Synthesis and biological studies of novel fusidic acid-linked crown ethers.

IF 1.6 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research Pub Date : 2025-10-07 DOI:10.1080/14786419.2025.2569800

Shumaila Jawaid, Nuzhat Arshad, Syed Nawazish Ali, Jamshed Hashim, Mehreen Lateef, Ayesha Anwar

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引用次数: 0

Abstract

We successfully prepared novel Fusidic acid-linked crown ethers with various cavity sizes and fully characterised them using ¹H NMR,¹³C NMR (Broadband, DEPT-135, and DEPT-90), and ESI-MS. All the crown ethers and the precursor (Fusidic acid) were examined for their antioxidant and α-glucosidase inhibition activities. The crown ethers demonstrated excellent antioxidant activity, with IC₅₀ values ranging from 11.4 ± 0.54 to 45.6 ± 0.11 μM. They showed moderate α-glucosidase inhibitory effects, with IC₅₀ values ranging from 34.2 ± 0.23 to 65.7 ± 0.09 μM, compared to standards Butylated hydroxyanisole (IC₅₀ = 44.2 ± 0.36 μM) and deoxynojirimycin (IC₅₀ = 3.9 ± 0.71 μM), respectively. Notably, antioxidant activities increased in the crown ethers compared to parent Fusidic acid, highlighting the role of the crown moiety in enhancing activity. Molecular docking studies on human antioxidant proteins revealed that the most active antioxidant compounds exhibit fewer hydrogen bonds and higher alkyl bond interactions.

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新型钛酸连接冠醚的合成及生物学研究。

我们成功制备了具有不同空腔大小的新型氟西地酸连接冠醚，并使用1H NMR，13C NMR（宽带，DEPT-135和DEPT-90）和ESI-MS对其进行了全面表征。测定了所有冠醚和前体氟西地酸的抗氧化活性和α-葡萄糖苷酶抑制活性。冠醚具有良好的抗氧化活性，IC50值在11.4±0.54 ~ 45.6±0.11 μM之间。与对照品丁基羟基茴香醚（IC50 = 44.2±0.36 μM）和脱氧诺吉霉素（IC50 = 3.9±0.71 μM）相比，其α-葡萄糖苷酶抑制作用中等，IC50值为34.2±0.23 ~ 65.7±0.09 μM。值得注意的是，与母体氟西地酸相比，冠醚的抗氧化活性增加，这表明冠部分在增强活性方面的作用。对人类抗氧化蛋白的分子对接研究表明，最具活性的抗氧化化合物具有较少的氢键和较高的烷基键相互作用。

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来源期刊

Natural Product Research 化学-医药化学

CiteScore

5.10

自引率

9.10%

发文量

605

审稿时长

2.1 months

期刊介绍： The aim of Natural Product Research is to publish important contributions in the field of natural product chemistry. The journal covers all aspects of research in the chemistry and biochemistry of naturally occurring compounds. The communications include coverage of work on natural substances of land and sea and of plants, microbes and animals. Discussions of structure elucidation, synthesis and experimental biosynthesis of natural products as well as developments of methods in these areas are welcomed in the journal. Finally, research papers in fields on the chemistry-biology boundary, eg. fermentation chemistry, plant tissue culture investigations etc., are accepted into the journal. Natural Product Research issues will be subtitled either ""Part A - Synthesis and Structure"" or ""Part B - Bioactive Natural Products"". for details on this , see the forthcoming articles section. All manuscript submissions are subject to initial appraisal by the Editor, and, if found suitable for further consideration, to peer review by independent, anonymous expert referees. All peer review is single blind and submission is online via ScholarOne Manuscripts.