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Penicilazaphilone C, a new antineoplastic and antibacterial azaphilone from the Marine Fungus Penicillium sclerotiorum

Abstract

Two azaphilonidal derivatives [penicilazaphilones B (1) and C (2)], have been isolated from the fermented products of marine fungus strain Penicillium sclerotiorum M-22, penicilazaphilones C was a new compound. The compound’s structures were identified by the analysis of spectroscopic data including 1D and 2D NMR techniques (1H-NMR, 13C-NMR, COSY, HMQC, and HMBC). Biological evaluation revealed that penicilazaphilones B and C showed selective cytotoxicity against melanoma cells B-16 and human gastric cancer cells SGC-7901 with IC50 values of 0.291, 0.449 and 0.065, 0.720 mM, respectively, while exhibiting no significant toxicity to normal mammary epithelial cells M10 at the same concentration. Moreover, penicilazaphilones C also exhibited strong antibacterial activity against Staphylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumonia and Escherichia coli with MIC values 0.037–0.150 mM, while penicilazaphilones B’s bacteriostatic action was weaker.

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Acknowledgments

The authors acknowledge the financial support provided by The National Natural Science Foundation of China, Project Nos 81560484.

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Correspondence to Guang-hong Tan or Shung-lin Chen.

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The authors declare no conflict of interest.

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Zhou, Sl., Wang, M., Zhao, Hg. et al. Penicilazaphilone C, a new antineoplastic and antibacterial azaphilone from the Marine Fungus Penicillium sclerotiorum . Arch. Pharm. Res. 39, 1621–1627 (2016). https://doi.org/10.1007/s12272-016-0828-3

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Keywords

  • Marine fungus
  • Penicillium sclerotiorum
  • Penicilazaphilones
  • Antibacterial activity
  • Cytotoxicity