Hydrophobic π-π stacking interactions and hydrogen bonds drive self-aggregation of luteolin in water

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dc.contributor.authorDeogratias, Geradius
dc.contributor.authorShadrack, Daniel M
dc.contributor.authorMunissi, Joan J.E.
dc.contributor.authorKinunda, Grace A.
dc.contributor.authorJacob, Fortunatus R.
dc.contributor.authorMtei, Regina P.
dc.contributor.authorMasalu, Rose J.
dc.contributor.authorMwakyula, Issakwisa
dc.contributor.authorKiruri, Lucy W.
dc.contributor.authorNyandoro, Stephen S.
dc.date.accessioned2024-06-17T22:43:05Z
dc.date.available2024-06-17T22:43:05Z
dc.date.issued2022-06-23
dc.description.abstractLuteolin is a flavonoid obtained from different plant species. It is known for its versatile biological activities. However, the beneficial effects of luteolin have been limited to small concentrations as a result of poor water solubility. This study aimed at investigating the hydrophobic interaction and hydration of luteolin towards the improvement of its solubility when used as a drug. We report the aggregation properties of luteolin in water by varying the number of monomers using atomistic molecular dynamics simulation. Results show that the equilibrium structure of luteolin occurs in an aggregated state with different structural arrangements. As the monomers size increase, the antiparallel flipped conformation dominates over T-shaped antiparallel, T-shaped parallel, and antiparallel conformations. The formation of intramolecular hydrogen bonding of 0.19 nm between the keto-enol groups results in hydrophobic characteristics. A larger cluster exhibits slow hydrogen bond dynamics for luteolin-luteolin than luteolin-water interaction. Water structure at large cluster size exhibited slow dynamics and low self-diffusion of luteolin. The existence of hydrophobic π-π and hydrogen bonds between luteolin molecules drives strong self-aggregation resulting in poor water solubility. Breakage of these established interactions would result in increased solubility of luteolin in water.en_US
dc.description.sponsorshipUniversity of Dar es Salaamen_US
dc.identifier.doihttps://doi.org/10.1016/j.jmgm.2022.108243
dc.identifier.urihttps://repository.udsm.ac.tz/handle/123456789/6085
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.subjectLuteolinen_US
dc.subjectHydrophobicen_US
dc.subjectHydrogen bondingen_US
dc.subjectπ-π Interactionsen_US
dc.subjectSolubilityen_US
dc.titleHydrophobic π-π stacking interactions and hydrogen bonds drive self-aggregation of luteolin in wateren_US
dc.typeJournal Articleen_US
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