Meroterpenoids with anti-triple negative breast cancer and antimicrobial activities from Arnebia euchroma

IF 2.5 3区医学 Q3 CHEMISTRY, MEDICINAL Fitoterapia Pub Date : 2024-09-26 DOI:10.1016/j.fitote.2024.106234

Ping Hai , Haiyan Jia , Zhiqiang Luo , Huixia Fan , Yunqing He , Xianyan Li , Peng Lin , Qin Zhang , Yuan Gao , Jian Yang

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Abstract

Two new meroterpenoids, arneuchrols A and B (1 and 2), together with twelve known analogs (3–14) were isolated from the root of Arnebia euchroma. The structures of 1 and 2 including their absolute configurations were elucidated by NMR, HRESIMS, and DFT calculation of their NMR and ECD data. The structure of pseudoshikonin I, firstly isolated from Lithospermi radix was revised as shikonofuran E (4). Anti-triple negative breast cancer (anti-TNBC) and antimicrobial activities of the isolated compounds were tested. Compounds 3, 4, 6, 7, 9, 10, and 13 exhibited potent inhibitory activity against TNBC (MDA-MB-231 cells) with IC₅₀ values in the range of 0.18–4.58 μM. Compound 10 displayed antifungal activity against five plant pathogenic fungi with MIC values in the range of 6.25–25 μg/mL. Compound 9 exhibited antibacterial activity against Micrococcus lysodeikticus with MIC value of 12.5 μg/mL.

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Arnebia euchroma 中具有抗三阴性乳腺癌和抗菌活性的 Meroterpenoids。

从 Arnebia euchroma 的根中分离出了两种新的 meroterpenoids，arneuchrols A 和 B（1 和 2），以及 12 种已知的类似物（3-14）。通过核磁共振、HRESIMS 以及对其核磁共振和 ECD 数据进行 DFT 计算，阐明了 1 和 2 的结构及其绝对构型。首次从Lithospermi radix中分离出的假莽草素I的结构被修正为莽草呋喃E (4)。对分离出的化合物进行了抗三阴性乳腺癌（anti-TNBC）和抗菌活性测试。化合物 3、4、6、7、9、10 和 13 对 TNBC（MDA-MB-231 细胞）具有很强的抑制活性，IC50 值在 0.18-4.58 μM 之间。化合物 10 对五种植物致病真菌具有抗真菌活性，MIC 值在 6.25-25 μg/mL 之间。化合物 9 对溶血微球菌具有抗菌活性，MIC 值为 12.5 μg/mL。

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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.