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Neo-actinomycins A and B (1 and 2), two new natural actinomycins featuring an unprecedented tetracyclic 5 H -oxazolo[4,5- b ]phenoxazine chromophore, were isolated from the marine-derived actinomycete  Streptomyces  sp. IMB094. Their structures were elucidated by spectroscopic analyses. The presence of this ring system was proposed to originate from a condensation between actinomycin D (3) with α-ketoglutarate and pyruvate, respectively. Compound 1 showed potent cytotoxic activities against human cancer HCT116 and A549 cell lines in the nanomolar range (IC 50 : 38.7 and 65.8 nM, respectively) and moderate antibacterial activities against methicillin-resistant  Staphylococcus aureus  (MRSA) and vancomycin-resistant  Enterococci  (VRE) strains.

Neo-actinomycins A and B, natural actinomycins bearing the 5H-oxazolo[4,5-b]phenoxazine chromophore, from the marine-derived Streptomyces sp. IMB094