Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes

H. S. Kim, Y. Nagai, K. Ono, K. Begum, Y. Wataya, Y. Hamada, K. Tsuchiya, A. Masuyama, M. Nojima, K. J. McCullough

Research output: Contribution to journalArticle

Abstract

CsOH- or Ag2O-mediated cycloalkylation of (alkylidene)bisperoxides 3 and 1,n-dihaloalkanes (n = 3-8) provided the corresponding medium-sized 1,2,4,5-tetraoxacycloalkanes 4-8 in moderate yields. Subsequent evaluation of the antimalarial activity of the cyclic peroxides 4-8 in vitro and in vivo revealed that 1,2,6,7-tetraoxaspiro[7.11]nonadecane 4a has considerable potential as a new, inexpensive, and potent antimalarial drug.

Original languageEnglish
Pages (from-to)2357-2361
Number of pages5
JournalJournal of Medicinal Chemistry
Volume44
Issue number14
DOIs
Publication statusPublished - 5 Jul 2001

Fingerprint

Antimalarials
Peroxides
1,2,6,7-tetraoxaspiro(7.11)nonadecane

Cite this

Kim, H. S., Nagai, Y., Ono, K., Begum, K., Wataya, Y., Hamada, Y., ... McCullough, K. J. (2001). Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes. Journal of Medicinal Chemistry, 44(14), 2357-2361. https://doi.org/10.1021/jm010026g
Kim, H. S. ; Nagai, Y. ; Ono, K. ; Begum, K. ; Wataya, Y. ; Hamada, Y. ; Tsuchiya, K. ; Masuyama, A. ; Nojima, M. ; McCullough, K. J. / Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes. In: Journal of Medicinal Chemistry. 2001 ; Vol. 44, No. 14. pp. 2357-2361.
@article{13c3bdf430eb4a37bc30d048ff811532,
title = "Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes",
abstract = "CsOH- or Ag2O-mediated cycloalkylation of (alkylidene)bisperoxides 3 and 1,n-dihaloalkanes (n = 3-8) provided the corresponding medium-sized 1,2,4,5-tetraoxacycloalkanes 4-8 in moderate yields. Subsequent evaluation of the antimalarial activity of the cyclic peroxides 4-8 in vitro and in vivo revealed that 1,2,6,7-tetraoxaspiro[7.11]nonadecane 4a has considerable potential as a new, inexpensive, and potent antimalarial drug.",
author = "Kim, {H. S.} and Y. Nagai and K. Ono and K. Begum and Y. Wataya and Y. Hamada and K. Tsuchiya and A. Masuyama and M. Nojima and McCullough, {K. J.}",
year = "2001",
month = "7",
day = "5",
doi = "10.1021/jm010026g",
language = "English",
volume = "44",
pages = "2357--2361",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "14",

}

Kim, HS, Nagai, Y, Ono, K, Begum, K, Wataya, Y, Hamada, Y, Tsuchiya, K, Masuyama, A, Nojima, M & McCullough, KJ 2001, 'Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes', Journal of Medicinal Chemistry, vol. 44, no. 14, pp. 2357-2361. https://doi.org/10.1021/jm010026g

Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes. / Kim, H. S.; Nagai, Y.; Ono, K.; Begum, K.; Wataya, Y.; Hamada, Y.; Tsuchiya, K.; Masuyama, A.; Nojima, M.; McCullough, K. J.

In: Journal of Medicinal Chemistry, Vol. 44, No. 14, 05.07.2001, p. 2357-2361.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes

AU - Kim, H. S.

AU - Nagai, Y.

AU - Ono, K.

AU - Begum, K.

AU - Wataya, Y.

AU - Hamada, Y.

AU - Tsuchiya, K.

AU - Masuyama, A.

AU - Nojima, M.

AU - McCullough, K. J.

PY - 2001/7/5

Y1 - 2001/7/5

N2 - CsOH- or Ag2O-mediated cycloalkylation of (alkylidene)bisperoxides 3 and 1,n-dihaloalkanes (n = 3-8) provided the corresponding medium-sized 1,2,4,5-tetraoxacycloalkanes 4-8 in moderate yields. Subsequent evaluation of the antimalarial activity of the cyclic peroxides 4-8 in vitro and in vivo revealed that 1,2,6,7-tetraoxaspiro[7.11]nonadecane 4a has considerable potential as a new, inexpensive, and potent antimalarial drug.

AB - CsOH- or Ag2O-mediated cycloalkylation of (alkylidene)bisperoxides 3 and 1,n-dihaloalkanes (n = 3-8) provided the corresponding medium-sized 1,2,4,5-tetraoxacycloalkanes 4-8 in moderate yields. Subsequent evaluation of the antimalarial activity of the cyclic peroxides 4-8 in vitro and in vivo revealed that 1,2,6,7-tetraoxaspiro[7.11]nonadecane 4a has considerable potential as a new, inexpensive, and potent antimalarial drug.

UR - http://www.scopus.com/inward/record.url?scp=0035811454&partnerID=8YFLogxK

U2 - 10.1021/jm010026g

DO - 10.1021/jm010026g

M3 - Article

VL - 44

SP - 2357

EP - 2361

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 14

ER -