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Novel Bioactive Penicipyrroether A and Pyrrospirone J from the Marine-Derived Penicillium sp. ZZ380

Tengfei Song1, Mingmin Tang2, Hengju Ge3

  • 1Ocean College, Zhoushan Campus, Zhejiang University, Zhoushan 316021, China. sdasheng72@163.com.

Marine Drugs
|May 18, 2019
PubMed

Insights

Marine fungus Penicillium sp. ZZ380 yielded novel compounds penicipyrroether A and pyrrospirone J. These molecules exhibit unique structures and show significant antiproliferative and antibacterial activities.

Area of Science:

  • Natural Product Chemistry
  • Marine Microbiology
  • Medicinal Chemistry

Background:

  • Marine fungi are a rich source of structurally diverse secondary metabolites.
  • The marine-derived fungus Penicillium sp. ZZ380 has previously yielded novel pyrrospirone alkaloids.
  • Further exploration of this fungal strain is warranted for new chemical entities.

Purpose of the Study:

  • To isolate and characterize novel compounds from Penicillium sp. ZZ380.
  • To determine the chemical structures of the isolated metabolites.
  • To evaluate the biological activities of the new compounds.

Main Methods:

  • Isolation and purification of fungal metabolites using chromatographic techniques.
  • Structure elucidation employing Nuclear Magnetic Resonance (NMR) spectroscopy, High Resolution Electrospray Ionization Mass Spectrometry (HRESIMS), Electronic Circular Dichroism (ECD), and X-ray crystallography.
  • Bioactivity screening, including antiproliferative assays against human glioma cell lines and antibacterial assays against resistant strains.

Main Results:

  • Two new compounds, penicipyrroether A and pyrrospirone J, were isolated and identified.
  • These compounds possess a unique 6/5/6/5 polycyclic fused ring system, distinct from previously reported pyrrospirones.
  • Penicipyrroether A demonstrated potent antiproliferative activity against U87MG and U251 human glioma cells (IC50: 1.64–5.50 μM).
  • Penicipyrroether A exhibited significant antibacterial activity against methicillin-resistant Staphylococcus aureus (MIC: 1.7 μg/mL) and Escherichia coli (MIC: 3.0 μg/mL).

Conclusions:

  • Novel pyrrospirone derivatives, penicipyrroether A and pyrrospirone J, were discovered from the marine fungus Penicillium sp. ZZ380.
  • The unique structural features of these compounds expand the chemical diversity of pyrrospirones.
  • Penicipyrroether A shows promising potential as an anticancer and antibacterial agent, warranting further investigation.
Keywords:
Penicillium sp. ZZ380antiproliferative and antibacterial activitiesmarine funguspenicipyrroether Apyrrospirone J

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