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Novel cytotoxic acylphenol dimers of Myristica gigantea ; enzymatic synthesis of giganteones A and B
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Three new compounds, prepromalabaricone B (1) and two dimeric acylphenols, giganteones A (2) and B (3) were isolated from EtOAc extract of the fruits of Myristica gigantea (Myristicaceae), together with known promalabaricone C (4), malabaricones A-C (5-7) and maingayone (8). The structures were determined by mass and 2D NMR spectral analysis, and the enzymatic synthesis of giganteones A and B was performed from malabaricone C. Both 2 and 3 possess significant cytotoxic activity in vitro against human nasopharynx KB cells. The structure determination of 1, alkylphenol precursor of malabaricone, and of 2 and 3, acyphenol dimers is described. An enzymatic synthesis of 2 and 3 from malabaricone C was performed.