فهرست نشریات علمی دسترسی آزاد ایران

Background and Objective: The rhizome of temu kunci ( Boesenbergia pandurata Roxb.) contains pinostrobin (5-hydroxy-7-methoxyflavanone), which is acknowledged for its anti-inflammatory properties. This study aims to predict the anti-inflammatory activity of 5-O-4-Chlorobenzoylpinostrobin in silico and to synthesize the target compound from pinostrobin derivatives. Method: Pinostrobin, isolated from temu kunci , was modified with 4-chlorobenzoyl chloride to enhance its activity. The compound was evaluated using in silico docking studies and synthesized via a modified Schotten–Baumann method under microwave irradiation. The structure was confirmed through UV-Vis spectroscopy, FTIR, ¹H-NMR, ¹³C-NMR, and LC-HRMS analyses. Results: Molecular docking using AutoDockTools predicted that 5-O-4-Chlorobenzoylpinostrobin exhibits stronger anti-inflammatory activity than pinostrobin by inhibiting the COX-2 receptor. FTIR analysis indicated the formation of a C=O ester group and the disappearance of the -OH group at C5. In the ¹H-NMR spectrum, the absence of aromatic protons suggested successful substitution. The ¹³C-NMR spectrum showed five peaks in the downfield region, confirming structural changes. LC-HRMS results matched the theoretical molecular weight of the synthesized compound. Conclusion: The in-silico study suggests that 5-O-4-Chlorobenzoylpinostrobin has promising anti-inflammatory activity. The synthesis was successfully validated by spectroscopic and spectrometric analysis, confirming the formation of a novel compound.