhou TS, Ye WC, Wang ZT. Phytochemistry 1998; 49: 1807.
3. Carbrera GM, Seldes AM. J. Nat. Prod. 1999; 62: 759.
4. Kotanen S, Huybrechts J, Cerstiaens A. Biochem. Biophys. Res. Commun. 2003; 310: 64.
5. Fukushima S, Matsubara K, Akane A, Shiono H. Alcohol 1991; 9: 31.
6. Manabe S, Yuan J, Takahashi T, Urban RC Jr. Exp. Eye Res. 1996; 63: 179.
7. Beck O, Lundman A. Biochem. Pharmacol. 1983; 32: 1507.
8. Adachi J, Mizoi Y, Naito T, Ogawa Y, Uetani Y, Ninomiya I. J. Nutr. 1991; 121: 646.
9. Hayashi K, Nagao M, Sugimura T. Nucleic Acids Res. 1977; 4: 3679.
10. Csanyi D, Hajos G, Riedl Z. Bioorg. Med. Chem. Lett. 2000; 10: 1767.
11. Song Y, Wang J, Teng SF, Kesuma D, Deng Y, Duan J, Wang JH, Zhong-Qi R, Sim MM. Bioorg. Med. Chem. Lett. 2002; 12: 1129.
12. Nii H. Mutation Res. 2003; 541: 123.
13. Deveau AM, Labroli MA, Dieckhaus CM. Biorg. Med. Chem. Lett. 2001; 11: 1251.
14. Kim H, Sablin OS, Ramsay RR. Arch. Biochem. Biophys. 1997; 337: 137.
15. Buckholtz NS, Boggan WO. Biochem. Pharmacol. 1977; 26: 1991.
16. Braestrup C, Nielsen M, Olsen CE. Proc. Natl. Acad. Sci. U.S.A. 1980; 77: 2288.
17. Schlecker W, Huth A, Ottow E, Mulzer J. Synth Stuttgart 1995; 10: 1225.
18. Batch A, Dodd RH. J. Org. Chem. 1998; 63: 872.
19. Molina P, Fresneda PM, Gareia-Zafra S. Tetrahedron Lett. 1995; 36: 3581.
20. Molina P, Fresneda PM, Garcia-Zafra S, Almendros P. Tetrahedron Lett. 1994; 35: 8851.
21. Chou PT, Liu YI, Wu GR. J. Phys. Chem. B 2001; 105(43): 10674.
22. Reyman D, Tapia MJ, Carcedo C, Vinas MH. Biophys. Chem. 2003; 104(3): 683.
23. Tapia MJ, Reyman D, Vinas MH. Phys. Chem. Chem. Phys. 2002; 4(15): 3676.
24. Reyman D, Vinas MH. Chem. Phys. Lett. 1999; 301(5-6): 551.
25. Carmona C, Balon M, Galan M. J. Phys. Chem. A 2001; 105(45): 10334.
26. Carmona C, Galan M, Angulo G. Phys. Chem. Chem. Phys. 2000; 2(22): 5076.
27. Carmona C, Balon M, Galan M. Photochem. Photobiol. 2002; 76(3): 239.
28. Limbach HH, Pietrzak M, Sharif S. Chem. Eur. J. 2004; 10(20): 5195.
29. Denisov GS, Limbach HH. J. Am. Chem. Soc. 1994; 116: 12055.
30. Perry AF. Magn. Reson. Chem. 2001; 39: 190.
31. Cabrita EJ, Berger S. Magn. Reson. Chem. 2001; 39: 142.
32. Tolstoy PM, Smirnov SN, Shenderovich IG. J. Mol. Struct. 2004; 700(1-3): 19.
33. Tolstoy PM, Schah-Mohammedi P, Smirnov SN. J. Am. Chem. Soc. 2004; 126(17): 5621.
34. Hallwass F, Reyman D, unpublished results.
35. Reyman D, Viñas MH, Camacho JJ. J. Photochem. Photobiol. A Chem. 1999; 120(2): 85.
36. Coronilla AS, Carmona C, Muñoz MA, Balón M. Chem. Phys. 2006; 327: 70.