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dc.creatorŠolaja, Bogdan
dc.creatorTerzić, Nataša
dc.creatorPocsfalvi, G.
dc.creatorGerena, L.
dc.creatorTinant, Bernard
dc.creatorOpsenica, Dejan
dc.creatorMilhous, Wilbur K.
dc.date.accessioned2019-01-30T17:10:47Z
dc.date.available2019-01-30T17:10:47Z
dc.date.issued2002
dc.identifier.issn0022-2623
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/91
dc.description.abstractMixed 1,2,4,5-tetraoxanes possessing simple spirocycloalkane and spirocholic acid-derived substituents were prepared and shown to have significantly higher in vitro antimalarial activity than bis-substituted tetraoxanes. Out of 41 synthesized tetraoxanes, 12 were in vitro more potent against Plasmodium falciparum chloroquine-resistant W2 clone than artemisinin, and the most potent one was 2.4 times as active as arteether. In addition, 9 compounds exhibit higher activity than chloroquine against P. falciparum chloroquine-susceptible D6 clone. Cytotoxicity was assessed for most active compounds against the Vero cell line, showing a cytotoxicity/antimalarial potency ratio of 1/(1400-9500). For the first time, tetraoxanes were screened against Mycobacterium tuberculosis with MICs as low as 4.73 μM against H37Rv strain. Mixed tetraoxanes were synthesized in a simple procedure from cholic acid methyl esters by direct coupling of steroidal gem-dihydroperoxide to simple ketones and further transformed into corresponding acids and amides.en
dc.publisherAmerican Chemical Society (ACS)
dc.rightsrestrictedAccess
dc.sourceJournal of Medicinal Chemistry
dc.titleMixed steroidal 1,2,4,5-tetraoxanes: Antimalarial and antimycobacterial activityen
dc.typearticle
dc.rights.licenseARR
dc.citation.volume45
dc.citation.issue16
dc.citation.spage3331
dc.citation.epage3336
dc.citation.other45(16): 3331-3336
dc.citation.rankM21
dc.identifier.pmid12139444
dc.identifier.doi10.1021/jm020891g
dc.identifier.rcubConv_4051
dc.identifier.scopus2-s2.0-0036682037
dc.identifier.wos000177142800002
dc.type.versionpublishedVersion


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