Zelkovamycins F and G, Cyclopeptides with Cα-Methyl-threonine Residues, from an Endophytic Kitasatospora sp.
Xiaomeng HaoShasha LiGuiyang WangJianrui LiZonggen PengYuqin ZhangLi-Yan YuMaoluo GanPublished in: Journal of natural products (2022)
Zelkovamycins F and G ( 1 and 2 ), two new natural cyclic octapeptides possessing the unprecedented nonproteinogenic amino acid residues l-α-methyl-threonine and l-α-methyl- allo -threonine, respectively, along with four new analogues, zelkovamycins H-K ( 3 - 6 ), were identified from the endophytic Kitasatospora sp. CPCC 204717. Their structures were elucidated by detailed analysis of NMR and HRESIMS/MS spectroscopic data. The configurations of amino acid residues were determined by Marfey's analysis combined with NMR calculations. Compounds 1 , 2 , and 4 showed potent antibacterial activity against methicillin-resistant Staphylococcus aureus and Staphylococcus epidermidis . The structure-activity relationship study revealed that the 2-methyl-3-oxobutyrine and sarcosine residues played important roles in their antibacterial activities. Zelkovamycin ( 7 ) and zelkovamycin E ( 8 ) exhibited significant antiviral activity against the hepatitis C virus.
Keyphrases
- amino acid
- methicillin resistant staphylococcus aureus
- structure activity relationship
- hepatitis c virus
- high resolution
- staphylococcus aureus
- protein kinase
- magnetic resonance
- molecular docking
- biofilm formation
- mass spectrometry
- multiple sclerosis
- silver nanoparticles
- solid state
- human immunodeficiency virus
- ms ms
- molecular dynamics simulations
- electronic health record
- single cell
- anti inflammatory
- machine learning
- density functional theory
- cystic fibrosis
- deep learning
- hiv infected