Symbioimine exhibiting inhibitory effect of osteoclast differentiation, from the symbiotic marine dinoflagellate Symbiodinium sp.
Symbioimine exhibiting inhibitory effect of osteoclast differentiation, from the symbiotic marine dinoflagellate Symbiodinium sp.
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DOI：
10.1021/ja049277f
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发表时间：
2004-04-21
影响因子：
15
通讯作者：
Uemura, D
中科院分区：
文献类型：
--
作者：
Kita, M;Kondo, M;Uemura, D
从培养的共生海洋甲藻 Symbiodinium sp 中分离出一种两性亚胺代谢物 symbioimine (1)。通过光谱分析和X射线晶体学分析推导了其结构。共生亚胺 (1) 具有特征性的 6,6,6-三环亚胺环结构和芳基硫酸酯部分。 1 的合理生物发生途径可以通过分子内狄尔斯-阿尔德反应和随后的亚胺环化来解释。 Symbioimine (1) 抑制 RAW264 细胞向破骨细胞的分化，但其细胞活力不受影响。因此，symbioimine (1) 是一种用于预防和治疗绝经后妇女骨质疏松症的抗骨吸收候选药物。
An amphoteric iminium metabolite, symbioimine (1), was isolated from a cultivated symbiotic marine dinoflagellateSymbiodiniumsp. Its structure was deduced by spectroscopic analysis and X-ray crystallographic analysis. Symbioimine (1) has a characteristic 6,6,6-tricyclic iminium ring structure and an aryl sulfate moiety. The plausible biogenetic pathway of1can be explained by an intramolecular Diels−Alder reaction followed by imine cyclization. Symbioimine (1) inhibited the differentiation of RAW264 cells into osteoclasts, whereas its cell viability was not affected. Thus, symbioimine (1) is an antiresorptive drug candidate for the prevention and treatment of osteoporosis in postmenopausal women.