来自红藻日本凹顶藻的卤代二萜类化合物。

Halogenated diterpenoids from the red alga Laurencia nipponica.

作者信息

Lyakhova Ekaterina G, Kalinovsky Anatoly I, Kolesnikova Sophia A, Vaskovsky Victor E, Stonik Valentin A

机构信息

Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Prospect 100 let Vladivostoku, 159, 690022 Vladivostok, Russia.

出版信息

Phytochemistry. 2004 Sep;65(18):2527-32. doi: 10.1016/j.phytochem.2004.07.005.

DOI:10.1016/j.phytochem.2004.07.005

PMID:15451311

Abstract

Chemical compositions of three collections of the red alga Laurencia nipponica from the western part of the Sea of Japan were studied. One of them contained a series of the previously known sesquiterpenoids. Another one gave C15 bromoallene ethers, predominantly. Finally, two new halogenated diterpenes, 15-bromoparguer-9(11)-ene-16-ol and 15-bromoparguer-7-ene-16-ol, were isolated from the third collection of the same species. Structures of these diterpenoids were established by 1D and 2D NMR (1H-1H COSY, DEPT, HMQC, HMBC and NOESY) along with molecular calculations for conformations having lowest energies and mass spectroscopy. Diversity and variability of halogenated secondary metabolites in L. nipponica were discussed.

摘要

对采自日本海西部的三批红藻冈村凹顶藻的化学成分进行了研究。其中一批含有一系列先前已知的倍半萜类化合物。另一批主要含有C15溴代丙二烯醚。最后，从同一物种的第三批样本中分离出两种新的卤代二萜，即15-溴帕格尔-9(11)-烯-16-醇和15-溴帕格尔-7-烯-16-醇。通过一维和二维核磁共振（1H-1H COSY、DEPT、HMQC、HMBC和NOESY）以及对具有最低能量构象的分子计算和质谱分析确定了这些二萜类化合物的结构。讨论了冈村凹顶藻中卤代次生代谢产物的多样性和变异性。