Conformational analysis of phorboxazole bis-oxazole oxane fragment analogs by NMR spectroscopy and molecular modeling simulations

Magnetic Resonance in Chemistry

Volumn 46, Issue 1, 2008, Pages 36-41

  Fontana, Carolina ^a   Incerti, Marcelo ^a   Moyna, Guillermo ^b   Manta, Eduardo ^a  

^a UNIVERSIDAD DE LA REPÚBLICA   (Uruguay)

^b UNIVERSITY OF THE SCIENCES   (United States)

Author keywords

13C NMR; 1H NMR; 3 JHH coupling constants; Conformational preferences; NMR; NOE correlations; Oxane; Oxazol; Simulated annealing

Indexed keywords

CONFORMATIONS; MOLECULAR MODELING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHASE SPACE METHODS;

13C NMR; 1H NMR; 3 JHH COUPLING CONSTANT; CONFORMATIONAL PREFERENCES; COUPLING CONSTANTS; NOE CORRELATION; OXANE; OXAZOL; OXAZOLES; PHORBOXAZOLES;

SIMULATED ANNEALING;

EID: 38949147806     PISSN: 07491581     EISSN: 1097458X     Source Type: Journal    
DOI: 10.1002/mrc.2120     Document Type: Article

References (15)

1. Norcoss RD, Paterson I. Chem. Rev. 1995; 95: 2041.
2. Wipf P. Chem. Rev. 1995; 95: 2115.
3. Searle PA, Molinski TF. J. Am. Chem. Soc. 1995; 117: 8126.
4. Searle PA, Molinski TF, Brzeaniski LJ, Leahy JW. J. Am. Chem. Soc. 1996; 118: 9422.
5. Forsyth CJ, Ying L, Chen J, La Clair JJ. J. Am. Chem. Soc. 2006; 128: 3858.
6. Phillips AJ, Uto Y, Wipf P, Reno MJ, Williams DR. Org. Lett. 2000; 2: 1165.
7. Manta E, Scarone L, HernándezG, Mariezcurrena R, Suescun L, Brito I, Brouard I, González MC, Pérez R, Martin JD. Tetrahedron Lett. 1997; 38: 5853.
8. Incerti M. Síntesis, elucidatión estructural y actividad biológica de análogos a dominios parciales de Phorboxazoles. Ph. D. Thesis, Facultad de Química (UDELAR), Montevideo, Uruguay, 2006.
9. Goekjian PG, Wu TC, Kishi Y. J. Org. Chem. 1991; 56: 6412.
10. Kirkpatrick S, Gelatt CD Jr, Vecchi MP. Science 1983; 220: 671.
11. Moyna G, Williams HJ, Scout AI, Ringel I, Gorodetsky R, Swindell CS. J. Med. Chem. 1997; 40: 3305.
12. Haasnoot CAG, de Leeuw FAAM, Altona C. Tetrahedron 1980; 36: 2783.
13. Gill G, Pawar DM, Noe EA. J. Org. Chem. 2005; 70: 10726.
14. Stott K, Keeler J, Van QN, Shaka AJ. J. Magn. Reson. 1997; 125: 302.
15. Halgren TA. J. Comput. Chem. 1998; 17: 490.