Chem. J. Chinese Universities ›› 2012, Vol. 33 ›› Issue (02): 282.doi: 10.3969/j.issn.0251-0790.2012.02.012

• Organic Chemistry • Previous Articles     Next Articles

Interaction of Cucurbit[n=7,8] uril with Ranitidine Hydrochloride and Slow Release Properties

LI Li-Fan, LIN You-Wen, HUANG Zhi-Wen, LUO Hong-Bin   

  1. School of Pharmacy, Fujian Medical University, Fuzhou 350004, China
  • Received:2011-03-22 Online:2012-02-10 Published:2012-01-13
  • Contact: You-Wen LIN E-mail:linhumor@sina.com

Abstract: Cucurbit[n]urils(Q[n]) has hydrophobic central cavity and negatively charged carbonyl portals, can bind to a variety of cationic organic guest molecules and neutral species with high affinity, and therefore show great promise as a drug delivery system. In this work, interaction of cucurbit[n=7,8]urils with ranitidine hydrochloride(RH) which is a histamine H2 receptor antagonists were investigated by means of 1H NMR and UV-Vis spectroscopy, and the drug slow-release properties of inclusion complexes were observed in vitro. The effect of pH value on the interaction was studied; the inclusion ratio m, formation constant Ka and the drugs cumulative release of inclusion complexes in vitro were determined. The results reveal that RH form a 1∶1 complex with the Q[n](n=7,8). Formation constant of Ka was found to be 1.21×104 and 2.06×104 L/mol for Q[7]-RH and Q[8]-RH systems, respectively. RH can both form inclusion complexes with Q[7] and Q[8] in acidic, neutral conditions respectively, but they can't form inclusion complexes in alkaline conditions. The cumulative release rate in vitro of RH, Q[7]-RH and Q[8]-RH in artificial gastric juice(pH=1.2) at 60 min were 89.1%, 56.6% and 38.4%, respectively; and in artificial intestinal fluid(pH=6.8) at 60 min were found to be 90.2%, 58.7% and 38.0%, respectively. The drug release rates of Q[7]-RH and Q[8]-RH were obviously slower than that of RH. Q[7]-RH and Q[8]-RH had obviously sustained-release in vitro.

Key words: Ranitidine hydrochloride, Cucurbi[n]turil, Inclusion interaction, Slow release property

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