Cyclopeptide Avellanins D–O with Antimalarial Activity from the Mariana Trench Anemone-Derived Hamigera ingelheimensis MSC5

作者：Hao Li, Yuling Chen, Bingqing Tang, Zhengjie Liu, Bo Peng, Jiajun Li, Han Gao, Sibao Wang, Zhiyong Li · 发表于：Journal of Natural Products · 年份：2024 · DOI：10.1021/acs.jnatprod.4c00740 · 被引用次数：9 · 研究领域：Marine Sponges and Natural Products、Natural product bioactivities and synthesis、Sesquiterpenes and Asteraceae Studies

Marine microorganisms are a treasure trove of natural products, especially those in extreme marine environments, which may produce novel natural products. Herein, biosynthetic gene cluster analysis combined with an integrated metabolomic strategy incorporating matrix-assisted laser desorption ionization-time-of-flight mass spectrometry (MALDI-TOF MS), nuclear magnetic resonance (NMR), and liquid chromatography–mass spectrometry/mass spectrometry (LC-MS/MS) based Global Natural Products Social Molecular Networking (GNPS) was used to discover new compounds from the Mariana trench anemone-derived fungus Hamigera ingelheimensis MSC5. As a result, 12 new cyclic pentapeptides, avellanins D–O ( 1 – 12 ), were isolated, together with a known cyclic pentapeptide avellanin C ( 13 ). All the structures and absolute configurations were elucidated using NMR, mass spectrometry, X-ray diffraction analysis, and Marfey’s method. A plausible biosynthetic pathway for the avellanins was proposed based on the gene cluster analysis of H. ingelheimensis MSC5. Bioassay revealed that compound 6 exhibited potent antimalarial activity with an IC 50 value of 0.19 ± 0.09 μM.