A Molecular Investigation of the Solvent Influence on Inter- and Intra-Molecular Hydrogen Bond Interaction of Linamarin

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dc.contributor.authorPaul, Lucas
dc.contributor.authorDeogratias, Geradius
dc.contributor.authorShadrack, Daniel M.
dc.contributor.authorCelestin N., Mudogo
dc.contributor.authorMtei, Kelvin M.
dc.contributor.authorMachunda, Revocatus L.
dc.contributor.authorPaluch, Andrew S.
dc.contributor.authorNtie-Kang, Fidele
dc.date.accessioned2024-06-21T07:58:27Z
dc.date.available2024-06-21T07:58:27Z
dc.date.issued2022-02-11
dc.description.abstractLinamarin has been reported to have anticancer activities; however, its extraction and isolation using different solvents yield a low amount. Therefore, understanding the physical properties, such as solvents’ solubility, membrane permeability and lipophilicity and how they are associated with different solvents, is a paramount topic for discussion, especially for its potential as a drug. Linamarin has a sugar moiety with many polar groups responsible for its physical properties. Following current trends, a molecular dynamics simulation is performed to investigate its physical properties and how different solvents, such as water, methanol (MeOH), dimethyl sulfoxide (DMSO) and dichloromethane (DCM), affect such properties. In this work, we have investigated the influence of intermolecular and intramolecular hydrogen bonding and the influence of polar and non-polar solvents on the physical properties of linamarin. Furthermore, solvation free-energy and electronic structure analysis are performed. The structural analysis results show that the polar groups of linamarin have strong interactions with all solvents except the etheric oxygen groups. A detailed analysis shows intermolecular hydrogen bonding between polar solvents (water, MeOH and DMSO) and the hydroxyl oxygens of linamarin. Water exhibits the strongest interaction with linamarin’s functional groups among the investigated solvents. The findings show that within the first solvation shell, the number of water molecules is greatest, while MeOH has the fewest. Centrally to the structural analysis, solvation free energy confirms DMSO to be the best solvent since it prefers to interact with linamarin over itself, while water prefers to interact with itself. While the solute–solvent interactions are strongest between linamarin and water, the solvent–solvent interactions are strongest in water. As a result, the solvation free-energy calculations reveal that linamarin solvation is most favourable in DMSO.en_US
dc.description.sponsorshipAfrican Development Bank (AfDB) with project 295 No. P-Z1-IA0-016 and grant No. 2100155032816.en_US
dc.identifier.citationPaul L, Deogratias G, Shadrack DM, Mudogo CN, Mtei KM, Machunda RL, Paluch AS, Ntie-Kang F. A Molecular Investigation of the Solvent Influence on Inter- and Intra-Molecular Hydrogen Bond Interaction of Linamarin. Processes. 2022; 10(2):352. https://doi.org/10.3390/pr10020352en_US
dc.identifier.doihttps://doi.org/10.3390/pr10020352
dc.identifier.urihttps://repository.udsm.ac.tz/handle/123456789/6103
dc.language.isoenen_US
dc.publisherMDPIen_US
dc.subjectlinamarinen_US
dc.subjectmolecularen_US
dc.subjectdynamicsen_US
dc.subjecthydrogenen_US
dc.subjectbondingen_US
dc.subjectsolvationen_US
dc.subjectfree energyen_US
dc.subjectsolventsen_US
dc.titleA Molecular Investigation of the Solvent Influence on Inter- and Intra-Molecular Hydrogen Bond Interaction of Linamarinen_US
dc.typeJournal Articleen_US
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