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Streptonigrin (STN) is a highly functionalized aminoquinone alkaloid with broad and potent antitumor activities. Previously, the biosynthetic gene cluster of STN was identified in  Streptomyces flocculus  CGMCC 4.1223, revealing an α/β-hydrolase (StnA) and a methyltransferase (StnQ2). In this work, a double mutant Δ stnA/Q2  was constructed by genetic manipulation and produced a novel derivative of STN, named as streptonigramide. Structure of streptonigramide was established by spectroscopic analyses. Its biosynthetic pathway has been proposed as well.

A novel streptonigrin type alkaloid from the Streptomyces flocculus CGMCC 4.1223 mutant Δ stnA/Q2