Synthesis, crystal structure and antimalarial activity of functionalized spiro-1,2,4,5-tetraoxacycloalkanes from unsaturated hydroperoxy peracetals

Tetrahedron Letters

Volumn 41, Issue 23, 2000, Pages 4681-4684

  Nonami, Yuji ^a   Tokuyasu, Takahiro ^a   Masuyama, Araki ^a   Nojima, Masatomo ^a   McCullough, Kevin J ^b   Kim, Hye Sook ^a   Wataya, Yusuke ^c  

^a OSAKA UNIVERSITY   (Japan)

^b HERIOT WATT UNIVERSITY   (United Kingdom)

^c OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

3 METHYL 3 METHYLDIOXY 1,2,6,7 TETRAOXASPIRO[7.11]NONADECANE; CYCLOALKANE DERIVATIVE; DIMETHYL 4 IODO 1,2,6,7 TETRAOXASPIRO[7.11]NONADECANE; UNCLASSIFIED DRUG;

ANTIMALARIAL ACTIVITY; ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; NONHUMAN; PLASMODIUM FALCIPARUM; REACTION ANALYSIS;

EID: 0034640840     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00688-2     Document Type: Article

References (15)

1. (a) Zhou, W. -S.; Xu, X.-X. Acc. Chem. Res. 1994, 27, 211.
2. (b) Haynes, R. K.; Vonwiller, S. C. Acc. Chem. Res. 1997, 30, 73.
3. (c) Robert, A.; Meunier, B. Chem. Soc. Rev. 1998, 27, 273.
4. (d) O'Neill, P. M.; Searle, N. L.; Raynes, K. J.; Maggs, J. L.; Ward, S. A.; Storr, R. C.; Park, B. K.; Posner, G. H. Tetrahedron Lett. 1998, 39, 6065.
5. (e) Posner, G. H.; Ploypradith, P.; Parker, M. H.; O'Dowd, H.; Woo, S.-H.; Northrop, J.; Krasavin, M.; Dolan, P.; Kensler, T. W.; Xie, S.; Shapiro, T. A. J. Med. Chem. 1999, 42, 4275.
6. (f) Dong, Y.; Matile, H.; Chollet, J.; Kaminsky, R.; Wood, J. K.; Vennerstrom, J. L. J. Med. Chem. 1999, 42, 1477.
7. Tsuchiya, K.; Hamada, Y.; Masuyama, A.; Nojima, M.; McCullough, K. J.; Kim, H.-S.; Wataya, Y. Tetrahedron Lett. 1999, 40, 4077.
8. (a) Dussault, P. H.; Sahli, A.; Westermeyer, T. J. Org. Chem. 1993, 58, 5469.
9. (b) Allen, J. L.; Paquette, K. P.; Porter, N. A. J. Am. Chem. Soc. 1998, 120, 9362.
10. (a) Adam, W.; Birke, A.; Cadiz, C.; Diaz, S.; Rodriguez, A. J. Org. Chem. 1978, 43, 1154.
11. (b) Bloodworth, A. J.; Eggelte, H. J. J. Chem. Soc., Perkin Trans. 1 1981, 3272.
12. Rousseau, G.; Homsi, F. Chem. Soc. Rev. 1997, 26, 453.
13. Ushigoe, Y.; Torao, Y.; Masuyama, A.; Nojima. N. J. Org. Chem. 1997, 62, 4949
14. SHELXTL (Version 5.1), Sheldrick, G. M. Brucker AXS: Madison,WI, USA.
15. Kim, H.-S.; Shibata, Y.; Wataya, Y.; Tsuchiya, K.; Masuyama, A.; Nojima, M. J. Med. Chem. 1999, 42, 2604.