Antibacterial Meroterpenoids, Merochlorins G-J from the Marine Bacterium Streptomyces sp.
- 주제(키워드) chlorinated meroterpenoid , merochlorins G J , dihydronaphthalenedione precursor , ECD , DP4 , antibacterial
- 주제(기타) Chemistry, Medicinal
- 주제(기타) Pharmacology & Pharmacy
- 설명문(일반) [Ryu, Min-Ji; Hillman, Prima F.; Lee, Jihye; Lee, Eun-Young; Cha, Sun-Shin; Nam, Sang-Jip] Ewha Womans Univ, Dept Chem & Nanosci, Seoul 03760, South Korea; [Lee, Jihye] Redone Seoul, Labs Marine New Drugs, Seoul 08594, South Korea; [Hwang, Sunghoon; Oh, Dong-Chan] Seoul Natl Univ, Coll Pharm, Nat Prod Res Inst, Seoul 08826, South Korea; [Yang, Inho] Korea Maritime & Ocean Univ, Dept Convergence Study Ocean Sci & Technol, Busan 49112, South Korea; [Fenical, William] Univ Calif San Diego, Ctr Marine Biotechnol & Biomed, Scripps Inst Oceanog, La Jolla, CA 92093 USA
- 등재 SCIE, SCOPUS
- OA유형 Green Published, gold
- 발행기관 MDPI
- 발행년도 2021
- 총서유형 Journal
- URI http://www.dcollection.net/handler/ewha/000000191183
- 본문언어 영어
- Published As https://doi.org/10.3390/md19110618
- PubMed https://pubmed.ncbi.nlm.nih.gov/34822489
초록/요약
Four new chlorinated meroterpenoids, merochlorins G-J (1-4), and 10, a dihydronaphthalenedione precursor, along with known merochlorins A (5) and C-F (6 9), were obtained from cultivation of the bacterium strain Streptomyces sp. CNH-189, which was isolated from marine sediment. The planar structures of compounds 1-4 and 10 were elucidated by interpretation of MS, UV, and NMR spectroscopic data. The relative configurations of compounds 1-4 were determined via analysis of nuclear Overhauser effect (NOE) spectroscopic data, after which their absolute configurations were established by comparing the experimental electronic circular dichroism (ECD) spectra of compounds 1-4 to those of previously reported possible enantiomer models and DP4 calculations. Compound 3 displayed strong antibacterial activities against Bacillus subtilis, Kocuria rhizophila, and Staphylococcus aureus, with MIC values of 1, 2, and 2 mu g/mL, respectively, whereas compound 1 exhibited weak antibacterial effects on these three strains, with a 16-32 mu g/mL MIC value range.
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