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Isolation, Structure Elucidation, and First Total Synthesis of Quinomycins K and L, Two New Octadepsipeptides from the Maowei Sea Mangrove-Derived Streptomyces sp. B475.

Qinpei LuGang WuXiaomeng HaoXinxin HuHao CaiXiujun LiuXuefu YouHongwei GuoCheng-Hang Sun
Published in: Marine drugs (2023)
Mangrove actinomycetia have been proven to be one of the promising sources for discovering novel bioactive natural products. Quinomycins K ( 1 ) and L ( 2 ), two rare quinomycin-type octadepsipeptides without intra-peptide disulfide or thioacetal bridges, were investigated from the Maowei Sea mangrove-derived Streptomyces sp. B475. Their chemical structures, including the absolute configurations of their amino acids, were elucidated by a combination of NMR and tandem MS analysis, electronic circular dichroism (ECD) calculation, advanced Marfey's method, and further unequivocally confirmed by the first total synthesis. The two compounds displayed no potent antibacterial activity against 37 bacterial pathogens and had no significant cytotoxic activity against H460 lung cancer cells.
Keyphrases
  • high resolution
  • amino acid
  • magnetic resonance
  • mass spectrometry
  • multiple sclerosis
  • atomic force microscopy
  • solid state
  • single molecule
  • gram negative