Encapsulation investigation of molnupiravir drug guest using cucurbituril hosts through the DFT approach

IF 2.3 4区化学 Q2 Agricultural and Biological Sciences

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-07-02 DOI:10.1007/s10847-024-01250-4

Wandee Rakrai, Butsayamat Rattanadon, Chanukorn Tabtimsai, Chatthai Kaewtong, Banchob Wanno

{"title":"Encapsulation investigation of molnupiravir drug guest using cucurbituril hosts through the DFT approach","authors":"Wandee Rakrai, Butsayamat Rattanadon, Chanukorn Tabtimsai, Chatthai Kaewtong, Banchob Wanno","doi":"10.1007/s10847-024-01250-4","DOIUrl":null,"url":null,"abstract":"<div>The geometrical structures of cucurbit[n]uril (CB[n], n = 5–8 and their complexes with molnupiravir (MLP) drug have been investigated using the DFT computations. The complexation energies and electronic properties of CB[n]/MLP complexes were also computed. The host–guest interactions in the complexation are occurred through the of dipole–dipole interactions which are the hydrogen bonds between the O−H or N−H of molnupiravir and oxygen atoms of CB[n]s. The CB[n]/MLP host–guest complexation in both gas and water are found to be an exothermic reaction with negative complexation energy values. By means of the NBO analysis and MEP contours, the partial charge transfers from CB[n]s to molnupiravir are displayed. After drug complexation, the electronics properties of CB[n]s are significantly changed. This means that CB[n]s can act as a host for appropriately molnupiravir guest, even in aqueous solution.</div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"104 9-10","pages":"501 - 512"},"PeriodicalIF":2.3000,"publicationDate":"2024-07-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10847-024-01250-4","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"Agricultural and Biological Sciences","Score":null,"Total":0}

引用次数: 0

Abstract

The geometrical structures of cucurbit[n]uril (CB[n], n = 5–8 and their complexes with molnupiravir (MLP) drug have been investigated using the DFT computations. The complexation energies and electronic properties of CB[n]/MLP complexes were also computed. The host–guest interactions in the complexation are occurred through the of dipole–dipole interactions which are the hydrogen bonds between the O−H or N−H of molnupiravir and oxygen atoms of CB[n]s. The CB[n]/MLP host–guest complexation in both gas and water are found to be an exothermic reaction with negative complexation energy values. By means of the NBO analysis and MEP contours, the partial charge transfers from CB[n]s to molnupiravir are displayed. After drug complexation, the electronics properties of CB[n]s are significantly changed. This means that CB[n]s can act as a host for appropriately molnupiravir guest, even in aqueous solution.

Abstract Image

查看原文本刊更多论文

通过 DFT 方法研究使用葫芦素宿主包囊莫仑比拉韦药物客体的情况

利用 DFT 计算研究了葫芦巴[n]脲（CB[n]，n = 5-8）及其与莫仑吡韦（MLP）药物复合物的几何结构。同时还计算了 CB[n]/MLP 复合物的复合能和电子特性。络合中的主客体相互作用是通过偶极-偶极相互作用发生的，偶极-偶极相互作用是莫仑吡韦的 O-H 或 N-H 与 CB[n]s 氧原子之间的氢键。在气体和水中，CB[n]/MLP 的主-客络合均为放热反应，络合能为负值。通过 NBO 分析和 MEP 等值线，显示了从 CB[n]s 到 molnupiravir 的部分电荷转移。药物络合后，CB[n]s 的电子特性发生了显著变化。这说明，即使在水溶液中，CB[n]s 也能适当地充当莫仑匹韦客体的宿主。

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

Journal of Inclusion Phenomena and Macrocyclic Chemistry 化学-化学综合

CiteScore

3.30

自引率

8.70%

发文量

审稿时长

3-8 weeks

期刊介绍： The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites. The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.