Genome Mining of Marine-Derived Streptomyces sp. SCSIO 40010 Leads to Cytotoxic New Polycyclic Tetramate Macrolactams
| Autor: | Wenjun Zhang, Weimin Zhang, Hongbo Jin, Li-Ping Zhang, Xiaodong Jiang, Qingbo Zhang, Yuchan Chen, Guangtao Zhang, Wei Liu, Changsheng Zhang, Zhigang She |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Circular dichroism
endocrine system biology polycyclic tetramate macrolactams 010405 organic chemistry Chemistry Stereochemistry Genomic data Pharmaceutical Science marine 010402 general chemistry biology.organism_classification 01 natural sciences Streptomyces Streptomyces species 0104 chemical sciences Drug Discovery Gene cluster genome mining Ic50 values cytotoxicity Genome mining Bacterial types Pharmacology Toxicology and Pharmaceutics (miscellaneous) Streptomyces sp. SCSIO 40010 |
| Zdroj: | Marine Drugs Volume 17 Issue 12 |
| ISSN: | 1660-3397 |
| DOI: | 10.3390/md17120663 |
| Popis: | Polycyclic tetramate macrolactams (PTMs) biosynthetic gene cluster are widely distributed in different bacterial types, especially in Streptomyces species. The mining of the genomic data of marine-derived Streptomyces sp. SCSIO 40010 reveals the presence of a putative PTM-encoding biosynthetic gene cluster (ptm&prime BGC) that features a genetic organization for potentially producing 5/5/6 type of carbocyclic ring-containing PTMs. A fermentation of Streptomyces sp. SCSIO 40010 led to the isolation and characterization of six new PTMs 1&ndash 6. Comprehensive spectroscopic analysis assigned their planar structures and relative configurations, and their absolute configurations were deduced by comparing the experimental electronic circular dichroism (ECD) spectra with the reported spectra of the known PTMs. Intriguingly, compounds 1&ndash 6 were determined to have a trans-orientation of H-10/H-11 at the first 5-membered ring, being distinct from the cis-orientation in their known PTM congeners. PTMs 1&ndash 5 displayed cytotoxicity against several cancer cell lines, with IC50 values that ranged from 2.47 to 17.68 µ M. |
| Databáze: | OpenAIRE |
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