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来自大堡礁海绵可变卢氏海绵的乙酰化倍半萜烯。

Acetylated sesterterpenes from the Great Barrier Reef sponge Luffariella variabilis.

作者信息

Ettinger-Epstein Piers, Motti Cherie A, Nys Rocky de, Wright Anthony D, Battershill Christopher N, Tapiolas Dianne M

机构信息

Australian Institute of Marine Science PMB 3, Townsville MC, Queensland, 4810, Australia, School of Marine Biology and Aquaculture, James Cook University, Townsville, Queensland, 4811, Australia.

出版信息

J Nat Prod. 2007 Apr;70(4):648-51. doi: 10.1021/np060240d. Epub 2007 Feb 13.

Abstract

Chemical investigation of the sponge Luffariella variabilis collected from the Palm Island group of the Great Barrier Reef, Australia, yielded three new acetylated compounds, 25-acetoxyluffariellin A (1), 25-acetoxyluffariellin B (2), and 25-acetoxyseco-manoalide (3). The structures of the new compounds were elucidated on the basis of interpretation of their spectroscopic data. The known metabolites manoalide (4), seco-manoalide (5), luffariellin A (8), and manoalide monoacetate (10) were also isolated. The new acetylated compounds (1-3) were labile in the sponge tissue when samples were allowed to thaw prior to extraction, but were stable once isolated. Sponge samples that were completely thawed contained only hydroxylated compounds (alcohols). This finding supported the deduction that the acetylated compounds are being enzymatically transformed and/or degraded.

摘要

对采自澳大利亚大堡礁棕榈岛群的海绵状多变裸海绵进行化学研究,得到了三种新的乙酰化化合物,即25 - 乙酰氧基裸海绵素A(1)、25 - 乙酰氧基裸海绵素B(2)和25 - 乙酰氧基裂环马诺内酯(3)。通过对其光谱数据的解析阐明了这些新化合物的结构。还分离出了已知的代谢产物马诺内酯(4)、裂环马诺内酯(5)、裸海绵素A(8)和马诺内酯单乙酸酯(10)。当样品在提取前解冻时,新的乙酰化化合物(1 - 3)在海绵组织中不稳定,但分离后则稳定。完全解冻的海绵样品仅含有羟基化化合物(醇类)。这一发现支持了乙酰化化合物正在被酶促转化和/或降解的推断。

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