Kita Masaki, Kondo Mikiko, Koyama Tomoyuki, Yamada Kaoru, Matsumoto Tsuyosi, Lee Kun-Hyung, Woo Je-Tae, Uemura Daisuke
Research Center for Materials Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan.
J Am Chem Soc. 2004 Apr 21;126(15):4794-5. doi: 10.1021/ja049277f.
An amphoteric iminium metabolite, symbioimine (1), was isolated from a cultivated symbiotic marine dinoflagellate Symbiodinium sp. 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 of 1 can 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.
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，共生亚胺（1）。通过光谱分析和 X 射线晶体学分析推断出其结构。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 的合理生物合成途径可以通过分子内狄尔斯 - 阿尔德反应随后进行亚胺环化来解释。共生亚胺（1）抑制 RAW264 细胞分化为破骨细胞，而其细胞活力不受影响。因此，共生亚胺（1）是预防和治疗绝经后妇女骨质疏松症的抗吸收药物候选物。
