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探索吡唑啉作为新型冠状病毒NSP3-巨结构域潜在抑制剂:合成与计算机模拟分析

Exploring pyrazolines as potential inhibitors of NSP3-macrodomain of SARS-CoV-2: synthesis and in silico analysis.

作者信息

Joshi Rekha, Gaikwad Harsh, Soge Bhavana, Alshammari Abdulrahman, Albekairi Norah A, Kabra Atul, Yashwante Usha, Kolte Baban, Lokhande Pradip, Meshram Rohan J

机构信息

Department of Chemistry, Savitribai Phule Pune University, Pune, Pune, Maharashtra, 411007, India.

Bioinformatics Centre, Savitribai Phule Pune University, Pune, Maharashtra, 411007, India.

出版信息

Sci Rep. 2025 Jan 4;15(1):767. doi: 10.1038/s41598-024-81711-5.

DOI:10.1038/s41598-024-81711-5
PMID:39755743
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11700119/
Abstract

COVID-19 has proved to be a global health crisis during the pandemic, and the emerging JN.1 variant is a potential threat. Therefore, finding alternative antivirals is of utmost priority. In the current report, we present the synthesis of new and potential anti-viral pyrazoline compounds. Here we report a chemical scheme where β-aryl β-anilino ketones react with phenyl hydrazine in potassium hydroxide to give the corresponding 3,5-diarylpyrazoline. The protocol is applicable to a variety of β-amino ketones and tolerates several functional groups. This method is efficient and proceeds regioselectivity since the β-Anilino group acts as a protecting group for alkenes of chalcones. We identified the NSP3-microdomain (Mac-1) of SARS-CoV-2 as a putative target for newly synthesized triaryl-2-pyrazoline compounds. The molecular dynamics simulation-based free energy estimation suggests compounds 7a, 7d, 7 g, 7i, 7k, and 7 L as promising Mac-1 inhibitors. The detailed structural inspection of MD simulation trajectories sheds light on the structural and functional dynamics involved in the SARS-CoV-2 Mac-1. The data presented here is expected to guide the design and development of better anti-SARS-CoV-2 therapies.

摘要

在疫情期间,新冠病毒已被证明是一场全球健康危机,而新出现的JN.1变体是一个潜在威胁。因此,寻找替代抗病毒药物是当务之急。在本报告中,我们展示了新型潜在抗病毒吡唑啉化合物的合成。在此我们报告一种化学方案,即β-芳基β-苯胺基酮在氢氧化钾中与苯肼反应生成相应的3,5-二芳基吡唑啉。该方案适用于多种β-氨基酮,并能耐受多种官能团。由于β-苯胺基基团对查耳酮的烯烃起到保护基团的作用,此方法高效且具有区域选择性。我们将新冠病毒的NSP3微结构域(Mac-1)确定为新合成的三芳基-2-吡唑啉化合物的假定靶点。基于分子动力学模拟的自由能估计表明化合物7a、7d、7g、7i、7k和7L是有前景的Mac-1抑制剂。对分子动力学模拟轨迹的详细结构检查揭示了新冠病毒Mac-1所涉及的结构和功能动力学。此处呈现的数据有望指导更好的抗新冠病毒疗法的设计和开发。

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