Isolation, Structure Elucidation, and Antimycobacterial Properties of Dimeric Naphtho‐γ‐pyrones from the Marine‐Derived Fungus Aspergillus carbonarius

Chemistry & Biodiversity
2008.0

Abstract

<jats:title>Abstract</jats:title><jats:p>Two new dimeric naphtho‐<jats:italic>γ</jats:italic>‐pyrones, compounds <jats:bold>1</jats:bold> and <jats:bold>2</jats:bold>, were isolated from the AcOEt extract of the fungal strain WZ‐4‐11 of <jats:italic>Aspergillus carbonarius</jats:italic>, together with eight known analogues, including 10,10′‐bifonsecin B (<jats:bold>3</jats:bold>), 6′‐<jats:italic>O</jats:italic>‐demethylnigerone (<jats:bold>4</jats:bold>), nigerone (<jats:bold>5</jats:bold>), isonigerone (<jats:bold>6</jats:bold>), fonsecin (<jats:bold>7</jats:bold>), rubrofusarin B (<jats:bold>8</jats:bold>), TMC 256A1 (<jats:bold>9</jats:bold>), and flavasperone (<jats:bold>10</jats:bold>). Their structures were elucidated by means of UV, CD, IR, and 1D‐ and 2D‐NMR spectroscopy, in combination with HR‐MS analysis. The fully assigned <jats:sup>1</jats:sup>H‐ and <jats:sup>13</jats:sup>C‐NMR data of <jats:bold>3</jats:bold>, and the <jats:sup>13</jats:sup>C‐NMR data of <jats:bold>6</jats:bold> are reported for the first time. Compounds <jats:bold>1</jats:bold> and <jats:bold>2</jats:bold> showed weak antimycobacterial activities against <jats:italic>Mycobacterium tuberculosis</jats:italic> H37Rv, with <jats:italic>MIC</jats:italic> values of 43.0 and 21.5 μ<jats:sc>M</jats:sc>, resp.

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