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| Main Authors: | , , , , , , , , |
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| Format: | Artículo científico |
| Language: | en |
| Published: |
Journal of natural products
2025
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| Subjects: | |
| Online Access: | https://pubmed.ncbi.nlm.nih.gov/40728513/ |
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| _version_ | 1868266171991588867 |
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| author | Zhou, Zhenbin Shang, Zhuo Gong, Naying Yang, Jiafan Li, Xiaohua Zhang, Hua Tian, Xinpeng Ma, Junying Ju, Jianhua |
| author_facet | Zhou, Zhenbin Shang, Zhuo Gong, Naying Yang, Jiafan Li, Xiaohua Zhang, Hua Tian, Xinpeng Ma, Junying Ju, Jianhua Zhou, Zhenbin Shang, Zhuo Gong, Naying Yang, Jiafan Li, Xiaohua Zhang, Hua Tian, Xinpeng Ma, Junying Ju, Jianhua |
| collection | PubMed - marine biology |
| contents | Discovery of Spiroketal Acids and Antarmycin Analogues from Deep-Sea Derived and Its Δ Mutant Strain. Zhou, Zhenbin Shang, Zhuo Gong, Naying Yang, Jiafan Li, Xiaohua Zhang, Hua Tian, Xinpeng Ma, Junying Ju, Jianhua Humans Actinomycetales Biological Products Drug Screening Assays, Antitumor Furans Molecular Structure Nuclear Magnetic Resonance, Biomolecular Polyketides Spiro Compounds Macrolides This study reports the discovery of eight new polyketide natural products from the deep-sea actinomycete SCSIO 07407 and its Δ mutant strain. Through OSMAC (One Strain Many Compounds)-based fermentation, six new spiroketal acid derivatives, namely, semiantarmycins B-G (-) and a spiroketal-polyketoester hybrid (), were isolated from the wild-type strain. In parallel, a new antarmycin analogue, namely, antarmycin D (), was obtained from the Δ mutant strain, in which the glycosyl 2,3-dehydratase encoding gene was disrupted. Structure elucidation using HR-ESIMS, 1D/2D NMR, and biosynthetic analysis revealed - feature a C-11 epimerized spiroketal core glycosylated with vancosamine or glucose, whereas and exhibit sequential dehydration and reduction at C-12/C-13. Compound is the first reported spiroketal-polyketoester hybrid, and macrodiolide incorporates rhamnose glycosylation along with C-11 methylation. Bioactivity screening revealed that exhibits cytotoxicity against five cancer cell lines, including HCT116, SW480, MCF7, MDA-MB-468, and BT-549 with IC values ranging from 2.02 to 7.65 μM. This work expands the chemical diversity of spiroketal acids and macrodiolides, highlighting deep-sea actinomycetes as an underexplored source of structurally unique and biologically active natural products. |
| format | Artículo científico |
| id | pubmed_40728513 |
| institution | PubMed |
| language | en |
| publishDate | 2025 |
| publisher | Journal of natural products |
| record_format | pubmed |
| spellingShingle | Discovery of Spiroketal Acids and Antarmycin Analogues from Deep-Sea Derived and Its Δ Mutant Strain. Zhou, Zhenbin Shang, Zhuo Gong, Naying Yang, Jiafan Li, Xiaohua Zhang, Hua Tian, Xinpeng Ma, Junying Ju, Jianhua Humans Actinomycetales Biological Products Drug Screening Assays, Antitumor Furans Molecular Structure Nuclear Magnetic Resonance, Biomolecular Polyketides Spiro Compounds Macrolides Discovery of Spiroketal Acids and Antarmycin Analogues from Deep-Sea Derived and Its Δ Mutant Strain. Zhou, Zhenbin Shang, Zhuo Gong, Naying Yang, Jiafan Li, Xiaohua Zhang, Hua Tian, Xinpeng Ma, Junying Ju, Jianhua Humans Actinomycetales Biological Products Drug Screening Assays, Antitumor Furans Molecular Structure Nuclear Magnetic Resonance, Biomolecular Polyketides Spiro Compounds Macrolides This study reports the discovery of eight new polyketide natural products from the deep-sea actinomycete SCSIO 07407 and its Δ mutant strain. Through OSMAC (One Strain Many Compounds)-based fermentation, six new spiroketal acid derivatives, namely, semiantarmycins B-G (-) and a spiroketal-polyketoester hybrid (), were isolated from the wild-type strain. In parallel, a new antarmycin analogue, namely, antarmycin D (), was obtained from the Δ mutant strain, in which the glycosyl 2,3-dehydratase encoding gene was disrupted. Structure elucidation using HR-ESIMS, 1D/2D NMR, and biosynthetic analysis revealed - feature a C-11 epimerized spiroketal core glycosylated with vancosamine or glucose, whereas and exhibit sequential dehydration and reduction at C-12/C-13. Compound is the first reported spiroketal-polyketoester hybrid, and macrodiolide incorporates rhamnose glycosylation along with C-11 methylation. Bioactivity screening revealed that exhibits cytotoxicity against five cancer cell lines, including HCT116, SW480, MCF7, MDA-MB-468, and BT-549 with IC values ranging from 2.02 to 7.65 μM. This work expands the chemical diversity of spiroketal acids and macrodiolides, highlighting deep-sea actinomycetes as an underexplored source of structurally unique and biologically active natural products. |
| title | Discovery of Spiroketal Acids and Antarmycin Analogues from Deep-Sea Derived and Its Δ Mutant Strain. |
| topic | Humans Actinomycetales Biological Products Drug Screening Assays, Antitumor Furans Molecular Structure Nuclear Magnetic Resonance, Biomolecular Polyketides Spiro Compounds Macrolides |
| url | https://pubmed.ncbi.nlm.nih.gov/40728513/ |