Inoue Masayuki, Uehara Hisatoshi, Maruyama Megumi, Hirama Masahiro
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
Org Lett. 2002 Dec 12;4(25):4551-4. doi: 10.1021/ol027105m.
[structure: see text] Ciguatoxin CTX3C is a representative congener of ciguatoxins, which are known to be the principal causative agents of ciguatera seafood poisoning. The structure of CTX3C spans more than 3 nm and is characterized by 13 ether rings. In this paper, an improved total synthesis of CTX3C is reported. Alteration of the protective group from benzyl ether to 2-naphthylmethyl (NAP) ether drastically increases the yield for final global deprotection and has provided a sufficient amount of sample for further biological studies.
[结构：见正文] 雪卡毒素CTX3C是雪卡毒素的一种代表性同系物，已知是雪卡鱼中毒的主要致病因子。CTX3C的结构跨度超过3纳米，其特征是有13个醚环。本文报道了一种改进的CTX3C全合成方法。将保护基团从苄基醚改为2-萘甲基（NAP）醚，极大地提高了最终整体脱保护的产率，并为进一步的生物学研究提供了足够量的样品。
