来自 Acremonium sp. Strain MNA-F-1 真菌的 Acremochlorin S 和其他前炔化氯苯酚抗菌代谢物

IF 2.5 3区医学 Q3 CHEMISTRY, MEDICINAL

Fitoterapia Pub Date : 2024-10-11 DOI:10.1016/j.fitote.2024.106254

Mohamed S. Elnaggar , Nada M. Mostafa , Ahmed M. Elissawy , Kunthida Phutthacharoen , Paul Eckhardt , Birthe Sandargo , Lasse van Geelen , Sherif S. Ebada , Till Opatz , Abdel Nasser B. Singab , Rainer Kalscheuer

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引用次数: 0

摘要

从八角根（Pimpnella anisum L.，芹科）内部组织中提取的真菌 Acremonium sp. 菌株 MNA-F-1 的菌丝体提取物进行了化学研究，分离并鉴定了一种以前未曾描述过的天然产物 acremochlorin S (1)，以及五种相关衍生物 (2-6) 和一种生物碱代谢物 ilicicolin H (7)。通过全面的 1D/2D NMR 光谱分析和 HR-ESI-MS 测量，确定了这些分离化合物的结构。根据实验光谱与采用时间相关密度泛函理论（TDDFT）计算得出的电子圆二色性（ECD）光谱的对比结果，确定了 acremochlorin S（1）的绝对构型。评估了所有分离化合物对金黄色葡萄球菌、大肠杆菌和结核分枝杆菌的抗菌活性，其中几个化合物显示出对测试的革兰氏阳性菌株具有强效活性。

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Acremochlorin S and other prenylated chlorophenol antimicrobial metabolites from the fungus Acremonium sp. Strain MNA-F-1

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Acremochlorin S and other prenylated chlorophenol antimicrobial metabolites from the fungus Acremonium sp. Strain MNA-F-1

Chemical prospection for the mycelial extract of the fungus Acremonium sp. Strain MNA-F-1, derived from the inner tissue of anise roots (Pimpnella anisum L., family Apiaceae), led to the isolation and characterization of one previously undescribed natural product, acremochlorin S (1), together with five related derivatives (2–6) and an alkaloidal metabolite, ilicicolin H (7). Structure elucidation of the isolated compounds was determined through comprehensive 1D/2D NMR spectroscopic analyses and HR-ESI-MS measurements. The absolute configuration of acremochlorin S (1) was concluded based on the comparison of its experimental and calculated electronic circular dichroism (ECD) spectra implementing Time-dependent density functional theory (TDDFT). All isolated compounds were assessed for their antibacterial activity against Staphylococcus aureus, Escherichia coli and Mycobacterium tuberculosis, where several compounds revealed potent activities against tested Gram-positive strains.

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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.