Bisabolane-type sesquiterpenoids and cyclic tetrapeptide from the marine fungus Aspergillus sp. WHUF05242

IF 2.5 3区医学 Q3 CHEMISTRY, MEDICINAL

Fitoterapia Pub Date : 2025-04-14 DOI:10.1016/j.fitote.2025.106547

Yu-Ting Zhong , Zi-Fang Zhao , Wei-Chen Chen , Philomina Panin Edjah , Kong-Kai Zhu , Cong-Kui Tian , Kui Hong , Wei-Xin Tao , Ke-Yong Zhang , Meng-Ke Zhang , Fu-Qian Wang , You-Sheng Cai

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引用次数: 0

Abstract

Two new bisabolane-type sesquiterpenoids, aspergillolanoids A and B (1 and 2), along with a previously unreported cyclic tetrapeptide, aspergitertide A (5), and four known compounds (3, 4, 6 and 7), have been isolated from the deep-sea-derived fungus Aspergillus sp. WHUF05242. Structural elucidation of these compounds was accomplished through comprehensive spectroscopic analysis, including HR-ESIMS and 1D/2D NMR spectroscopic data. The absolute stereochemistry of 1 was unambiguously determined by single-crystal X-ray crystallographic analysis, while the chiral center configurations of 5 were resolved through time-dependent density functional theory (TDDFT)-based ECD calculations. Antimicrobial evaluation revealed that compound 7 demonstrated moderate antibacterial activity against Staphylococcus aureus with MIC value of 16 μg/mL.

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海洋真菌曲霉（Aspergillus sp. WHUF05242）的双abolane型倍半萜类和环四肽

从深海真菌Aspergillus sp. WHUF05242中分离出两个新的双abolane型倍半萜类，aspergillolanoids A和B(1和2)，以及先前未报道的环状四肽aspergillolanoids A(5)和四个已知化合物（3,4,6和7）。通过全面的光谱分析，包括HR-ESIMS和1D/2D NMR光谱数据，完成了这些化合物的结构解析。通过单晶x射线晶体学分析确定了1的绝对立体化学，而5的手性中心构型通过基于时间依赖密度泛函理论（TDDFT）的ECD计算得到。抑菌评价表明，化合物7对金黄色葡萄球菌具有中等抑菌活性，MIC值为16 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.