Pancreatic lipase inhibitory and anti‐acne activity of Piper betle: Kinetic studies, in silico docking, and chemical characterization of bioactive compounds

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2024-07-22 DOI:10.1002/vjch.202400030

Rani A. Shinde, Mohini R. Patil, R. Patil, K. S. Vishwakarma, Vijay L. Maheshwari

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Abstract

Lipases play important roles in obesity and skin infections. Piper betle (Piperaceae) is widely cultivated and used in daily life. It is a rich source of lead compounds used in skin infections. This study reveals anti‐acne and pancreatic lipase inhibitory potential of leaf extract of Piper betle using in‐vitro and in‐silico molecular docking. The inhibitory potential of 13 selected plant extracts was evaluated at various concentrations (5–25 µg/mL). Ethyl‐acetate extract of Piper betle with strong pancreatic lipase inhibitory activity was further fractionated by preparative thin layer chromatography and eluted bands showing strong inhibitory activity were characterized by high performance liquid chromatography and gas chromatography. The purified compounds, namely, anodendroside E,2‐monoacetate, and 5H‐cyclopropa (3, 4) benz (1, 2‐ejazulen‐5‐one), were identified and showed over 90% pancreatic lipase inhibition. The isolated compounds showed strong dose‐dependent inhibitory effects on Propionibacterium acnes. These observations were consistent with molecular docking studies, which showed that anodendroside E,2‐monoacetate binds to the allosteric site with a binding energy of –7.0 kcal/mol, and this binding site is stabilized by hydrogen and carbon hydrogen bonds contributed by Phe 354 and Asp130, ser103. These findings suggest that the pancreatic lipase inhibitory and anti‐acne effects of Piper betle are attributed to anodendroside E,2‐monoacetate.

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胡椒槟榔的胰脂肪酶抑制和抗痤疮活性：动力学研究、硅学对接和生物活性化合物的化学特征描述

脂肪酶在肥胖症和皮肤感染中发挥着重要作用。胡椒（胡椒科）在日常生活中被广泛种植和使用。它是用于皮肤感染的铅化合物的丰富来源。本研究利用体外和体内分子对接揭示了瓜蒌叶提取物抗痤疮和抑制胰脂肪酶的潜力。研究评估了 13 种选定植物提取物在不同浓度（5-25 µg/mL）下的抑制潜力。制备薄层色谱法对具有较强胰脂肪酶抑制活性的瓜蒌乙酸乙酯提取物进行了进一步分馏，高效液相色谱法和气相色谱法对洗脱出的具有较强抑制活性的条带进行了表征。纯化后的化合物，即anodendroside E、2-monoacetate 和 5H-cyclopropa (3, 4) benz (1, 2-ejazulen-5-one) 被鉴定出，对胰脂肪酶的抑制率超过 90%。分离出的化合物对痤疮丙酸杆菌有很强的剂量依赖性抑制作用。这些观察结果与分子对接研究结果一致，分子对接研究结果表明，anodendroside E,2-monoacetate与异构位点结合的结合能为-7.0 kcal/mol，该结合位点通过Phe 354和Asp130、ser103的氢键和碳氢键而稳定。这些发现表明，胡椒槟榔苷 E,2-单乙酸酯具有抑制胰脂肪酶和抗痤疮的作用。

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.