Inclusion Complexes of Coenzyme Q10 with Polyamine-Modified β-Cyclodextrins: Characterization, Solubilization, and Inclusion Mode

✍ Scribed by Juan Gu; Shao-Ming Chi; Yong Zhao; Ping Zheng; Qiong Ruan; Yan Zhao; Hong-You Zhu

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: German
• Weight: 641 KB
• Volume: 94
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.201100026

✦ Synopsis

Abstract

The inclusion‐complexation behavior of coenzyme Q10 (CoQ10) with the three polyamine‐modified β‐cyclodextrins (CDs) 1–3 was investigated in both solution and the solid state by means of NMR, XRD, and FT‐IR spectroscopy. The results showed that the apparent solubility of CoQ10 increased linearly upon addition of hosts 1–3, giving A~L~‐type phase‐solubility curves. These hosts 1–3 were able to solubilize CoQ10 to high levels, up to 1.35, 1.52, and 1.44 mg/ml (calculated as CoQ10), respectively. The host 2 with a moderate‐length chain is the most suitable for inclusion complexation of CoQ10. Accroding to the ROESY experiments, the MeO groups of CoQ10 and the tether of 2 can be co‐included into the cavity of β‐CD through the induced‐fit interaction between host and guest. The binding ability of modified β‐CDs 1–3 upon complexation with CoQ10 are discussed from the viewpoints of the size/shape‐matching relationship and the induced‐fit concept between host CDs and guest CoQ10 molecule.