Antimalarial peroxides: the first intramolecular 1,2,4,5-tetraoxane
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Summary
An intramolecular steroidal 12,4.5-tetraoxane has been synthesised in six steps starting from methyl 3-oxo-7α,12α-diacetoxy-5β-cholan-24-oate and has moderate in vitro antimalarial activity against P falciparum strains.
- Type
- article
- Published
- 2002-01-01
- Cited by
- 16
- References
- 16
- Access
- Open access
- OpenAlex
- https://openalex.org/W2011327243
- Semantic Scholar
- https://api.semanticscholar.org/CorpusID:84625395
Keywords
Intramolecular force, Chemistry, IC50, Plasmodium falciparum, Stereochemistry
References
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- Synthesis and antimalarial activities of fluoroalkyl derivatives of dihydroartemisinin.
- Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes.
- Antimalarial activity of new water-soluble dihydroartemisinin derivatives.
- Synthesis and antimalarial activity of 11 dispiro-1,2,4,5-tetraoxane analogues of WR 148999. 7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecanes substituted at the 1 and 10 positions with unsaturated and polar functional groups.
- Antimalarial, antiproliferative, and antitumor activities of artemisinin-derived, chemically robust, trioxane dimers.
- Plasmodium falciparum: induction of resistance to mefloquine in cloned strains by continuous drug exposure in vitro.
- Antimalarial simplified 3-aryltrioxanes: synthesis and preclinical efficacy/toxicity testing in rodents.
- Antimalarial activity of new dihydroartemisinin derivatives. 6. alpha-Alkylbenzylic ethers.
- Cholic acid derivatives as 1,2,4,5-tetraoxane carriers: structure and antimalarial and antiproliferative activity.
- Synthesis and antimalarial activities of base-catalyzed adducts of 11-azaartemisinin.
- Steroidal geminal dihydroperoxides and 1,2,4,5-tetraoxanes: structure determination and their antimalarial activity.
- Methyl-substituted dispiro-1,2,4,5-tetraoxanes: correlations of structural studies with antimalarial activity.
- Synthesis and antimalarial activity of sixteen dispiro-1,2,4, 5-tetraoxanes: alkyl-substituted 7,8,15,16-tetraoxadispiro[5.2.5. 2]hexadecanes.
- Synthesis, antimalarial activity, biomimetic iron(II) chemistry, and in vivo metabolism of novel, potent C-10-phenoxy derivatives of dihydroartemisinin.
Cited by
- Artemisinins and synthetic peroxides as highly efficient antimalarials
- Structure-activity relationship study of steroidal 1,2,4,5-tetraoxane animalarials using computational procedures
- Second generation analogues of RKA182: synthetic tetraoxanes with outstanding in vitro and in vivo antimalarial activities
- An efficient route into synthetically challenging bridged achiral 1,2,4,5-tetraoxanes with antimalarial activity.
- Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products
- Antimalarial and antiproliferative evaluation of bis-steroidal tetraoxanes.
- Phosphomolybdic and phosphotungstic acids as efficient catalysts for the synthesis of bridged 1,2,4,5-tetraoxanes from β-diketones and hydrogen peroxide.
- Selective synthesis of cyclic peroxides from triketones and H2O2.
- Antimalarial, antimycobacterial and antiproliferative activity of phenyl substituted mixed tetraoxanes
- Synthetic peroxides as antimalarials
- Transformation of 2-allyl-1,3-diketones to bicyclic compounds containing 1,2-dioxolane and tetrahydrofuran rings using the I2/H2O2 system
- Stable Tricyclic Antitubercular Ozonides Derived from Artemisinin.
- Rearrangements of organic peroxides and related processes
- Synthesis and profiling of benzylmorpholine 1,2,4,5-tetraoxane analogue N205: Towards tetraoxane scaffolds with potential for single dose cure of malaria.
- Lewis Acids and Heteropoly Acids in the Synthesis of Organic Peroxides
- Antimalarial peroxides
- Erratum to: Electrodeposition of 4,4′-di-tert-butylbiphenyl peroxide from the anodic oxidation of p-tert-butylphenol in an alkaline acetonitrile solution
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