Literature DB >> 11428929

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

H S Kim1, Y Nagai, K Ono, K Begum, Y Wataya, Y Hamada, K Tsuchiya, A Masuyama, M Nojima, K J McCullough.   

Abstract

CsOH- or Ag(2)O-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.

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Year:  2001        PMID: 11428929     DOI: 10.1021/jm010026g

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  12 in total

1.  Proteome analysis of new antimalarial endoperoxide against Plasmodium falciparum.

Authors:  Nagwa S M Aly; Akiko Hiramoto; Hitomi Sanai; Osamu Hiraoka; Kazuyuki Hiramoto; Hiroyuki Kataoka; Jin-Ming Wu; Araki Masuyama; Masatomo Nojima; Satoru Kawai; Hye-Sook Kim; Yusuke Wataya
Journal:  Parasitol Res       Date:  2007-02-02       Impact factor: 2.289

2.  A new peroxide fragmentation: efficient chemical generation of (1O2) in organic media.

Authors:  Prasanta Ghorai; Patrick H Dussault
Journal:  Org Lett       Date:  2009-10-15       Impact factor: 6.005

3.  In vitro antimalarial activity of metalloporphyrins against Plasmodium falciparum.

Authors:  Khurshida Begum; Hye-Sook Kim; Veena Kumar; Igor Stojiljkovic; Yusuke Wataya
Journal:  Parasitol Res       Date:  2003-03-12       Impact factor: 2.289

4.  Synthesis of alkyl hydroperoxides via alkylation of gem-dihydroperoxides.

Authors:  ShivaKumar Kyasa; Benjamin W Puffer; Patrick H Dussault
Journal:  J Org Chem       Date:  2013-03-18       Impact factor: 4.354

5.  Antiviral mechanism of preclinical antimalarial compounds possessing multiple antiviral activities.

Authors:  Weilin Gu; Youki Ueda; Hiromichi Dansako; Shinya Satoh; Nobuyuki Kato
Journal:  FASEB Bioadv       Date:  2021-03-04

6.  New preclinical antimalarial drugs potently inhibit hepatitis C virus genotype 1b RNA replication.

Authors:  Youki Ueda; Midori Takeda; Kyoko Mori; Hiromichi Dansako; Takaji Wakita; Hye-Sook Kim; Akira Sato; Yusuke Wataya; Masanori Ikeda; Nobuyuki Kato
Journal:  PLoS One       Date:  2013-08-30       Impact factor: 3.240

7.  Mild and efficient strontium chloride hexahydrate-catalyzed conversion of ketones and aldehydes into corresponding gem-dihydroperoxides by aqueous H2O2.

Authors:  Davood Azarifar; Kaveh Khosravi; Fatemeh Soleimanei
Journal:  Molecules       Date:  2010-03-08       Impact factor: 4.411

8.  Multiple antiviral activities of the antimalarial and anti-hepatitis C drug candidates N-89 and N-251.

Authors:  Youki Ueda; Weilin Gu; Hiromichi Dansako; Hye-Sook Kim; Sayaka Yoshizaki; Nobuaki Okumura; Tomohiro Ishikawa; Hironori Nishitsuji; Fumihiro Kato; Takayuki Hishiki; Shinya Satoh; Koji Ishii; Michiaki Masuda; Kunitada Shimotohno; Masanori Ikeda; Nobuyuki Kato
Journal:  Biochem Biophys Rep       Date:  2018-06-01

9.  Oxacycle synthesis via intramolecular reaction of carbanions and peroxides.

Authors:  Rachel Willand-Charnley; Benjamin W Puffer; Patrick H Dussault
Journal:  J Am Chem Soc       Date:  2014-04-09       Impact factor: 15.419

10.  Synthesis of Ethers via Reaction of Carbanions and Monoperoxyacetals.

Authors:  ShivaKumar Kyasa; Rebecca N Meier; Ruth A Pardini; Tristan K Truttmann; Keith T Kuwata; Patrick H Dussault
Journal:  J Org Chem       Date:  2015-12-07       Impact factor: 4.354

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