Chemical Engineering Department, Faculty of Chemical Engineering Kasetsart University, 50 Phaholyothin Road, Bangkok 10900, Thailand.
National Center of Excellence for Petroleum, Petrochemicals and Advanced Materials, Kasetsart University, Bangkok, 10900, Thailand.
Int J Mol Sci. 2008 Nov;9(11):2290-2305. doi: 10.3390/ijms9112290. Epub 2008 Nov 21.
This article focuses on the molecular modeling of the release of doxorubicin from capsules composed of glucosamine(ethylene glycol) oligomers. Doxorubicin forms micelle structures with glucosamine(ethylene glycol), and the drug release mechanism can be studied through the modeling of oligomeric bond breaking under acidic, neutral, or basic conditions. Under these conditions, the activation energies were calculated to be 145.51, 135.78, and 287.60 kcal/mol, respectively, at the B3LYP/6-31G//PM3 level. Based on these values, doxorubicin can be released into acidic and neutral solutions but not into basic solution. Ethylene glycol chain length in glucosamine(ethylene glycol) also effects drug release. As the length of ethylene glycol increases, the amount of drug released increases under acidic conditions, but decreases under neutral and basic conditions. When the drug is released from glucosamine(ethylene glycol) oligomers, the drug molecule and glucosamine(ethylene glycol) molecules form a micelle structure. Studies found that, as the length of the ethylene glycol chains increases, the micelle structure is more easily formed. The ethylene glycol group can deliver doxorubicin to cancer cells in micelle form.
本文专注于研究由葡糖胺（乙二醇）低聚物组成的胶囊中阿霉素释放的分子建模。阿霉素与葡糖胺（乙二醇）形成胶束结构，通过在酸性、中性或碱性条件下模拟低聚物键断裂，可以研究药物释放机制。在这些条件下，B3LYP/6-31G//PM3 水平下的活化能分别计算为 145.51、135.78 和 287.60 kcal/mol。基于这些值，阿霉素可以释放到酸性和中性溶液中，但不能释放到碱性溶液中。葡糖胺（乙二醇）中的乙二醇链长度也会影响药物释放。随着乙二醇长度的增加，在酸性条件下释放的药物量增加，但在中性和碱性条件下减少。当药物从葡糖胺（乙二醇）低聚物中释放时，药物分子和葡糖胺（乙二醇）分子形成胶束结构。研究发现，随着乙二醇链长度的增加，胶束结构更容易形成。乙二醇基团可以以胶束形式将阿霉素递送到癌细胞中。
