Unexpected Noremestrin with a Sulfur-Bearing 15-Membered Macrocyclic Lactone from Emericella sp. 1454.
Yu-Chuan ChenTongmei XiaoShuyue GuoShanshan ChangXiaoming XiBingjie SuTao ZhangLi-Yan YuWuli ZhaoJingshuai WuYan LiShuyi SiMing-Hua ChenPublished in: Organic letters (2023)
Two previous unreported epipolythiodioxopiperazines of the emestrin family, namely, noremestrin A ( 1 ) and secoemestrin E ( 2 ), were successfully isolated from the fungal source Emericella sp. 1454. Employing comprehensive spectroscopic techniques, such as high-resolution electrospray ionization mass spectrometry, infrared, and nuclear magnetic resonance (NMR), along with NMR and electronic circular dichroism calculations, the chemical structures of compounds 1 and 2 were elucidated. Particularly noteworthy is the distinctive nature of noremestrin A, representing the inaugural instance of a noremestrin variant incorporating a sulfur-bearing 15-membered macrocyclic lactone moiety. Compounds 1 and 2 exhibited weak cytotoxic activities against the human chronic myelocytic leukemia cell lines MEG-01 and K562.
Keyphrases
- high resolution
- magnetic resonance
- mass spectrometry
- endothelial cells
- molecular docking
- liquid chromatography
- acute myeloid leukemia
- molecular dynamics
- density functional theory
- molecular dynamics simulations
- bone marrow
- induced pluripotent stem cells
- high speed
- tandem mass spectrometry
- contrast enhanced
- high performance liquid chromatography
- gas chromatography
- magnetic resonance imaging
- computed tomography