Academic Journal
One-Pot Synthesis and In Vitro Studies of Calix[4]-2-methylresorcinarene Derivatives as Antimalarial Agents Against Plasmodium falciparum Chloroquine-Resistant Strain FCR-3
| العنوان: | One-Pot Synthesis and In Vitro Studies of Calix[4]-2-methylresorcinarene Derivatives as Antimalarial Agents Against Plasmodium falciparum Chloroquine-Resistant Strain FCR-3 |
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| المؤلفون: | Baiq Ike Nursofia, Yehezkiel Steven Kurniawan, Jumina Jumina, Harno Dwi Pranowo, Eti Nurwening Sholikhah, Jeffry Julianus, Susalit Setya Wibowo, Hana Anisa Fatimi, Yoga Priastomo, Krisfian Tata Aneka Priyangga |
| المصدر: | Indonesian Journal of Chemistry, Vol 24, Iss 6, Pp 1717-1729 (2024) |
| بيانات النشر: | Department of Chemistry, Universitas Gadjah Mada, 2024. |
| سنة النشر: | 2024 |
| المجموعة: | LCC:Chemistry |
| مصطلحات موضوعية: | antimalarial, calix[4]-2-methylresorcinarene, in vitro assay, one-pot synthesis, plasmodium falciparum, Chemistry, QD1-999 |
| الوصف: | Malaria is an endemic disease in Indonesia caused by infection from the Plasmodium parasite. Recently, antimalarial resistance significantly contributed to the decline in the cure rate of malaria sufferers. In this work, three calix[4]resorcinarenes have been synthesized from 2-methylresorcinol and different benzaldehyde derivatives, i.e., 4-chlorobenzaldehyde, 4-methoxybenzaldehyde, and 4-dimethylaminobenzaldehyde through the one-pot synthesis procedure. The calix[4]resorcinarenes synthesis was done through a cyclo-condensation reaction by using HCl 37% as the catalyst and ethanol as the solvent in an one-pot reaction. The structures of the synthesized products were confirmed using Fourier transform infrared, proton-nuclear magnetic resonance, and liquid chromatography-mass spectrometry techniques. The antimalarial activity assay was evaluated against the Plasmodium falciparum FCR-3 strain through an in vitro study. Three synthesized compounds, i.e., C-4-chlorophenylcalix[4]-2-methylresorcinarene, C-4-methoxyphenylcalix[4]-2-methylresorcinarene and C-4-dimethylaminophenylcalix[4]-2-methylresorcinarene have been successfully synthesized in up to 97% yield. The C-4-chlorophenylcalix[4]-2-methylresorcinerene exhibited the most potent antimalarial activity with a half-maximal inhibitory concentration (IC50) value of 2.66 µM against P. falciparum FCR-3 while the C-4-methoxyphenylcalix[4]-2-methylresorcinarene and C-4-dimethylaminophenylcalix[4]-2-methylresorcinarene gave the IC50 values of 23.63 and 13.82 µM, respectively. From the results, it could be concluded that the antimalarial activity of calix[4]-2-methylresorcinarenes was influenced by the type of substituent of aromatic rings at the para position. |
| نوع الوثيقة: | article |
| وصف الملف: | electronic resource |
| اللغة: | English |
| تدمد: | 1411-9420 2460-1578 |
| Relation: | https://jurnal.ugm.ac.id/ijc/article/view/94885; https://doaj.org/toc/1411-9420; https://doaj.org/toc/2460-1578 |
| DOI: | 10.22146/ijc.94885 |
| URL الوصول: | https://doaj.org/article/7e548845123f4c6f929507bf2f670bdd |
| رقم الانضمام: | edsdoj.7e548845123f4c6f929507bf2f670bdd |
| قاعدة البيانات: | Directory of Open Access Journals |
| تدمد: | 14119420 24601578 |
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| DOI: | 10.22146/ijc.94885 |