Research Center for Marine Drugs, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Renji Hospital, School of Medicine , Shanghai Jiao Tong University , Shanghai 200127 , People's Republic of China.
College of Biological and Environmental Engineering , Changsha University , Changsha 410022 , People's Republic of China.
J Nat Prod. 2018 Apr 27;81(4):894-900. doi: 10.1021/acs.jnatprod.7b01006. Epub 2018 Apr 12.
Five new imidazole derivatives (1-5), together with eight related known alkaloids, were isolated from a calcareous marine sponge, Leucetta chagosensis, collected from the South China Sea. Their structures were fully characterized by spectroscopic methods. Structurally, 1 possesses an unusual skeleton featuring imidazole and oxazolone rings linked via a nitrogen atom, whereas 2 bears an intriguing guanylurea-substituted imidazole ring. Compounds 4 and 5 were identified as zinc complexes; they represent the metal complex analogues of naamidine J (6) and pyronaamidine (7), respectively. Among the isolated compounds, 2 and 5 showed significant inhibitory activities toward the LPS-induced production of IL-6 in the human acute monocytic leukemia cell line THP-1, and 7 displayed cytotoxicity against MCF-7, PC9, A549, and breast cancer stem cells (MCF-7-Oct4-GFP) with IC values of 5.2, 5.6, 7.8, and 10 μM, respectively.
从南海采集的钙质海洋海绵 Leucetta chagosensis 中分离得到了五个新的咪唑衍生物（1-5）和八个相关的已知生物碱。通过光谱方法充分鉴定了它们的结构。结构上，1 具有不寻常的骨架，咪唑和噁唑酮环通过氮原子连接，而 2 则具有有趣的胍基取代的咪唑环。化合物 4 和 5 被鉴定为锌配合物；它们分别是 naamidine J（6）和 pyronaamidine（7）的金属配合物类似物。在分离得到的化合物中，2 和 5 对人急性单核细胞白血病细胞系 THP-1 中 LPS 诱导的 IL-6 产生具有显著的抑制活性，7 对 MCF-7、PC9、A549 和乳腺癌干细胞（MCF-7-Oct4-GFP）具有细胞毒性，IC 值分别为 5.2、5.6、7.8 和 10 μM。
