An electron density study on cis-1-(2-hydroxymethyl-cyclopentenyl)uracils

Tetrahedron

Volumn 59, Issue 26, 2003, Pages 4901-4906

  González Moa, María J ^a   Terán, Carmen ^a   Mosquera, Ricardo A ^a  

^a UNIVERSITY OF VIGO   (Spain)

Author keywords

1,2 disubstituted carbonucleosides; AIM theory; Conformation; Electronic structure

Indexed keywords

ANTINEOPLASTIC AGENT; ANTIVIRUS AGENT; CYCLOPENTENE DERIVATIVE; HYDROXYL GROUP; METHYL GROUP; URACIL DERIVATIVE;

ANALYTIC METHOD; ARTICLE; CHEMICAL BOND; CONFORMATION; DENSITY; ELECTRON MICROSCOPY; PRIORITY JOURNAL;

EID: 0038176319     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00707-5     Document Type: Article

References (32)

1. De Clercq E. J. Med. Virol. 5:1995;149.
2. Mansour T.S., Storer R. Curr. Pharm. Des. 3:1997;227.
3. De Clercq E. Clin. Microbiol. Rev. 10:1997;674.
4. De Clercq E. Med. Lett. 1998;5.
5. Marquez V.E. Adv. Antiviral Drug Des. 2:1996;89.
6. Vince V., Hua M. J. Med. Chem. 33:1990;17.
7. Santana L., Teijeira M., Terán C., Uriarte E., Casselato U., Grazziani R. Nucleosides Nucleotides. 15:1996;1179.
8. Besada P., González-Moa M.J., Terán C., Santana L., Uriarte E. Synthesis. 2002;2445.
9. Santana L., Teijeira M., Terán M.C., Uriarte E., Viña D. Synthesis. 2001;1532.
10. Akella L.B., Vince R. Tetrahedron. 52:1996;8407.
11. Terán C., González-Moa M.J., Mosquera R., Santana L. Nucleotides Nucleosides. 20:2001;999.
12. Thibaudeau C., Chattopadhyaya J. Nucleosides Nucleotides. 16:1997;523.
13. Plavec J., Thibaudeau C., Chattopadhyaya J. Pure Appl. Chem. 68:1996;2137.
14. Thibaudeau C., Plavec J., Chattopadhyaya J. J. Org. Chem. 61:1996;266.
15. Van Roey P., Taylor E.W., Chu C.K., Schinazi R.F. Ann. N.Y. Acad. Sci. 616:1990;29.
16. González-Moa M.J., Terán C., Mosquera R.A. Int. J. Quant. Chem. 86:2002;67.
17. Bader R.F.W. International Series of Monographs on Chemistry. International Series of Monographs on Chemistry. Vol. 22:1990;Oxford University, Oxford.
18. Bader R.F.W. Chem. Rev. 91:1991;893.
19. Simons C. Nucleoside Mimetics. 2001;Gordon and Breach Science, Singapore.
20. Cremer D., Pople J.A. J. Am. Chem. Soc. 97:1975;1354.
21. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Jr., Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A.9, Gaussian, Inc.: Pittsburgh PA, 1998.
22. Estévez C.M., Graña A.M., Ríos M.A. J. Mol. Struct. (Theochem). 288:1993;207.
23. Kovacs T., Parkanyi L., Pelezer F., Cervantes-Lee F., Pannell O., Torrence K.H. J. Med. Chem. 34:1991;2595.
24. AIMPAC: A suite of programs for the Theory of Atoms in Molecules; R. F. W. Bader and co-workers, McMaster University, Hamilton, Ontario, Canada L8S 4M1. Contact bader@mcmail.cis.mcmaster.ca.
25. MORPHY98, a topological analysis program written by P. L. A. Popelier with a contribution from R. G. A. Bone (UMIST, England, EU).
26. Popelier P.L.A. Chem. Phys. Lett. 288:1994;160.
27. González-Moa, M. J., PhD Thesis, University of Vigo, 2002.
28. Lorenzo L., Mosquera R.A. Chem. Phys. Lett. 356:2002;305.
29. Hwang T.-S., Wang Y. J. Phys. Chem. A. 102:1998;3726.
30. Graña A.M., Mosquera R.A. J. Chem. Phys. 110:1999;6606.
31. Flükiger P., Lüthi H.P., Prtmann S., Weber J. MOLEKEL 4.2. 2000-2002;Swiss Center for Scientific Computing, Manno (Switzerland).
32. Portmann S., Lüthi H.P. CHIMIA. 54:2000;766.