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南海裸鳃亚目动物黑指纹海兔及其可能的海绵猎物黄海绵中分离出的新异喹啉醌生物碱

New isoquinolinequinone alkaloids from the South China Sea nudibranch Jorunna funebris and its possible sponge-prey Xestospongia sp.

作者信息

He Wen-Fei, Li Yan, Feng Mei-Tang, Gavagnin Margherita, Mollo Ernesto, Mao Shui-Chun, Guo Yue-Wei

机构信息

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, PR China.

School of Pharmacy, Nanchang University, 461 Bayi Road, Nanchang 330006, PR China.

出版信息

Fitoterapia. 2014 Jul;96:109-14. doi: 10.1016/j.fitote.2014.04.011. Epub 2014 Apr 24.

DOI:10.1016/j.fitote.2014.04.011
PMID:24769286
Abstract

Two new renieramycin-type bistetrahydroisoquinolinequinone alkaloids, fennebricins A (1) and B (5), and one new isoquinolinequinone alkaloid, N-formyl-1,2-dihydrorenierol (7), were isolated from the skin of the South China Sea nudibranch Jorunna funebris and its possible sponge-prey Xestospongia sp., together with eight known metabolites, including three bistetrahydroisoquinolinequinones (2-4) and five isoquinolinequinones (8-12). Their structures were elucidated by analysis of spectroscopic data including 1D and 2D NMR and high-resolution electrospray ionization mass spectrometry (HRESIMS) and by comparison with data for related known compounds. All the metabolites except for 7 occurred simultaneously in the two animals, supporting recent ecological studies that the nudibranch J. funebris preys on the sponge of the genus Xestospongia.

摘要

从中国南海裸鳃亚目动物黑指纹海兔及其可能的海绵猎物黄色海绵中分离出两种新的海兔霉素型双四氢异喹啉醌生物碱,即芬内布菌素A(1)和B(5),以及一种新的异喹啉醌生物碱,N-甲酰基-1,2-二氢海兔醇(7),同时还分离出八种已知代谢产物,包括三种双四氢异喹啉醌(2-4)和五种异喹啉醌(8-12)。通过分析包括一维和二维核磁共振以及高分辨率电喷雾电离质谱(HRESIMS)在内的光谱数据,并与相关已知化合物的数据进行比较,阐明了它们的结构。除7外,所有代谢产物在这两种动物中同时出现,这支持了最近关于黑指纹海兔捕食黄色海绵属海绵的生态学研究。

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