Xinghamide A, a New Cyclic Nonapeptide Found in Streptomyces xinghaiensis .
Soohyun UmJaeyoun LeeSung Jin KimKyung A ChoKi Sung KangSeung Hyun KimPublished in: Marine drugs (2023)
Xinghamide A ( 1 ), a new nonapeptide, was discovered in Streptomyces xinghaiensis isolated from a halophyte, Suaeda maritima (L.) Dumort. Based on high-resolution mass and NMR spectroscopic data, the planar structure of 1 was established, and, in particular, the sequence of nine amino acids was determined with ROESY and HMBC NMR spectra. The absolute configurations of the α-carbon of each amino acid residue were determined with 1-fluoro-2,4-dinitrophenyl-l-and -d-leucine amide (Marfey's reagents) and 2,3,4,6-tetra- O -acetyl-β-d-glucopyranosyl isothiocyanate, followed by LC-MS analysis. The anti-inflammatory activity of xinghamide A ( 1 ) was evaluated by inhibitory abilities against the nitric oxide (NO) secretion and cyclooxygenase-2 (COX-2) expression in lipopolysaccharide (LPS)-stimulated RAW264.7 cells.
Keyphrases
- amino acid
- high resolution
- nitric oxide
- inflammatory response
- induced apoptosis
- magnetic resonance
- nitric oxide synthase
- solid state
- poor prognosis
- cell cycle arrest
- mass spectrometry
- molecular docking
- positron emission tomography
- toll like receptor
- endoplasmic reticulum stress
- hydrogen peroxide
- lps induced
- cell death
- high speed
- tandem mass spectrometry
- computed tomography
- machine learning
- deep learning
- molecular dynamics simulations