Metabolites isolated from Penicillium HDS-Z-1E, an endophytic fungal strain isolated from Taxus cuspidata and their activation effect of catalase

IF 4.7 4区医学 Q1 CHEMISTRY, MEDICINAL Chinese Herbal Medicines Pub Date : 2024-04-01 DOI:10.1016/j.chmed.2022.12.009

Chuan Tang, Rui Gao, Xiaoyuan Tang, Yu Zhang, Weixing Feng, Baomin Feng, Xuan Lu

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Abstract

Objective

To study the compounds isolated from Penicillium HDS-Z-1E, an endophytic fungal strain isolated from Taxus cuspidata and their activation effect of catalase (CAT).

Methods

The chemical constituents were isolated from Penicillium HDS-Z-1E, by using silica gel, Sephadex LH-20 and HPLC. The structural elucidations of five metabolites were elucidated on the basis of spectroscopic including ¹H-NMR, ¹³C-NMR, HMBC and HSQC. Their activation sites of catalase have been investigated by molecular docking.

Results

Five metabolites, compounds (1–5) were isolated from Penicillium HDS-Z-1E and identified as 4-hydroxy-4-methyltetrahydro-2H-pyran-2-one (1), 4-hydroxymethyl-5, 6-dihydro-pyran-2-one (2), 5, 6-dihydro-2-oxo-2H-pyran-4-carboxylic (3), N-acetyl-hydrazinobenzoic acid (4), and methyl 2-(2, 5-dihydroxyphenyl) acetate (5).

Conclusion

Compound 3 is a new compound. Compounds 3 and 4 may have potential activators of catalase, providing a theoretical basis for the development of CAT activators.

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东北红豆杉内生真菌青霉HDS-Z-1E的代谢产物及其对过氧化氢酶的激活作用

方法利用硅胶、Sephadex LH-20 和 HPLC 从青霉 HDS-Z-1E 中分离出化学成分。通过 1H-NMR、13C-NMR、HMBC 和 HSQC 等光谱分析，阐明了五种代谢物的结构。通过分子对接研究了它们对过氧化氢酶的激活位点。结果从青霉 HDS-Z-1E 中分离出五种代谢物化合物（1-5），并鉴定为 4-羟基-4-甲基四氢-2H-吡喃-2-酮（1）、4-羟甲基-5、6-二氢吡喃-2-酮 (2)、5, 6-二氢-2-氧代-2H-吡喃-4-羧酸 (3)、N-乙酰基肼基苯甲酸 (4) 和 2-(2,5-二羟基苯基) 乙酸甲酯 (5)。结论化合物 3 是一种新化合物。化合物 3 和 4 可能是过氧化氢酶的潜在激活剂，为开发 CAT 激活剂提供了理论依据。

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