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

doi:10.1021/jm010026g

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

School of Engineering & Physical Sciences

Research output: Contribution to journal › Article › peer-review

139 Citations (Scopus)

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 language	English
Pages (from-to)	2357-2361
Number of pages	5
Journal	Journal of Medicinal Chemistry
Volume	44
Issue number	14
DOIs	https://doi.org/10.1021/jm010026g
Publication status	Published - 5 Jul 2001

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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",

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doi = "10.1021/jm010026g",

language = "English",

volume = "44",

pages = "2357--2361",

journal = "Journal of Medicinal Chemistry",

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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 - https://www.scopus.com/pages/publications/0035811454

U2 - 10.1021/jm010026g

DO - 10.1021/jm010026g

M3 - Article

SN - 0022-2623

VL - 44

SP - 2357

EP - 2361

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 14

ER -

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

Abstract

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