| Summary: | Galangin (<b>1</b>), 3-<i>O</i>-methylgalangin (<b>2</b>), and galangin flavanone (<b>3</b>), the major bioactive flavonoids isolated from <i>Alpinia officinarum,</i> were biotransformed into one novel and four known metabolites (<b>4</b>–<b>8</b>) by application of the fungal strains <i>Mucor hiemalis</i> and <i>Absidia coerulea</i> as biocatalysts. Their structures were characterized by extensive spectroscopic analyses including one- and two-dimensional nuclear magnetic resonance spectroscopy and mass spectrometry. Compounds <b>1</b>–<b>7</b> were evaluated for their cytotoxic activities against cancer cell lines using the MTT assay. The new compound 3-<i>O</i>-methylgalangin-7-<i>O</i>-β-D-glucopyranoside (<b>6</b>) exhibited the most potent cytotoxic activity against MCF-7, A375P, B16F10, B16F1, and A549 cancer cell lines with the IC<sub>50</sub> values at 3.55–6.23 μM.
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