Document Type : Original Research Article

Authors

• Warsito Warsito ¹
• Elvina Dhiaul Iftitah ¹
• Nashi Widodo ²
• Nuryamin Kazal ¹
• Lucy - Arianie ¹

¹ Chemistry Department, Faculty of Science, Universitas Brawijaya, Malang, Indonesia

² Biology Department, Faculty of Science, Universitas Brawijaya, Malang, Indonesia

Abstract

Several thiourea derivative compounds have been used as inhibitors of Plasmodium falciparum via the plasmepsin inhibition pathway. The thiourea derivative (compound 3) namely 1-{1-(3,4-dimethoxyphenyl)-4.6-bis[(3,4-dimethoxyphenyl)methyl]heptane-2-yl]-3-{[ (2E)-3-phenylprop-2-en-1-ylium-1-yl]amino}thiourea was synthesized using the one-pot synthesis method by comparing the renewable starting reagents Methyl Isoeugenol (MIE) and Methyl Eugenol (ME). Observation using FTIR and LCMS-MS was shown that ME is more representative as a precursor. Compound (3) was synthesized using ME isothiocyanate compound (2), hydrazine, and cinnamaldehyde at 70 °C for 5 h, yielding 0.2769 g (22.47 %), and the molecular ion is 740 (98 % area). In vitro bioactivity tests against Plasmodium falciparum 3D7 of compound (3) resulted in IC₅₀=10.19 ppm. Molecular docking of ligand (3) gave an insight that the compound (3) was a promising anti-Plasmodium falciparum compound.

Keywords

• Methyl isoeugenol
• methyl eugenol
• thiourea derivative
• Plasmodium falciparum

Main Subjects

• Pharmaceutical sciences