Titel
Spectroscopic studies on the molecular interactions of curcumin and piperine
Abstract
The diarylheptanoid curcumin is the yellow coloring agent accumulated in the rhizome of the common spice turmeric (Curcuma longa L.). It has gathered a lot of pharmaceutical interest over the last decades due to some positive effects on human health. However, the use of curcumin as a drug is prevented by its low bioavailability and solubility in water. Interestingly, piperine, the pungent constituent of household pepper (Piper nigrum L.) is able to increase the bioavailability of curcumin up to 20-fold without any known adverse effects. The mechanism responsible for this piperine-based increase of curcumin bioavailability is, however, not fully understood. In a recent publication, a quantum chemical study suggested the formation of a molecular complex between curcumin and piperine being responsible for this effect. The present work now revealed that indeed a 1:1 complex formation can be observed in NMR titration experiments and by mass spectrometry, but the complex strength is rather low (K ~ 1.5 dm3/mol). Furthermore, it is shown that the presence of piperine does not increase the water solubility of curcumin, which makes it rather improbable that such a complex is the main reason for an enhanced curcumin bioavailability.
Stichwort
AggregationPhytochemistrySupramolecular chemistrySpectroscopy
Objekt-Typ
Sprache
Englisch [eng]
Persistent identifier
Erschienen in
Titel
Monatshefte für Chemie - Chemical Monthly
Band
151
Ausgabe
3
ISSN
0026-9247
Erscheinungsdatum
2020
Seitenanfang
325
Seitenende
330
Publication
Springer Science and Business Media LLC
Erscheinungsdatum
2020
Zugänglichkeit
Rechteangabe
© The Author(s) 2020

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