Novel geranylhydroquinone derived meroterpenoids from the fungus Clitocybe clavipes and their cytotoxic activity

IF 2.5 3区医学 Q3 CHEMISTRY, MEDICINAL

Fitoterapia Pub Date : 2022-09-01 DOI:10.1016/j.fitote.2022.105251

Yong Hou, Qinglong Li, Meiying Chen, Haifeng Wu, Junshan Yang, Zhaocui Sun, Xudong Xu, Guoxu Ma

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引用次数: 4

Abstract

Three novel geranylhydroquinone derived meroterpenoids, named clavilactones J and K (1–2) and clavipol C (3), were isolated from the basidiomycete Clitocybe clavipes. Their structures were unambiguously identified by extensive spectroscopic data analysis, and the electronic circular dichroism (ECD) calculation, Gauge-Including Atomic Orbitals (GIAO) NMR calculations and Mo₂(OAc)₄-induced electronic circular dichroism experiments were used to establish their absolute configurations. Compound 1, with two epoxy groups located at the 10-membered carbocycle, is uncommon in the reported meroterpenoids from C. clavipes. All the obtained compounds (1–3) were tested for their cytotoxic activity against human tumor cell line HGC-27 by using the MTT assay. All the compounds exhibited moderate cytotoxic activities against HGC-27 cell with IC₅₀ values ranging from 33.5 to 56.6 μM.

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从真菌Clitocybe clavipes中提取的新型香叶基对苯二酚衍生物及其细胞毒活性

从担子菌Clitocybe clavipes中分离到3个新的香叶基对苯二酚类萜类化合物，分别命名为claviactones J、K(1-2)和clavipol C(3)。通过广泛的光谱数据分析明确了它们的结构，并利用电子圆二色性(ECD)计算、包括原子轨道(GIAO)核磁共振计算和Mo2(OAc)4诱导电子圆二色性实验确定了它们的绝对构型。化合物1具有两个环氧基，位于10元碳环上，是报道过的木蠹萜类化合物中罕见的。采用MTT法检测所得化合物(1-3)对人肿瘤细胞株HGC-27的细胞毒活性。所有化合物对HGC-27细胞均表现出中等的细胞毒活性，IC50值在33.5 ~ 56.6 μM之间。

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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.