Antimalarial Assessment of Certain 1,2,4-Triazoles and Benzoquinolones against Plasmodium knowlesi A1H1
DOI:
https://doi.org/10.37134/jsml.vol11.1.6.2023Keywords:
1,2,4-Triazoles, quinolones, antimalarial, Plasmodium knowlesi A1H1Abstract
Previous studies have reported the use of nitrogen-heterocyclic compounds to treat malaria. Interestingly, quinolone and 1,2,4-triazole scaffolds demonstrated an outstanding capacity to target at least two stages of the malaria parasite life cycle, especially when they are hybrid with other nitrogen heterocycles. Thus, the objective of this study is to assess the drug susceptibility of Plasmodium knowlesi A1H1 parasites to certain 1,2,4-triazoles and benzoquinones that bear pyrrolidinones using a plasmodium lactate dehydrogenase assay. All synthesized compounds showed moderate activity against P. knowlesi A1H1 with EC50 values in the range of 13.39-28.85 μM. Both 1,2,4-triazoles and quinolone derivatives were synthesized using commercially available pyrrolidinones.
Downloads
References
Aggarwal R, Sumran G. (2020). An insight on medicinal attributes of 1,2,4-triazoles. European Journal of Medicinal Chemistry, 205, 112652.
Ahmad Zahir HI, Putri NAMA, Rezali NS, Mohammat MF, Shaameri Z. (2022). Synthetic approaches towards quinolactacin derivatives via Diels-Alder, acyl migration and multicomponent reactions. Malaysian Journal of Analytical Sciences, 26(4), 755-765.
Basco LK, Marquet F, Makler MM, Lebras J. (1995). Plasmodium falciparum and Plasmodium vivax: lactate-dehydrogenase activity and its application for in vitro drug susceptibility assay. Experimental Parasitology, 80(2), 260-271.
Beteck RM, Smit FJ, Haynes RK, N’Da DD. (2014). Recent progress in the development of anti-malarial quinolones. Malaria Journal, 13, 339.
Chin AZ, Charlene M, Maluda M, Jelip J, Saffree M, Jeffree B, Culleton R, Ahmed K. (2020). Malaria elimination in Malaysia and the rising threat of Plasmodium knowlesi. Journal of Physiological Anthropology, 39(36), 1-9.
Dolabela MFN, Oliveira SG, Nascimento JM, Peres JM, Wagner H, Póvoa MM, de Oliveira AB. (2008). In vitro antiplasmodial activity of extract and constituents from Esenbeckia febrifuga, a plant traditionally used to treat malaria in the Brazilian Amazon. Phytomedicine, 15(5), 367-372.
Lee WC, Cheong FW, Amir A, Lai MY, Tan JH, Phang WK, Shahari S, Lau YL. (2022). Plasmodium knowlesi: the game changer for malaria eradication. Malaria Journal, 21(1), 1-24.
Makler M, Ries J, Williams J, Bancroft J, Piper R, Gibbins B, Hinrichs D. (1993). Parasite lactate dehydrogenase as an assay for Plasmodium falciparum drug sensitivity. The American Journal of Tropical Medicine and Hygiene, 48(6), 739-741.
Mendoza AS, Quiliano M, Pabón A, Galiano S, González G, Garavito G, Zimic M, Vaisberg A, Aldana I, Monge A, Deharo E. (2011). Aryl Piperazine and pyrrolidine as antimalarial agents. Synthesis and investigation of structure-activity relationships. Experimental Parasitology, 128(2), 97-103.
Mohammat MF, Najim N, Mansor NS, Sarman S, Shaameri Z, Zain MM, Hamzah AS. (2011). Synthesis and bioactivity of some 2-oxo-5-aryl-3-hydrazone and 2-oxo-5-aryl-4-hydrazone pyrrolidine derivatives, Arkivoc, 4, 429-438
Olliaro P. (2001). Mode of action and mechanisms of resistance for antimalarial drugs. Pharmacology and Therapeutics, 89(2), 207-219.
Patel NB, Soni HI, Parmar RB, Chan-Bacab MJ, Rivera G. (2021). 1, 2, 4-triazoles clubbed pyrimidine compounds with synthesis, antimicrobial, antituberculosis, antimalarial, and anti-protozoal studies. Letters in Organic Chemistry, 18(8), 617-624.
Popiołek L, Kosikowska U, Mazur L, Dobosz M, Malm A. (2013). Synthesis and antimicrobial evaluation of some novel 1,2,4-triazole and 1,3,4-thiadiazole derivatives. Medicinal Chemistry Research, 22(7), 3134-3147.
Riaz N, Iftikhar M, Saleem M, Aziz-ur-Rehman Hussain S, Rehmat F, Afzal Z, Khawar S, Ashraf M, Al-Rashida M. (2020). New synthetic 1,2,4-triazole derivatives: Cholinesterase inhibition and molecular docking studies. Results in Chemistry, 2, 100041.
Romero AH. (2019). Role of trifluoromethyl substitution in design of antimalarial quinolones: A comprehensive review. Topics in Current Chemistry, 377, 9.
Thakkar SS, Thakor P, Doshi H, Ray A. (2017). 1,2,4-Triazole and 1,3,4-oxadiazole analogues: Synthesis, MO studies, in silico molecular docking studies, antimalarial as DHFR inhibitor and antimicrobial activities. Bioorganic and Medicinal Chemistry, 25(15), 4064-4075.
Trager W, Jensen JB. (1976). Human malaria parasites in continuous culture. Science, 193(4254), 673-675.
Voskiene A, Sapijanskaite B, Mickevicius V, Jonuskiene I, Stasevych M, Komarovska-Porokhnyavets O, Musyanovych R, Novikov V. (2012). Synthesis and microbiological evaluation of new 2- and 2,3- diphenoxysubstituted naphthalene-1,4-diones with 5-oxopyrrolidine moieties. Molecules, 17(12), 14434-14448.
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2023 Nurul Syafiqah Rezali, Nurul Afiqah Zahrin, Amatul Hamizah Ali, Ng Yee Ling, Hani Kartini Agustar, Lau Yee Ling
This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.