Cyclic Hexapeptides from the Deep South China Sea-Derived Streptomyces scopuliridis SCSIO ZJ46 Active Against Pathogenic Gram-Positive Bacteria

  • J Nat Prod. 2014 Aug 22;77(8):1937-41. doi: 10.1021/np500399v.
Yongxiang Song  1 ,  Qinglian Li  1 ,  Xue Liu  2 ,  Yuchan Chen  3 ,  Yun Zhang  1 ,  Aijun Sun  1 ,  Weimin Zhang  3 ,  Jingren Zhang  2 ,  Jianhua Ju  1
Affiliations
  • 1. CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences , 164 West Xingang Road, Guangzhou 510301, China.
  • 2. Center for Infectious Disease Research, School of Medicine, Tsinghua University , Beijing 100084, China.
  • 3. Guangdong Institute of Microbiology , 100 Central Xianlie Road, Guangzhou 510070, China.
PMID: 25072108 DOI: 10.1021/np500399v
Abstract

Three new cyclohexapeptides, desotamides B-D (2-4), and the known desotamide (1) were isolated from marine microbe Streptomyces scopuliridis SCSIO ZJ46. The sequences and absolute configurations of 2-4 were elucidated on the basis of high-resolution spectroscopic data, Marfey's method, and chiral-phase HPLC data. Desotamide C (3) contains a unique N-formyl-kynurenine residue, whereas 4 lacks formylation at the same site. Compounds 1 and 2 displayed notable Antibacterial activities against strains of Streptococcus pnuemoniae, Staphylococcus aureus, and methicillin-resistant Staphylococcus epidermidis (MRSE), and structure activity relationship studies revealed the indispensability of the Trp component for Antibacterial activity within this new scaffold.