Ligiamycins A and B, Decalin-Amino-Maleimides from the Co-Culture of Streptomyces sp. and Achromobacter sp. Isolated from the Marine Wharf Roach, Ligia exotica
- 주제(키워드) co-culture , Streptomyces , Achromobacter , structure elucidation , Ligia exotica , optical rotation , cytotoxicity , antibacterial , decalin , maleimide
- 주제(기타) Chemistry, Medicinal
- 주제(기타) Pharmacology & Pharmacy
- 설명문(일반) [Lim, Hyung-Ju; An, Joon Soo; Bae, Eun Seo; Hwang, Sunghoon; Lee, Sang Kook; Oh, Dong-Chan] Seoul Natl Univ, Coll Pharm, Nat Prod Res Inst, Seoul 08826, South Korea; [Cho, Eunji; Oh, Ki-Bong] Seoul Natl Univ, Coll Agr & Life Sci, Dept Agr Biotechnol, Seoul 08826, South Korea; [Nam, Sang-Jip] Ewha Womans Univ, Dept Chem & Nanosci, Seoul 03760, South Korea
- 등재 SCIE, SCOPUS
- OA유형 Green Published, gold
- 발행기관 MDPI
- 발행년도 2022
- 총서유형 Journal
- URI http://www.dcollection.net/handler/ewha/000000191165
- 본문언어 영어
- Published As https://doi.org/10.3390/md20020083
- PubMed https://pubmed.ncbi.nlm.nih.gov/35200613
초록/요약
Streptomyces sp. GET02.ST and Achromobacter sp. GET02.AC were isolated together from the gut of the wharf roach, Ligia exotica, inhabiting the intertidal zone of the west coast of Korea. The co-cultivation of these two strains significantly induced the production of two new metabolites, ligiamycins A (1) and B (2), which were barely detected in the single culture of Streptomyces sp. GET02.ST. The planar structures of ligiamycins A (1) and B (2) were elucidated as new decalins coupled with amino-maleimides by the analysis of various spectroscopic data, including nuclear magnetic resonance (NMR), ultraviolet (UV), and mass (MS) data. The assignment of two nitrogen atoms in amino-maleimide in 1 was accomplished based on H-1-N-15 heteroatom single quantum coherence spectroscopy (HSQC) NMR experiments. The relative configurations of the ligiamycins were determined using rotating frame Overhauser effect spectroscopy (ROESY) NMR data, and their absolute configurations were deduced by comparing their experimental and calculated optical rotations. Ligiamycin A (1) displayed antibacterial effects against Staphylococcus aureus and Salmonella enterica, while ligiamycin B (2) exhibited mild cell cytotoxicity against human colorectal cancer cells.
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