Chemistry Indonesian Journal of Chemical Research
Vol 13 No 2 (2025): Edition for September 2025

Synthesis of Asymmetric Curcumin Analogue (2,6)-2-(3-bromo-4-methoxybenzylidine)-6-(3,4-dimethoxybenzylidine)cyclohexanone with a Base Catalyst

Nafillah, Khoirotun (Unknown)
Ekawati, Linda (Unknown)
Purwanto, Purwanto (Unknown)



Article Info

Publish Date
15 Sep 2025

Abstract

Curcumin analogs are phenolic secondary metabolites that are more stable than curcumin because they do not contain active methylene groups. Generally, these compounds have a symmetric structure, while asymmetric curcumin analogs with higher frequency and potency are rarely synthesized. This study aimed to synthesize asymmetric curcumin analogs from 2-(3,4-dimethoxybenzylidene)cyclohexanone and bromoanisaldehyde. The synthesis was conducted using the Claisen-Schmidt condensation method with a base catalyst in ethanol at 25 °C for 12 hours. The intermediate compound available in the laboratory was characterized using GC-MS, showing a molecular ion (M⁺) at m/z 246. Meanwhile, bromoanisaldehyde was characterized by GC-MS and FT-IR, yielding a molecular ion at m/z 215 and a C–Br stretching vibration peak at 812 cm⁻¹. The study yielded a yellow solid weighing 0.13 g (yield percentage: 2.93%) with a melting point of 143-147 °C. UV-Vis, FT-IR, and HR-MS analysis confirmed the successful synthesis and characterization of the asymmetric curcumin analog, as evidenced by the molecular ion (M⁺) at m/z 443.06274 in the HR-MS spectrum. However, further analysis, such as ¹H-NMR and ¹³C-NMR, is needed to confirm the structure of the compound. Furthermore, research related to bioactivity testing is crucial for obtaining more stable and effective drug candidates.

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Journal Info

Abbrev

Indonesian Journal of Chemical Research (Indones.

Publisher

Subject

Biochemistry, Genetics & Molecular Biology Chemistry Engineering Environmental Science

Description

Indo. J. Chem. Res. is a journal that regularly publishes primary articles covering all branches of chemistry and its sub-disciplines. Published articles consist of complete research, short communication, and review articles. The scope of published articles is not limited to inorganic chemistry, ...