从钙质海洋海绵 Leucetta chagosensis 中分离得到的咪唑生物碱及其锌配合物。
Imidazole Alkaloids and Their Zinc Complexes from the Calcareous Marine Sponge Leucetta chagosensis.
机构信息
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.
出版信息
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。
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