synthesis of 5-o-4-chlorobenzoylpinostrobin as a new anti-inflammatory drug candidate

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.