TY - JOUR
T1 - Interaction of 1-dodecylazacycloheptan-2-one (Azone) with erythrocyte membrane
AU - Katsu, Takashi
AU - Kuroko, Masakazu
AU - Sanchika, Kozo
AU - Morikawa, Takayo
AU - Kurosaki, Yuji
AU - Nakayama, Taiji
AU - Kimura, Toshikiro
AU - Fujita, Yuzaburo
N1 - Funding Information:
We are grateful to Prof. Takashi Hirota for valuable discussions. This work was supported in part by a Grant-in-Aid for Scientific Research (No. 62570967) from the Ministry of Education, Science and Culture of Japan.
PY - 1989/7/1
Y1 - 1989/7/1
N2 - The action of 1-dodecylazacycloheptan-2-one (Azone) known as a skin permeation enhancer and its methyl analogue (1-methyl- azacycloheptan-2-one) on erythrocyte membrane was studied. Azone caused hemolysis, but the methyl analogue did not. Azone afforded dose-dependently a large membrane lesion in erythrocytes. The release of membrane fragments containing phospholipids was also detected under the conditions of the lesion. Azone had an ability to penetrate into a liposomal membrane composed of dipalmitoylphosphatidylcholine, but the methyl analogue did not. Thus, the following mechanism was proposed to explain the permeability-increasing action of Azone. The agent entered into erythrocyte membrane and made the membrane structure unstable, resulting in both the release of membrane fragments outside cells and the enhancement of permeability.
AB - The action of 1-dodecylazacycloheptan-2-one (Azone) known as a skin permeation enhancer and its methyl analogue (1-methyl- azacycloheptan-2-one) on erythrocyte membrane was studied. Azone caused hemolysis, but the methyl analogue did not. Azone afforded dose-dependently a large membrane lesion in erythrocytes. The release of membrane fragments containing phospholipids was also detected under the conditions of the lesion. Azone had an ability to penetrate into a liposomal membrane composed of dipalmitoylphosphatidylcholine, but the methyl analogue did not. Thus, the following mechanism was proposed to explain the permeability-increasing action of Azone. The agent entered into erythrocyte membrane and made the membrane structure unstable, resulting in both the release of membrane fragments outside cells and the enhancement of permeability.
KW - 1-Dodecylazacycloheptan-2-one (Azone)
KW - Hemolysis
KW - Lipid bilayer
KW - Membrane fluidity
KW - Membrane permeability
KW - Penetration enhancer
KW - Phospholipid release
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U2 - 10.1016/0378-5173(89)90362-1
DO - 10.1016/0378-5173(89)90362-1
M3 - Article
AN - SCOPUS:0024356472
SN - 0378-5173
VL - 53
SP - 61
EP - 66
JO - International Journal of Pharmaceutics
JF - International Journal of Pharmaceutics
IS - 1
ER -