期刊
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
卷 35, 期 8, 页码 2487-2493出版社
WILEY-V C H VERLAG GMBH
DOI: 10.5012/bkcs.2014.35.8.2487
关键词
Thioether-bridged dimeric beta-cyclodextrins; Flavonols; Complexation; Solubilization
资金
- National Research Foundation of Korea - Ministry of Education, Science and Technology [NRF-2013R1A1A2012568]
- Priority Research Centers Program through the National Research Foundation of Korea (NRF) - Ministry of Education, Science, and Technology [2012-0006686]
- National Research Foundation of Korea [2009-0093824] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
Dimeric P-cyclodextrin linked by a thioether bridge was synthesized from a reaction of mono-6-iodo-6-deoxy-beta-cyclodextrin with sodium sulfide, and the structure was analyzed using nuclear magnetic resonance spectroscopy and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The effects of thioether-bridged dimeric beta-CD on the aqueous solubility of flavonols (myricetin, quercetin, and kaempferol) were investigated by ultraviolet-visible spectroscopy. The aqueous solubility, of myricetin, quercetin, and kaempferol were enhanced 33.6-, 12.4-, and 10.5-fold following the addition of 9 mM of thioether-bridged dimeric beta-CD. In comparison, the aqueous solubility of myricetin, quercetin, and kaempferol were enhanced 5.4-, 3.3-, and 2.7-fold using the same concentration of monomeric beta-cyclodextrin. Furthermore, the formation of flavonol/thioether-bridged dimeric beta-CD inclusion complexes was confirmed with nuclear magnetic resonance, Fourier-transform infrared spectroscopy, differential scanning calorimetry, and scanning electron microscopy. The results showed that the nature of the complexes significantly differed from that of free flavonols. Herein, we suggest that the thioether-bridged dimeric beta-CD can act as an effective complexing agent for flavonols.
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