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Sesteralterin 和 Tricycloalterfurenes A-D:来自海洋藻类附生真菌链格孢菌 k21-1 的具有罕见骨架的萜类化合物。

Sesteralterin and Tricycloalterfurenes A-D: Terpenes with Rarely Occurring Frameworks from the Marine-Alga-Epiphytic Fungus Alternaria alternata k21-1.

机构信息

Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences , Yantai 264003, China.

University of Chinese Academy of Sciences , Beijing 100049, China.

出版信息

J Nat Prod. 2017 Sep 22;80(9):2524-2529. doi: 10.1021/acs.jnatprod.7b00478. Epub 2017 Aug 24.

DOI:10.1021/acs.jnatprod.7b00478
PMID:28836786
Abstract

A new sesterterpene, sesteralterin (1), four new meroterpenes, tricycloalterfurenes A-D (2-5), and a known meroterpene, TCA-F (6), were obtained from the culture extract of an Alternaria alternata strain (k21-1) isolated from the surface of the marine red alga Lomentaria hakodatensis. The structures and relative/absolute configurations of these compounds were identified by spectroscopic analyses, mainly including 1D/2D NMR, ECD, and mass spectra and quantum chemical calculations. Compound 1 represents the first nitidasane sesterterpene naturally produced by fungi, and 2-5 feature a tetrahydrofuran unit rarely occurring in tricycloalternarenes. Compounds 1-6 were assayed for inhibition of the growth of four marine plankton and one marine alga-pathogenic bacterium.

摘要

从海洋红藻海萝表面分离到的链格孢菌(Alternaria alternata)菌株(k21-1)的发酵提取物中获得了一种新的倍半萜,即倍半萜内酯(1),以及四种新的倍半萜 Meroterpenes,三环Alternarenes A-D(2-5)和一种已知的 Meroterpenes,TCA-F(6)。这些化合物的结构和相对/绝对构型通过光谱分析确定,主要包括 1D/2D NMR、ECD 和质谱以及量子化学计算。化合物 1 代表了真菌天然产生的第一个 Nitidasane 倍半萜,而 2-5 则具有在三环 Alternarenes 中很少出现的四氢呋喃单元。对化合物 1-6 进行了抑制四种海洋浮游生物和一种海洋藻类病原菌生长的测定。

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