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Novel Poly(Ethylene Oxide)‐ b ‐Poly(Propylene Oxide) Copolymer‐Glucose Conjugate by the Microwave‐Assisted Ring Opening of a Sugar Lactone
Author(s) -
Glisoni Romina J.,
Sosnik Alejandro
Publication year - 2014
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.201400235
Subject(s) - propylene oxide , ethylene oxide , copolymer , chemistry , micelle , polymer chemistry , aqueous solution , nanocarriers , oxide , nuclear chemistry , organic chemistry , polymer , drug delivery
In this work, we investigated for the first time the conjugation of gluconolactone to a poly(ethylene oxide)‐poly(propylene oxide) block copolymer by a microwave‐assisted ring opening reaction. The glucosylated copolymer was obtained with high yield (90%). A conjugation extent of approximately 100% was achieved within 15 min. The modification reduced the critical micellar concentration and increased the size of the micelles. The agglutination of the modified polymeric micelles by a soluble lectin that binds glucose confirmed the recognizability of the modified nanocarrier. Finally, the solubilization of darunavir, an anti‐HIV protease inhibitor, showed a sharp increase of the aqueous solubility from 91 microgram/mL to 14.2 and 18.9 mg/mL for 10% w/v pristine and glucosylated polymeric micelles, respectively.