Novel series of 1,2,4-trioxane derivatives as antimalarial agents

References

• World Malaria Report. World Health Organization: Geneva, Switzerland; 2016.
   Google Scholar
• Rudrapal M, Chetia D. Endoperoxide antimalarials: development, structural diversity and pharmacodynamic aspects with reference to 1,2,4-trioxane-based structural scaffold. Drug Des Dev Ther 2016;10:3575–90.
   PubMed Web of Science ®Google Scholar
• Pandey S, Agarwal P, Srivastava K, et al. Synthesis and bioevaluation of novel 4-aminoquinoline-tetrazole derivatives as potent antimalarial agents. Eur J Med Chem 2013;66:69–81.
   PubMed Web of Science ®Google Scholar
• Gogoi J, Chetia D, Kumawat MK, et al. Synthesis and antimalarial activity evaluation of some mannich bases of tetraoxane-phenol conjugate. Indian J Pharm Educ Res 2016;50:591–7.
   Web of Science ®Google Scholar
• Geleta G, Ketema T. Severe malaria associated with P. falciparum and P. vivax among children in Pawe Hospital, Northwest Ethiopia. Malaria Res Treat 2016;2016:1240962.
   PubMedGoogle Scholar
• Kyle DE, Teja-Isavadharm P, Li Q, et al. Pharmacokinetics and pharmacodynamics of qinghaosu derivatives: how do they impact on the choice of drug and the dosage regimens? Med Trop (Mars) 1998;58:38–44.
   PubMedGoogle Scholar
• Garner P, Graves PM. The benefits of artemisinin combination therapy for malaria extend beyond the individual patient. PLoS Med 2005;2:e105.
   PubMed Web of Science ®Google Scholar
• Park VK, O’Neill PM, Maggs JL, et al. Safety assessment of peroxide antimalarials: clinical and chemical perspectives. Br J Clin Pharmacol 1998;46:521–9.
   PubMed Web of Science ®Google Scholar
• White NJ. Clinical pharmacokinetics and pharmacodynamics of artemisinin and derivatives. Trans R Soc Trop Med Hyg 1994;88:S41–S3.
   PubMed Web of Science ®Google Scholar
• White NJ. Assessment of the pharmacodynamic properties of antimalarial drugs in vivo. Antimicrob Agents Chemother 1997;41:1413–22.
   PubMed Web of Science ®Google Scholar
• Rubush DM, Morges MA, Rose BJ, et al. An asymmetric synthesis of 1,2,4-trioxane anticancer agents via desymmetrization of peroxyquinols through a Brønsted acid catalysis cascade. J Am Chem Soc 2012;134:13554–7.
   PubMed Web of Science ®Google Scholar
• Tang Y, Dong Y, Vennerstrom JL. Synthetic peroxides as antimalarials. Med Res Rev 2004;24:425–48.
   PubMed Web of Science ®Google Scholar
• Singh SP, Konwar BK. Molecular docking studies of quercetin and its analogues against human inducible nitric oxide synthase. SpringerPlus 2012;1:69.
   PubMed Web of Science ®Google Scholar
• Shukla S, Srivastava RS, Shrivastava SK, et al. Synthesis, cytotoxic evaluation, docking and in silico pharmacokinetic prediction of 4-arylideneamino/cycloalkylidineamino 1, 2-naphthoquinone thiosemicarbazones. J Enzyme Inhib Med Chem 2013;28:1192–8.
   PubMed Web of Science ®Google Scholar
• Sharma D, Chetia D, Rudrapal M. Design, synthesis and antimalarial activity of some new 2-hydroxy-1,4-naphthoquinone-4-hydroxyaniline hybrid Mannich bases. Asian J Chem 2016;28:782–8.
   Google Scholar
• Singh S, Srivastava P. Molecular docking studies of myricetin and its analogues against human PDK-1 kinase as candidate drugs for cancer. Comput Mol Biosci 2015;5:20–33.
   Google Scholar
• Carreno MC, Gonzalez-Lopez M, Urbano A. Oxidative de-aromatization of para-alkyl phenols into para-peroxyquinols and para-quinols mediated by oxone as a source of singlet oxygen. Angew Chem Int Ed 2006;45:2737–41.
   PubMed Web of Science ®Google Scholar
• Trager W, Jensen JB. Human malaria parasites in continuous culture. Science 1976;193:673–5.
   PubMed Web of Science ®Google Scholar
• Lambros C, Vanderberg JP. Synchronization of Plasmodium falciparum erythrocytic stages in culture. J Parasitol 1976;65:418–20.
   Web of Science ®Google Scholar
• Rudrapal M, Chetia D, Prakash A. Synthesis, antimalarial- and antibacterial activity evaluation of some new 4-aminoquinoline derivatives. Med Chem Res 2013;22:3703–11.
   Web of Science ®Google Scholar
• Roy S, Chetia D, Rudrapal M, et al. Synthesis and antimalarial activity study of some new Mannich bases of 7-chloro-4-aminoquinoline. Med Chem 2013;9:379–83.
   PubMed Web of Science ®Google Scholar
• Kashyap A, Chetia D, Rudrapal M. Synthesis, antimalarial activity evaluation and drug-likeness study of some new quinoline-lawsone hybrids. Indian J Pharm Sci 2016;78:892–911.
   Web of Science ®Google Scholar
• Singh J, Kumar M, Mansuri R, et al. Inhibitor designing, virtual screening, and docking studies for methyltransferase: a potential target against dengue virus. J Pharm Bioallied Sci 2016;8:188–94.
   PubMed Web of Science ®Google Scholar
• Sashidhara KV, Avula SR, Palnati GR, et al. Synthesis and in vitro evaluation of new chloroquine-chalcone hybrids against chloroquine-resistant strain of Plasmodium falciparum. Bioorg Med Chem 2012;22:5455–9.
   Web of Science ®Google Scholar
• Lipinski CA, Lombardo F, Dominy BW, et al. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 1997;23:3–26.
   Web of Science ®Google Scholar
• Alam S, Khan F. QSAR and docking studies on xanthone derivatives for anticancer activity targeting DNA topoisomerase IIα. Drug Des Dev Ther 2014;8:183–95.
   PubMed Web of Science ®Google Scholar
• Silverstein RM, Webster FX. Spectrometric identification of organic compounds. New York: Wiley Inc.; 2005:205–13.
   Google Scholar
• Sashidhara KV, Kumar K, Dodda RP, et al. Coumarin-trioxane hybrids: synthesis and evaluation as a new class of antimalarial scaffolds. Bioorg Med Chem Lett 2012;22:3926–30.
   PubMed Web of Science ®Google Scholar
• Liu Y, Cui K, Lu W, et al. Synthesis and antimalarial activity of novel dihydro-artemisinin derivatives. Molecule 2011;16:4527–38.
   PubMed Web of Science ®Google Scholar
• Meshnick SR. Artemisinin: mechanisms of action, resistance and toxicity. Int J Parasitol 2002; 32:1655–60.
   PubMed Web of Science ®Google Scholar
• Cumming JN, Ploypradith P, Posner GH. Antimalarial activity of artemisinin (qinghaosu) and related trioxanes: mechanism(s) of action. Adv Pharmacol 1996;37:253–97.
   Google Scholar
• Paul M, O'Neill PM, Posner GH. A medicinal chemistry perspective on artemisinin and related endoperoxides. J Med Chem 2004;47:2945–64.
   PubMed Web of Science ®Google Scholar
• Oliveria R, Newton AS, Guedes RC, et al. An endoperoxide-based hybrid approach to deliver falcipain inhibitors inside malaria parasites. Chem Med Chem 2013;8:1528–36.
   Web of Science ®Google Scholar
• Lionta E, Spyrou G, Vassilatis DK, et al. Structure-based virtual screening for drug discovery: principles, applications and recent advances. Curr Top Med Chem 2014;14:1923–38.
   PubMed Web of Science ®Google Scholar
• Kitchen DB, Decornez H, Furr JR, et al. Docking and scoring in virtual screening for drug discovery: methods and applications. Nat Rev: Drug Discov 2004;3:935–49.
   PubMed Web of Science ®Google Scholar
• Usha T, Middha SK, Goyal AK, et al. Molecular docking studies of anti-cancerous candidates in Hippophae rhamnoides and Hippophae salicifolia. J Biomed Res 2014;28:406–15.
   PubMedGoogle Scholar
• Nikam MD, Mahajan PS, Damale MG, et al. Synthesis, molecular docking and biological evaluation of some novel tetrazolo[1,5-a]quinoline incorporated pyrazoline and isooxazoline derivatives. Med Chem Res 2015;24:3372–86.
   Web of Science ®Google Scholar
• Sapre NS, Gupta S, Pancholi N, et al. Molecular docking studies on tetrahydroimidazo-[4,5,1-jk][1,4]-benzodiazepinone (TIBO) derivatives as HIV-1 NNRT inhibitors. J Comput Aided Mol Des 2008;22:69–80.
   PubMed Web of Science ®Google Scholar
• Khoshneviszadeh M, Shahraki O, Khoshneviszadeh M, et al. Structure-based design, synthesis, molecular docking study and biological evaluation of 1,2,4-triazine derivatives acting as COX/15-LOX inhibitors with anti-oxidant activities. Enzyme Inhib Med Chem 2016;31:1602–11.
   PubMed Web of Science ®Google Scholar
• Faidallah HM, Al-Mohammadi MM, Alamry KA, et al. Synthesis and biological evaluation of fluoropyrazolesulfonylurea and thiourea derivatives as possible antidiabetic agents. J Enzyme Inhib Med Chem 2016;31:157–63.
   PubMed Web of Science ®Google Scholar
• Grover J, Kumar V, Singh V, et al. Synthesis, biological evaluation, molecular docking and theoretical evaluation of ADMET properties of nepodin and chrysophanol derivatives as potential cyclooxygenase (COX-1, COX-2) inhibitors. Eur J Med Chem 2014;80:47–56.
   PubMed Web of Science ®Google Scholar
• Debnath B, Ganguly S. Synthesis, biological evaluation, in silico docking, and virtual ADME studies of 2-[2-Oxo-3-(arylimino)indolin-1-yl]-N-arylacetamides as potent anti-breast cancer agents. Monatsh Chem 2016;147:565–74.
   Web of Science ®Google Scholar
• Kerns EH, Di L. Drug-like properties: concepts, structure design and methods from ADME to toxicity optimization. New York: Academic Press; 2008:6–14.
   Google Scholar
• Kashid AM, Dube PN, Alkutkar PG, et al. Synthesis, biological screening and ADME prediction of benzylindole derivatives as novel anti-HIV-1, anti-fungal and anti-bacterial agents. Med Chem Res 2013;22:4633–40.
   Web of Science ®Google Scholar