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从海洋蘑菇中分离得到的一种氯化倍半萜——氯洛伐辛 B。

Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom .

机构信息

Marbio, Norwegian College of Fishery Science, UiT-The Arctic University of Norway, N-9037 Tromsø, Norway.

Servei de Ressonància Magnètica Nuclear, Universitat Autònoma de Barcelona, Bellaterra, E-08193 Barcelona, Spain.

出版信息

Molecules. 2021 Dec 13;26(24):7560. doi: 10.3390/molecules26247560.

Abstract

As part of our search for bioactive metabolites from understudied marine microorganisms, the new chlorinated metabolite chlovalicin B () was isolated from liquid cultures of the marine basidiomycete , which was collected and isolated from driftwood found at Vannøya, Norway. The structure of the novel compound was elucidated by spectroscopic methods including 1D and 2D NMR and analysis of HRMS data, revealing that shares its molecular scaffold with a previously isolated compound, chlovalicin. This represents the first compound isolated from the genus, and the first reported fumagillin/ovalicin-like compound isolated from Basidiomycota. Compound was evaluated for antibacterial activities against a panel of five bacteria, its ability to inhibit bacterial biofilm formation, for antifungal activity against , and for cytotoxic activities against malignant and non-malignant human cell lines. Compound displayed weak cytotoxic activity against the human melanoma cell line A2058 (~50% survival at 50 µM). No activity was detected against biofilm formation or at 50 µM, or against bacterial growth at 100 µM nor against the production of cytokines by the human acute monocytic leukemia cell line THP-1 at 50 µM.

摘要

在我们从研究较少的海洋微生物中寻找生物活性代谢产物的过程中,从海洋担子菌 ()的液体培养物中分离到了新的氯化代谢产物氯伐利辛 B ()。该菌株是从挪威 Vannøya 发现的漂流木中采集和分离得到的。通过包括 1D 和 2D NMR 以及 HRMS 数据分析在内的光谱方法阐明了该新化合物的结构,表明 与先前分离到的化合物氯伐利辛具有相同的分子骨架。这是从 属中分离得到的第一个化合物,也是首次报道从担子菌中分离得到的杀真菌素/卵菌霉素类似物。对化合物 进行了抗菌活性评估,包括对五种细菌的抑制活性、抑制细菌生物膜形成的能力、对 的抗真菌活性以及对恶性和非恶性人细胞系的细胞毒性活性。化合物 对人黑色素瘤细胞系 A2058 表现出较弱的细胞毒性活性(50 µM 时存活率约为 50%)。在 50 µM 时,对生物膜形成或 没有检测到活性,在 100 µM 时对细菌生长也没有活性,在 50 µM 时对人急性单核细胞白血病细胞系 THP-1 产生细胞因子也没有活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64c8/8703342/0874d415ba58/molecules-26-07560-g001.jpg

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