A highly oxygenated hexacyclic indole alkaloid, penicamedine A (1), bearing a rare furan ring, was isolated from the culture broth of Penicillium camemberti, together with two known analogs, iso-α-cyclopiazonic acid (2) and cyclopiazonic acid (3). The structure of 1 was elucidated by comprehensive spectroscopic analyses including NMR and HR-ESI-MS. Its absolute configuration was further confirmed unambiguously by single-crystal X-ray diffraction analysis. Compound 1 was evaluated for anti-HIV activity with p24 assays and tested for cytotoxic activities against five human cancer cell lines, including HL-60, SMMC-7721, A-549, MCF-7, SW480, and the immortalized non-cancerous human pulmonary epithelial cell line BEAS-2B by MTS method.
Keywords: Anti-HIV activity; Cytotoxic activity; Indole alkaloids; Penicamedine A; Penicillium camemberti; X-Ray crystallography.
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