TY - JOUR
T1 - Catechol-bearing block copolymer micelles
T2 - Structural characterization and antioxidant activity
AU - Hasegawa, Urara
AU - Moriyama, Masaki
AU - Uyama, Hiroshi
AU - Van Der Vlies, André J.
N1 - Funding Information:
We would like to thank Prof. Kazunari Akiyoshi (Kyoto University, Japan) for TEM and Dr. Madoka Hasegawa (Swiss Federal Laboratories for Materials Science and Technology, Switzerland) for her advice for the electrochemical experiments. This work was supported by Grant-in-Aid for Challenging Exploratory Research , No. 26560241 , from the Japan Society for the Promotion of Science.
Publisher Copyright:
© 2015 Elsevier Ltd. All rights reserved.
Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.
PY - 2015/6/1
Y1 - 2015/6/1
N2 - Oxidative stress caused by uncontrolled production of reactive oxygen species (ROS) has been linked to the initiation and progression of some diseases. Therefore, the use of antioxidants capable of scavenging ROS has attracted growing interest. We recently reported antioxidant micelles having catechol moieties, a structural motif found among natural antioxidants. These micelles showed a strong inhibitory effect in ROS-mediated angiogenesis as compared to the small catecholic compound dopamine. Here, we aim to explain this interesting function of the micelles by correlating the effects of self-assembled structures on the auto-oxidation stability and anti-angiogenic activity. The micelles were prepared from a hydrophilic poly(N-acryloyl morpholine) and a hydrophobic catechol-bearing block with different catechol content. The micelles with higher catechol content formed stable spherical micelles and showed increased stability against auto-oxidation, while micellization did not affect the redox potential of catechol moieties. Furthermore, the micelles with higher catechol content showed a stronger anti-angiogenic activity.
AB - Oxidative stress caused by uncontrolled production of reactive oxygen species (ROS) has been linked to the initiation and progression of some diseases. Therefore, the use of antioxidants capable of scavenging ROS has attracted growing interest. We recently reported antioxidant micelles having catechol moieties, a structural motif found among natural antioxidants. These micelles showed a strong inhibitory effect in ROS-mediated angiogenesis as compared to the small catecholic compound dopamine. Here, we aim to explain this interesting function of the micelles by correlating the effects of self-assembled structures on the auto-oxidation stability and anti-angiogenic activity. The micelles were prepared from a hydrophilic poly(N-acryloyl morpholine) and a hydrophobic catechol-bearing block with different catechol content. The micelles with higher catechol content formed stable spherical micelles and showed increased stability against auto-oxidation, while micellization did not affect the redox potential of catechol moieties. Furthermore, the micelles with higher catechol content showed a stronger anti-angiogenic activity.
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U2 - 10.1016/j.polymer.2015.03.080
DO - 10.1016/j.polymer.2015.03.080
M3 - Article
AN - SCOPUS:84928392082
SN - 0032-3861
VL - 66
SP - 1
EP - 7
JO - Polymer
JF - Polymer
ER -