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从一种海洋来源的asperelloides 里氏木霉中分离得到倍半萜类化合物:大根香叶烯、卡达烯和环诺里酮。

Bisabolane, cadinane, and cyclonerane sesquiterpenes from an algicolous strain of Trichoderma asperelloides.

机构信息

Yantai Institute of Coastal Zone Research, Center for Ocean Mega-Science, Chinese Academy of Sciences, Yantai 264003, People's Republic of China; University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.

Yantai Institute of Coastal Zone Research, Center for Ocean Mega-Science, Chinese Academy of Sciences, Yantai 264003, People's Republic of China.

出版信息

Bioorg Chem. 2021 Oct;115:105223. doi: 10.1016/j.bioorg.2021.105223. Epub 2021 Jul 28.

DOI:10.1016/j.bioorg.2021.105223
PMID:34339977
Abstract

Ten new bisabolane derivatives, trichobisabolins Q-Z (1-10), one new cadinane derivative, cadin-4-en-11-ol (11), and three new cyclonerane derivatives, cycloner-3-en-7,11-diol (12), isoepicyclonerodiol oxide (13), and norepicyclonerodiol oxide (14), were isolated from the endophytic fungal strain RR-dl-6-11 of Trichoderma asperelloides that was obtained from a marine alga. Their structures along with relative configurations were established mainly by NMR and IR as well as MS techniques, and the absolute configurations of 10 and 11 were assigned by ECD and X-ray diffraction data, respectively. Sesquiterpenes from the fungus T. asperelloides are reported for the first time. It is interesting that half of the bisabolane derivatives are demethylated. Compound 12 represents the first the occurrence of cyclopentenyl-bearing cycloneranes, and 14 seems a cyclopentyl-degrading cyclonerane derivative. Several isolates feature potent inhibition of marine phytoplankton species.

摘要

从海洋藻类中获得的里氏木霉内生真菌菌株 RR-dl-6-11 中分离得到了 10 个新的双醇衍生物(1-10)、1 个新的卡丹烷衍生物(11)和 3 个新的环诺里醇衍生物(12、13 和 14)。它们的结构主要通过 NMR、IR 和 MS 技术确定,相对构型通过 ECD 和 X 射线衍射数据确定,10 和 11 的绝对构型分别通过这两种方法确定。这是首次报道来自真菌 Aspergillus terreus 的倍半萜。有趣的是,有一半的双醇衍生物是去甲基化的。化合物 12 代表了首次出现的含环戊烯基的环诺里醇,而 14 似乎是一个环戊基降解的环诺里醇衍生物。一些分离物对海洋浮游植物具有很强的抑制作用。

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