Molecular Dynamics and Quantum Chemical Studies on Piperine, a Naturally Occurring Alkaloid

IF 2.4 3区 化学 Q2 CHEMISTRY, ORGANIC
Ambrish Kumar Srivastava , Abhishek Kumar , Harshita Srivastava , Saurabh Pandey , Narendra Kumar , Goutam Brahmachari , Neeraj Misra
{"title":"Molecular Dynamics and Quantum Chemical Studies on Piperine, a Naturally Occurring Alkaloid","authors":"Ambrish Kumar Srivastava ,&nbsp;Abhishek Kumar ,&nbsp;Harshita Srivastava ,&nbsp;Saurabh Pandey ,&nbsp;Narendra Kumar ,&nbsp;Goutam Brahmachari ,&nbsp;Neeraj Misra","doi":"10.1080/10406638.2023.2237631","DOIUrl":null,"url":null,"abstract":"<div><p>Piperine (a naturally occurring alkaloid), is a biologically active natural product belonging to the alkaloid series of compounds. In this study, the spectral characterization of piperine isolated from black pepper has been performed using FT-IR, <sup>1</sup>H-NMR, and <sup>13</sup>C-NMR. To explain spectral features, we have calculated the vibrational frequencies of the optimized structure of piperine using the B3LYP/6-311 + G(d,p) level of theory and NMR spectra using the GIAO method. All vibrational modes of the title molecule have been assigned based on potential energy distribution. The calculated scaled wavenumbers and NMR chemical shifts show good agreement with the experimental FT-IR and NMR data, respectively. To assess the bioactivity of piperine, we have first performed molecular docking using the ITK receptor and subsequently, the molecular dynamics simulation of the resulting complex for 100 ns. The results suggest the potential of piperine for possible anti-inflammatory action.</p></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 6","pages":"Pages 3663-3677"},"PeriodicalIF":2.4000,"publicationDate":"2024-07-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polycyclic Aromatic Compounds","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S104066382301730X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Piperine (a naturally occurring alkaloid), is a biologically active natural product belonging to the alkaloid series of compounds. In this study, the spectral characterization of piperine isolated from black pepper has been performed using FT-IR, 1H-NMR, and 13C-NMR. To explain spectral features, we have calculated the vibrational frequencies of the optimized structure of piperine using the B3LYP/6-311 + G(d,p) level of theory and NMR spectra using the GIAO method. All vibrational modes of the title molecule have been assigned based on potential energy distribution. The calculated scaled wavenumbers and NMR chemical shifts show good agreement with the experimental FT-IR and NMR data, respectively. To assess the bioactivity of piperine, we have first performed molecular docking using the ITK receptor and subsequently, the molecular dynamics simulation of the resulting complex for 100 ns. The results suggest the potential of piperine for possible anti-inflammatory action.

关于天然生物碱胡椒碱的分子动力学和量子化学研究
胡椒碱(一种天然生物碱)是一种具有生物活性的天然产物,属于生物碱系列化合物。本研究使用傅立叶变换红外光谱、1H-NMR 和 13C-NMR 对从黑胡椒中分离出的胡椒碱进行了光谱表征。为了解释光谱特征,我们使用 B3LYP/6-311 + G(d,p) 理论水平计算了胡椒碱优化结构的振动频率,并使用 GIAO 方法计算了 NMR 光谱。根据势能分布分配了标题分子的所有振动模式。计算得出的标度波数和 NMR 化学位移分别与实验的 FT-IR 和 NMR 数据显示出良好的一致性。为了评估胡椒碱的生物活性,我们首先利用 ITK 受体进行了分子对接,然后对所得到的复合物进行了 100 ns 的分子动力学模拟。结果表明胡椒碱可能具有抗炎作用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Polycyclic Aromatic Compounds
Polycyclic Aromatic Compounds 化学-有机化学
CiteScore
3.70
自引率
20.80%
发文量
412
审稿时长
3 months
期刊介绍: The purpose of Polycyclic Aromatic Compounds is to provide an international and interdisciplinary forum for all aspects of research related to polycyclic aromatic compounds (PAC). Topics range from fundamental research in chemistry (including synthetic and theoretical chemistry) and physics (including astrophysics), as well as thermodynamics, spectroscopy, analytical methods, and biology to applied studies in environmental science, biochemistry, toxicology, and industry. Polycyclic Aromatic Compounds has an outstanding Editorial Board and offers a rapid and efficient peer review process, as well as a flexible open access policy.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信