Abstract |
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 IC50 values of 5.2, 5.6, 7.8, and 10 μM, respectively.
|
Authors | Wei-Zhuo Tang, Zhong-Zhen Yang, Wei Wu, Jie Tang, Fan Sun, Shu-Ping Wang, Chun-Wei Cheng, Fan Yang, Hou-Wen Lin |
Journal | Journal of natural products
(J Nat Prod)
Vol. 81
Issue 4
Pg. 894-900
(04 27 2018)
ISSN: 1520-6025 [Electronic] United States |
PMID | 29648818
(Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
|
Chemical References |
- Alkaloids
- Antifungal Agents
- Imidazoles
- Interleukin-6
- imidazole
- Zinc
|
Topics |
- A549 Cells
- Alkaloids
(pharmacology)
- Animals
- Antifungal Agents
(pharmacology)
- Cell Line, Tumor
- China
- Humans
- Imidazoles
(pharmacology)
- Interleukin-6
(metabolism)
- MCF-7 Cells
- Porifera
(chemistry)
- THP-1 Cells
- Zinc
(metabolism)
|