Naringenin (NAR), a natural flavanone compound, has received increasing attention in recent years due to its diverse pharmacological activities. However, this bioflavonoid shows poor solubility and therefore is difficult to absorb on oral ingestion. To improve the solubility of NAR, co-crystallization trials were performed, and four NAR cocrystals were obtained for the first time. All products were comprehensively characterized by a range of analytical methods, including single crystal and powder X-ray diffraction (XRD), liquid and solid state nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FTIR), and differential scanning calorimetry (DSC). The dissolution studies revealed that all the four cocrystals, namely, NARisonicotinamide (NARINM), NARpicolinic acid (NARPCA), and two modifications of NARbetaine (NARBTN), exhibit improved apparent solubilities and intrinsic dissolution rates (IDRs) relative to the parent NAR. Two NARBTN forms are monotropically related. Additionally, BTN was used for the first time to form cocrystals with flavonoid compounds, which may provide crystallographic inspiration for the cocrystal design and screening of these kinds of bioactive molecules.
CrystEngComm – Royal Society of Chemistry
Published: May 11, 2018
It’s your single place to instantly
discover and read the research
that matters to you.
Enjoy affordable access to
over 18 million articles from more than
15,000 peer-reviewed journals.
All for just $49/month
Query the DeepDyve database, plus search all of PubMed and Google Scholar seamlessly
Save any article or search result from DeepDyve, PubMed, and Google Scholar... all in one place.
All the latest content is available, no embargo periods.
“Whoa! It’s like Spotify but for academic articles.”@Phil_Robichaud