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June 3, 2026Marine Drugs0 citationsOpen Access

Discovery of New Zosteropenillines from the Seagrass-Derived Fungus Penicillium yezoense KMM 4679 by OSMAC Strategy

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ELElena V. LeshchenkoGBGleb V. BorkunovAAAlexandr S. Antonov

Key Points

  • The aim was to discover new zosteropenillines and assess their effects on fungal growth and biofilm formation.
  • Thirteen new compounds were isolated and characterized from Penicillium yezoense using OSMAC strategy.
  • Structures were confirmed using spectroscopic methods and TD-DFT calculations for absolute configurations.
  • Biological activities were tested against Staphylococcus aureus and Candida albicans with cardiomyocyte toxicity assessments.
  • Zosteropenillines U (2), Y (12), and Z (13) showed higher activity against C. albicans biofilms and were nontoxic to H9c2 cells.
  • Zosteropenillines U and Y demonstrated cardioprotective effects in acute ischemia/reperfusion models with statistical significance.

Abstract

Thirteen new decaline polyketides, namely, zosteropenillines T–W (1–4), 8-hydroxypallidopenilline A (5), 13-epi-zosteropenilline P (6), 11-epi-zosteropenilline N (7), 15-hydroxyzosteropenilline M (8), 8-hydroxyzosteropenilline M (9), 11-epi-zosteropenilline M (10), and zosteropenillines X–Z (11–13), along with 17 known related compounds (14–30) were isolated from the ethyl acetate extract of the marine-derived fungus Penicillium yezoense KMM 4679 cultivated on MgCl2-containing nutrient medium. The structures of the isolated compounds were established based on spectroscopic methods. The absolute configurations of zosteropenillines T (1) and V (3) were determined using time-dependent density functional theory (TD-DFT) calculations of the ECD spectra. X-ray diffraction analysis data were obtained for the known zosteropenilline S (28). A biogenetic pathway for 1–13 was proposed. The effects of the compounds on Staphylococcus aureus and Candida albicans growth and biofilm formation were observed. Zosteropenillines U (2), Y (12) and Z (13) with higher activity against C. albicans biofilms were nontoxic for normal cardiomyocyte H9c2 cells, making them promising anti-candidal agents. Moreover, zosteropenillines U and Y demonstrated cardioprotective effects in acute ischemia/reperfusion and CoCl2-mimicking hypoxia in vitro models.

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Cite This Study

Leshchenko et al. (2026) studied this question.

synapsesocial.com/papers/6a1fc49adee9eb8c0dce621fhttps://doi.org/10.3390/md24060193
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