2,4-Dithiouracil: The reproducible H-bonded structural motifs in the complexes with 18-membered crown ethers

Organic and Biomolecular Chemistry

Volumn 3, Issue 16, 2005, Pages 3054-3058

  Wang, Wen Jwu ^a   Ganin, Eduard V ^a,d   Fonari, Marina S ^b   Simonov, Yurii A ^b   Bocelli, Gabriele ^c  

^a TAMKANG UNIVERSITY   (Taiwan)

^b INSTITUTE OF APPLIED PHYSICS   (Moldova)

^c IMEM CNR   (Italy)

^d ODESSA STATE ENVIRONMENTAL UNIVERSITY   (Ukraine)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; COMPLEXATION; CRYSTALS; DIMERS; ETHERS; HYDROGEN BONDS; ISOMERS;

2,4-DITHIOURACIL (DTU); ANHYDROUS ADDUCTS; CIS-ISOMERS; H-BONDED MONOHYDRATES;

BIOCHEMISTRY;

2,4-DITHIOURACIL; CROWN ETHER; DITHIOURACIL; DRUG DERIVATIVE; THIOURACIL;

ARTICLE; CHEMISTRY; HYDROGEN BOND;

CROWN ETHERS; HYDROGEN BONDING; THIOURACIL;

EID: 24144443796     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b505807d     Document Type: Article

References (32)

1. W. Verboom, D. M. Rudkevich and D. N. Reinhoudt, Pure Appl. Chem., 1994, 66, 679-686.
2. S.-K. Chang, D. V. Engen, E. Fan and A. D. Hamilton, J. Am. Chem. Soc., 1991, 113, 7640-7645.
3. (a) I. Goldberg, Complexes of Crown Ethers with Molecular Guests. Inclusion Compounds, vol. 2, ed. J. L. Atwood, J. E. D. Davies, and D. D. MacNicol, Academic Press, 1984;
4. (b) G. W. Gokel, W. M. Leevy and M. E. Weber, Chem. Rev., 2004, 104, 2723-2750.
5. M. S. Fonari, Yu. A. Simonov, G. Bocelli, M. M. Botoshansky and E. V. Ganin, J. Mol. Struct., 2005, 738, 85-89.
6. (a) G. A. Jeffrey and W. Saenger, Hydrogen bonding in biological structures, Springer-Verlag, Berlin, 1991;
7. (b) G. A. Jeffrey, An introduction to hydrogen bonding, Oxford University Press, New York, 1997;
8. (c) G. R. Desiraju and T. Steiner, The weak hydrogen bond in structural chemistry and biology, Oxford University Press, Oxford, 1999.
9. E. A. Meyer, R. K. Castellano and F. Diederich, Angew. Chem., Int. Ed., 2003, 42, 1210-1250.
10. F. V. Singh, R. Kumar, A. Sharon, C. K. Broder, J. A. K. Howard, A. Goel and P. R. Maulik, J. Mol. Struct., 2005, 740, 101-105, and references therein.
11. F. N. Allen, C. M. Bird, R. S. Rowland and P. R. Raithby, Acta Crystallogr., Sect B, 1997, 53, 680-695.
12. (a) G. H. Elgemeie, Curr. Pharm. Des., 2003, 9, 2627-2642;
13. (b) R. Christopher, P. L. Karjian, G. M. Wahl, M. Pegram and S. T. C. Neuteboom, Anti-Cancer Drugs, 2002, 13(1), 29-36.
14. (a) J. S. Eadie, M. Conrad, D. Toorchen and M. D. Topal, Nature, 1984, 308, 201-203;
15. (b) M. Hill-Perkins, M. D. Jones and P. Karran, Mutat. Res., 1986, 162(2), 153-163.
16. H. Rostkowska, K. Szczepaniak, M. J. Nowak, J. Leszczynski, K. KuBulat and W. B. Person, J. Am. Chem. Soc., 1990, 112, 2147-2160.
17. J. Leszczynski and K. Lammertsma, ,J. Phys. Chem., 1991, 95, 3128-3132.
18. A. Leš and L. Adamowicz, J. Am. Chem. Soc., 1994, 112, 1504-1509.
19. L. Lapinski, H. Rostkowska, M. Nowak, J. Kwiatkowski and J. Leszczynski, Vib. Spectrosc., 1996, 13, 23-40.
20. H. Yekeler, J. Comput. Aided Mol. Des., 2000, 14, 243-250.
21. E. Shefter and H. G. Mautner, J. Am. Chem. Soc., 1967, 89, 1249-1253.
22. E. R. T. Tiekink, Z. Kristallogr., 1989, 187, 79-84.
23. M. S. Fonari, Yu. A. Simonov, E. V. Ganin, A. A. Yavolowski and R. Luboradzki, Crystallogr. Rep., 1999, 44, 1006-1009.
24. (a) A. D. Brewer, G. Ferguson and M. Parvez, Acta Crystallogr., Sect. C, 1987, 43, 144-147;
25. (b) E. R. T. Tiekink, Z. Kristallogr., 2001, 216, 122-125.
26. J. Bernstein, R. E. Davis, L. Shimoni and N.-L. Chang, Angew. Chem., Int. Ed. Engl., 1995, 34, 1555-1573.
27. F. N. Allen, Acta Crystallogr., Sect. B., 2002, 58, 380-388.
28. (a) A. Jarmula, R. Anulewicz, A. Les, M. K. Cyranski, L. Adamowicz, M. Bretner, K. Felczak, T. Kulikowski, T. M. Krygowski and W. Rode, Biochim. Biophys. Acta, 1998, 1382, 277-286;
29. (b) S. Swaminahan and K. K. Chacko, Acta Crystallogr., Sect. B, 1978, 34, 3108-3110;
30. (c) E. S. Raper, R. E. Oughtred and I. W. Nowell, Acta Crystallogr., Sect. C, 1985, 41, 758-760;
31. (d) G. D. Bujacz, D. A. Adamiak, A. Malkiewicz and B. Nawrot, Heteroat. Chem., 1994, 5, 375;
32. (e) B. Tashkhodzhaev, K. K. Turgunov, B. Usmanova, B. B. Averkiev, M. Yu. Antipin and Kh. M. Shakhidoyatov, Zh. Strukt. Khim., 2002, 43, 876-880.