Pontophenazine, a new Phenazine Analog from Marine-Derived <i>Streptomyces</i> sp. CNQ-031

Objective This study aimed to isolate and identify bioactive secondary metabolites, including a new phenazine derivative, from a marine-derived Streptomyces sp. CNQ-031 belonging to the MAR4 clade, and to evaluate their antibacterial activity. Methods The marine-derived Streptomyces sp. was cultivated and extracted using ethyl acetate. The crude extracts were subjected to chromatographic separation to afford a new natural product, pontophenazine ( 1 ), along with known compounds, 1- methoxyphenazine ( 2 ), 5,7-dihydroxy-2-(1-methylpropyl)-4H-chromen-4-one ( 3 ), and 5,7-dihydroxy-2-isopropyl-4H-chromen-4-one ( 4 ). The chemical structure of 1 was elucidated through analysis of nuclear magnetic resonance (NMR) and mass spectrometry (MS) data, while the chemical structures of 2 − 4 were identified by comparing their NMR data with those of previously reported compounds. Antibacterial activity was assessed using the broth microdilution method. Results Four compounds were isolated, including a new phenazine derivative, pontophenazine ( 1 ) from a marine-derived Streptomyces sp. CNQ-031. This compound exhibited antibacterial activity against B. subtilis KCTC 1021, with a minimum inhibitory concentration (MIC) value of 64 μg/mL, showed significant biofilm inhibition towards A. tumefaciens SND195, and P. aeruginosa SNC165 (35.4 ± 1.1%, 19.7 ± 0.8%, respectively), and displayed weak inhibitoryactivity against M. luteus and S. aureus in the quorum-sensing assay. Conclusion The discovery of pontophenazine ( 1 ) expands the structural diversity of marine-derived phenazine derivatives and highlights the MAR4 Streptomyces clade as a valuable source of new antibacterial compounds.

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Journal
Natural Product Communications
Published
2025-12-01
DOI
https://doi.org/10.1177/1934578x251405973
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
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article

Pontophenazine, a new Phenazine Analog from Marine-Derived Streptomyces sp. CNQ-031

Dong‐Chan Oh, Prima F. Hillman, William Fenical, Ji Young Lee et al.
Natural Product Communications
Microbial Natural Products and Biosynthesis
article

Pontophenazine, a new Phenazine Analog from Marine-Derived Streptomyces sp. CNQ-031

Dong‐Chan Oh, Prima F. Hillman, William Fenical, Ji Young Lee, Sang‐Jip Nam, Chaeyoung Lee, Songyi Lee
article en

Abstract

Objective This study aimed to isolate and identify bioactive secondary metabolites, including a new phenazine derivative, from a marine-derived Streptomyces sp. CNQ-031 belonging to the MAR4 clade, and to evaluate their antibacterial activity. Methods The marine-derived Streptomyces sp. was cultivated and extracted using ethyl acetate. The crude extracts were subjected to chromatographic separation to afford a new natural product, pontophenazine ( 1 ), along with known compounds, 1- methoxyphenazine ( 2 ), 5,7-dihydroxy-2-(1-methylpropyl)-4H-chromen-4-one ( 3 ), and 5,7-dihydroxy-2-isopropyl-4H-chromen-4-one ( 4 ). The chemical structure of 1 was elucidated through analysis of nuclear magnetic resonance (NMR) and mass spectrometry (MS) data, while the chemical structures of 2 − 4 were identified by comparing their NMR data with those of previously reported compounds. Antibacterial activity was assessed using the broth microdilution method. Results Four compounds were isolated, including a new phenazine derivative, pontophenazine ( 1 ) from a marine-derived Streptomyces sp. CNQ-031. This compound exhibited antibacterial activity against B. subtilis KCTC 1021, with a minimum inhibitory concentration (MIC) value of 64 μg/mL, showed significant biofilm inhibition towards A. tumefaciens SND195, and P. aeruginosa SNC165 (35.4 ± 1.1%, 19.7 ± 0.8%, respectively), and displayed weak inhibitoryactivity against M. luteus and S. aureus in the quorum-sensing assay. Conclusion The discovery of pontophenazine ( 1 ) expands the structural diversity of marine-derived phenazine derivatives and highlights the MAR4 Streptomyces clade as a valuable source of new antibacterial compounds.

Natural Product CommunicationsVol. 20(12)
Ewha Womans University (KR), Seoul National University (KR), Scripps Institution of Oceanography (US), University of California San Diego (US), Ewha Womans University Medical Center (KR), Andalas University (ID), Pukyong National University (KR)
Openalex Percentile: Top 57%
Microbial Natural Products and Biosynthesis
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