Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes

Kaoru Tsuchiya, Yoshiaki Hamada, Araki Masuyama, Masatomo Nojima, Kevin J. McCullough, Hye-Sook Kim, Yasuharu Shibata, Yusuke Wataya

Research output: Contribution to journalArticle

51 Citations (Scopus)

Abstract

(Cycloalkylidene)bishydroperoxides 3 react with 1,n-dihaloalkanes (n = 3-6) in the presence of CsOH-H2O in DMF affording the corresponding spiro- 1,2,4,5-tetraoxacycloalkanes 4 in moderate yields. Compound 4ba exhibits significant antimalarial activity in vitro against P. falciparum.

Original languageEnglish
Pages (from-to)4077-4080
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number21
DOIs
Publication statusPublished - May 21 1999

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Antimalarials
Crystal structure
In Vitro Techniques

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Tsuchiya, K., Hamada, Y., Masuyama, A., Nojima, M., McCullough, K. J., Kim, H-S., ... Wataya, Y. (1999). Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes. Tetrahedron Letters, 40(21), 4077-4080. https://doi.org/10.1016/S0040-4039(99)00653-X

Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes. / Tsuchiya, Kaoru; Hamada, Yoshiaki; Masuyama, Araki; Nojima, Masatomo; McCullough, Kevin J.; Kim, Hye-Sook; Shibata, Yasuharu; Wataya, Yusuke.

In: Tetrahedron Letters, Vol. 40, No. 21, 21.05.1999, p. 4077-4080.

Research output: Contribution to journalArticle

Tsuchiya, K, Hamada, Y, Masuyama, A, Nojima, M, McCullough, KJ, Kim, H-S, Shibata, Y & Wataya, Y 1999, 'Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes', Tetrahedron Letters, vol. 40, no. 21, pp. 4077-4080. https://doi.org/10.1016/S0040-4039(99)00653-X
Tsuchiya, Kaoru ; Hamada, Yoshiaki ; Masuyama, Araki ; Nojima, Masatomo ; McCullough, Kevin J. ; Kim, Hye-Sook ; Shibata, Yasuharu ; Wataya, Yusuke. / Synthesis, crystal structure and anti-malarial activity of novel spiro- 1,2,4,5-tetraoxacycloalkanes. In: Tetrahedron Letters. 1999 ; Vol. 40, No. 21. pp. 4077-4080.
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