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From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028
Published on: January 13, 2017
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Bioactive Polycyclic Quinones from Marine Streptomyces sp. 182SMLY
Ying Liang1, Xin Xie2, Lu Chen3
1Ocean College, Zhejiang University, Hangzhou 310058, China. lynne3665@163.com.
Marine Drugs
|January 12, 2016
Summary
Marine Streptomyces bacteria yielded two new polycyclic anthraquinones, N-acetyl-N-demethylmayamycin and streptoanthraquinone A. These compounds show potent anti-glioma activity and selectively induce apoptosis in cancer cells.
Area of Science:
- Marine natural products chemistry
- Medicinal chemistry
- Cell biology
Background:
- Marine-derived microorganisms, particularly Streptomyces species, are a rich source of novel bioactive compounds.
- Polycyclic anthraquinones represent a class of natural products with diverse pharmacological properties.
- Glioma remains a challenging malignancy with limited effective therapeutic options.
Purpose of the Study:
- To isolate and characterize new polycyclic anthraquinones from marine Streptomyces sp. 182SMLY.
- To evaluate the anti-proliferative and apoptotic effects of the isolated compounds on glioma cell lines.
- To assess the selectivity of the compounds towards glioma cells compared to normal astrocytes.
Main Methods:
- Chemical investigation involving extensive spectroscopic analysis (2D NMR, HRESIMS) and electronic circular dichroism (ECD) calculation for structural elucidation.
- In vitro anti-proliferative assays using multiple human glioma cell lines.
- Apoptosis induction assays.
- Cytotoxicity assays on normal human astrocytes.
Main Results:
- Discovery and structural elucidation of two new polycyclic anthraquinones: N-acetyl-N-demethylmayamycin (1) and streptoanthraquinone A (2).
- Both compounds demonstrated significant suppression of glioma cell proliferation with IC50 values ranging from 0.5 to 7.3 μM.
- Compounds 1 and 2 exhibited selectivity, with higher IC50 values for normal astrocytes compared to glioma cells (selectivity ratios 6.4-53 and >14-31, respectively).
- N-acetyl-N-demethylmayamycin (1) also showed inhibitory activity against methicillin-resistant Staphylococcus aureus (MIC 20.0 μM).
Conclusions:
- N-acetyl-N-demethylmayamycin and streptoanthraquinone A are novel bioactive polycyclic anthraquinones with potent and selective anti-glioma activity.
- These compounds induce apoptosis in glioma cells, suggesting their potential as therapeutic agents for brain tumors.
- The findings highlight the potential of marine Streptomyces as a source for developing new anti-cancer and anti-bacterial drugs.
Keywords:
N-acetyl-N-demethylmayamycinbioactivities against glioma cells and bacteriamarine bacterium Streptomyces sp. 182SMLYstreptoanthraquinone AMore Related Videos
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