Khaldun Mohammad Al Azzam1, Ermafatiha Muhammad2. 1. Pharmacy Program, Batterjee Medical College for Science and Technology (BMC), 21442 Jeddah, Kingdom of Saudi Arabia. 2. School of Chemical Sciences, Universiti Sains Malaysia (USM), 11800 Penang, Malaysia.
Abstract
PURPOSE: The present study is aimed to study the host-guest inclusion complexation of the naturally occurring cyclodextrins (CDs), namely; (α-CD,β-CD, and γ-CD) with mitiglinide (MIT). METHODS: Host-guest inclusion complexation was simulated using semi-empirical PM3 method. RESULTS: The obtained results clearly indicate that the complexes formed are energetically favored in the presence of γ-CD (Ecomp = -17.884 kcal/mol) of the optimal configurations of (1:1) MIT/γ-CD inclusion complexes. Moreover, the results obtained reveal that the formation of more stable MIT/γ-CD complex compared to MIT/α-CD or MIT/β-CD complexes is primarily due to differences in intermolecular hydrogen bonding. CONCLUSION: The present theoretical results may be informative to scientists who are devoting themselves to developing effective methods for enhancing the drug solubility.
PURPOSE: The present study is aimed to study the host-guest inclusion complexation of the naturally occurring cyclodextrins (CDs), namely; (α-CD,β-CD, and γ-CD) with mitiglinide (MIT). METHODS: Host-guest inclusion complexation was simulated using semi-empirical PM3 method. RESULTS: The obtained results clearly indicate that the complexes formed are energetically favored in the presence of γ-CD (Ecomp = -17.884 kcal/mol) of the optimal configurations of (1:1) MIT/γ-CD inclusion complexes. Moreover, the results obtained reveal that the formation of more stable MIT/γ-CD complex compared to MIT/α-CD or MIT/β-CD complexes is primarily due to differences in intermolecular hydrogen bonding. CONCLUSION: The present theoretical results may be informative to scientists who are devoting themselves to developing effective methods for enhancing the drug solubility.
Authors: Garrett M Morris; Ruth Huey; William Lindstrom; Michel F Sanner; Richard K Belew; David S Goodsell; Arthur J Olson Journal: J Comput Chem Date: 2009-12 Impact factor: 3.376