A convenient preparation of 6-oligo(lactic acid)cyclomaltoheptaose as kinetically degradable derivative for controlled release of amoxicillin.
6-Oligo(lactic acid)cyclomaltoheptaose (6-OLA-betaCD) with an average substitution of about 7.0 lactic acid units was prepared as a new water-soluble cyclomaltoheptaose (betaCD) derivative (solubility of about 70.7-fold that of betaCD), based on the ring-opening polymerization of 3,6-dimethyl-1,4-dioxane-2,5-dione (lactide). The product was characterized by (1)H NMR, (13)C NMR, IR, and MS spectroscopy. The complexation of amoxicillin with 6-OLA-betaCD was found to be much stronger than that with betaCD at first, and then 6-OLA-betaCD was shown to decompose moderately into betaCD and lactic acid. 6-OLA-betaCD might be greatly valuable in a controlled release system for Amoxicillin (AMX).
Shen
Jian
J
School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China.
Hao
Aiyou
A
Du
Guangyan
G
Zhang
Huacheng
H
Sun
Hongyuan
H
D000658:Amoxicillin / Q000008:administration & dosage / Q000493:pharmacokinetics*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D003692:Delayed-Action Preparations; D004305:Dose-Response Relationship, Drug; D006868:Hydrolysis; D007700:Kinetics; D019344:Lactic Acid / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry / Q000379:methods; D008956:Models, Chemical; D012995:Solubility; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D013055:Spectrophotometry, Infrared / Q000379:methods; D014466:Ultraviolet Rays; D047392:beta-Cyclodextrins / Q000737:chemistry*
D003692:Delayed-Action Preparations; D047392:beta-Cyclodextrins; D019344:Lactic Acid; D000658:Amoxicillin; C031215:betadex