来自冲绳岛劳伦氏藻属一种的溴化半日花烷型二萜类化合物

Brominated labdane-type diterpenoids from an Okinawan Laurencia sp.

作者信息

Suzuki Minoru, Nakano Satoru, Takahashi Yoshinori, Abe Tsuyoshi, Masuda Michio, Takahashi Hiroki, Kobayashi Kimiko

机构信息

Division of Material Science, Graduate School of Environmental Earth Science, Hokkaido University, Sapporo 060-0810, Japan.

出版信息

J Nat Prod. 2002 Jun;65(6):801-4. doi: 10.1021/np010596j.

DOI:10.1021/np010596j

PMID:12088419

Abstract

From an unidentified species of Laurencia collected from Okinawan waters two novel brominated metabolites, 1 and 2, along with known halogenated compounds, 2,10-dibromo-3-chloro-alpha-chamigrene (3) and microcladallene A (4), were isolated and identified. The structures of these new compounds were established as ent-labdane-type bromoditerpenes, (1S,3R,5S,6S,8S,9S,10R,13R)-1-acetoxy-3-bromo-6-hydroxy-8,13-epoxy-labd-14-ene (1) and (3R,5S,6S,8S,9S,10R,13R)-3-bromo-6-hydroxy-8,13-epoxylabd-14-en-1-one (2), by interpretation of their spectroscopic data as well as by X-ray crystallographic analysis.

摘要

从采自冲绳海域的一种未鉴定的劳伦氏藻属物种中，分离并鉴定出两种新型溴化代谢产物1和2，以及已知的卤代化合物2,10-二溴-3-氯-α-菖蒲烯（3）和微枝藻烯A（4）。通过对其光谱数据的解释以及X射线晶体学分析，将这些新化合物的结构确定为对映-半日花烷型溴代二萜，即(1S,3R,5S,6S,8S,9S,10R,13R)-1-乙酰氧基-3-溴-6-羟基-8,13-环氧-半日花-14-烯（1）和(3R,5S,6S,8S,9S,10R,13R)-3-溴-6-羟基-8,13-环氧-半日花-14-烯-1-酮（2）。