Cuparene-type sesquiterpenes with neuroprotective activities from the edible mushroom Flammulina filiformis

IF 2.5 3区医学 Q3 CHEMISTRY, MEDICINAL Fitoterapia Pub Date : 2024-09-23 DOI:10.1016/j.fitote.2024.106235

Shouyuan Wu , Xianqiang Chen , Jingling Ren , Peilian Liu , Qing Yan , Ziming Chen

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Abstract

Four new cuparene-type sesquiterpenes, flammuterpenols A − D (1–4), along with one known congener (5) were isolated from the solid culture of edible mushroom Flammulina filiformis. Their structures with a benzoxabicyclo[3.2.1]octane core were elucidated by integrated multiple spectroscopic techniques, electronic circular dichroism, and single crystal X-ray diffraction analysis. Biologically, compounds 1–5 were evaluated in vitro for their neuroprotective effects against 6-hydroxydopamine induced cell death in human neuroblastoma SH-SY5Y cells. All of them exhibited remarkable neuroprotective effects possessing the EC₅₀ values ranging from 0.93 ± 0.02 to 10.28 ± 0.10 μM. These findings not only enrich the structural diversity of cuparene-type sesquiterpenes, but also provide potential candidates for the further development of the neuroprotective agents.

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食用菌丝状蘑菇中具有神经保护活性的杯烯类倍半萜化合物

从食用菌丝状蘑菇（Flammulina filiformis）的固体培养物中分离出了四种新的杯烯类倍半萜，即 Flammuterpenols A - D（1-4），以及一种已知的同系物（5）。通过综合多种光谱技术、电子圆二色性和单晶 X 射线衍射分析，阐明了它们以苯并氧杂双环[3.2.1]辛烷为核心的结构。化合物 1-5 在体外对 6-羟基多巴胺诱导的人神经母细胞瘤 SH-SY5Y 细胞死亡的神经保护作用进行了生物学评估。所有化合物都表现出了显著的神经保护作用，其 EC50 值从 0.93 ± 0.02 到 10.28 ± 0.10 μM。这些发现不仅丰富了杯烯类倍半萜的结构多样性，而且为进一步开发神经保护剂提供了潜在的候选物质。

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来源期刊

Fitoterapia 医学-药学

CiteScore

5.80

自引率

2.90%

发文量

198

审稿时长

1.5 months

期刊介绍： Fitoterapia is a Journal dedicated to medicinal plants and to bioactive natural products of plant origin. It publishes original contributions in seven major areas: 1. Characterization of active ingredients of medicinal plants 2. Development of standardization method for bioactive plant extracts and natural products 3. Identification of bioactivity in plant extracts 4. Identification of targets and mechanism of activity of plant extracts 5. Production and genomic characterization of medicinal plants biomass 6. Chemistry and biochemistry of bioactive natural products of plant origin 7. Critical reviews of the historical, clinical and legal status of medicinal plants, and accounts on topical issues.