普林霉素CDE/FG环模型的合成：E/F环连接点相对构型的重新指定。

Synthesis of the CDE/FG ring models of prymnesins: reassignment of the relative configuration of the E/F ring juncture.

作者信息

Sasaki Makoto, Ebine Makoto, Takagi Hiroyuki, Takakura Hiroyuki, Shida Takeshi, Satake Masayuki, Oshima Yasukatsu, Igarashi Tomoji, Yasumoto Takeshi

机构信息

Graduate School of Life Sciences, Tohoku University, Tsutsumidori-amamiya, Aoba-ku, Sendai 981-8555, Japan.

出版信息

Org Lett. 2004 Apr 29;6(9):1501-4. doi: 10.1021/ol049569l.

DOI:10.1021/ol049569l

PMID:15101777

Abstract

[structure: see text] Synthesis of two diastereomeric models (3a and 3b) corresponding to the CDE/FG ring of prymnesins, polycyclic ether toxins isolated from the red tide phytoflagellate Prymnesium parvum, is described. Comparison of the (1)H and (13)C NMR data for each compound with those reported for prymnesins suggests that the earlier stereochemical assignment of the E/F ring juncture needs to be revised.

摘要

[结构：见正文] 描述了与从赤潮浮游植物微小原甲藻中分离出的多环醚毒素普林霉素的CDE/FG环相对应的两种非对映异构体模型（3a和3b）的合成。将每种化合物的¹H和¹³C NMR数据与报道的普林霉素的数据进行比较，结果表明E/F环连接点的早期立体化学归属需要修正。