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Novel synthetic route for antimalarial benzo[a]phenoxazine derivative SSJ-183 and two active metabolites

Mizukawa, Yuki and Ge, Jian-Feng and Bakar Md, Abu and Itoh, Isamu and Scheurer, Christian and Wittlin, Sergio and Brun, Reto and Matsuoka, Hiroyuki and Ihara, Masataka. (2014) Novel synthetic route for antimalarial benzo[a]phenoxazine derivative SSJ-183 and two active metabolites. Bioorganic & medicinal chemistry, 22 (14). pp. 3749-3752.

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Official URL: http://edoc.unibas.ch/dok/A6298945

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Abstract

A productive synthesis of benzo[a]phenoxazine derivative SSJ-183 (1), a promising lead for antimalarial agents, was developed using a one pot procedure. Furthermore, N-deethylated metabolite 3 and bis-N,N-deethylated metabolite 4 were synthesized by the application of the method. The metabolites 3 and 4 showed comparable and ∼2-fold increased activities against drug-sensitive and drug-resistant Plasmodium falciparum parasites.
Faculties and Departments:09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH)
09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH) > Department of Medical Parasitology and Infection Biology (MPI) > Parasite Chemotherapy (Mäser)
UniBasel Contributors:Scheurer, Christian and Wittlin, Sergio and Brun, Reto
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Elsevier
ISSN:0968-0896
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:07 Nov 2017 09:17
Deposited On:07 Nov 2014 08:28

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