A study on the perturbation of model lipid membranes by phenoxazines

被引:20
作者
Hendrich, Andrzej B. [1 ]
Stanczak, Kamila
Komorowska, Malgorzata
Motohashi, Noboru
Kawase, Masami
Michalak, Krystyna
机构
[1] Wroclaw Med Univ, Dept Biophys, Wroclaw, Poland
[2] Wroclaw Univ Technol, Inst Phys, Wroclaw, Poland
[3] Meiji Pharmaceut Univ, Koyose, Tokyo 2048588, Japan
[4] Josai Univ, Fac Pharmaceut Sci, Sakado, Saitama 3500295, Japan
关键词
phenoxazine; lipid bilayer; fluidity; fluorescence spectroscopy; microcalorimetry;
D O I
10.1016/j.bmc.2006.05.021
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The interactions of six newly synthesized phenoxazine derivatives with lipid bilayers were studied by means of calorimetry, fluorescence spectroscopic methods and electron spin resonance. Depending on their structure studied compounds decreased membrane fluidity and increased lipid order in liquid-crystalline bilayers to different degrees. These studies showed also that phenoxazine molecules are located close to the polar/apolar interface of bilayer. The results allow to conclude that phenoxazines rather weakly interact with lipid bilayers. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5948 / 5954
页数:7
相关论文
共 30 条
[1]   Cancer chemopreventive effect of phenothiazines and related tri-heterocyclic analogues in the 12-O-tetradecanoylphorbol-13-acetate promoted Epstein-Barr virus early antigen activation and the mouse skin two-stage carcinogenesis models [J].
Azuine, MA ;
Tokuda, H ;
Takayasu, J ;
Enjyo, F ;
Mukainaka, T ;
Konoshima, T ;
Nishino, H ;
Kapadia, GJ .
PHARMACOLOGICAL RESEARCH, 2004, 49 (02) :161-169
[2]   Interaction of substituted phenoxazine chemosensitizers with bovine serum albumin [J].
Channu, BC ;
Kalpana, HN ;
Eregowda, GB ;
Dass, C ;
Houghton, PJ ;
Thimmaiah, KN .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1999, 21 (04) :775-785
[3]  
DOSTAL V, 1974, FAC RERUM NATUR, V45, P129
[4]   VALUES FOR AND SIGNIFICANCE OF ORDER PARAMETERS AND CONE ANGLES OF FLUOROPHORE ROTATION IN LIPID BILAYERS [J].
ENGEL, LW ;
PRENDERGAST, FG .
BIOCHEMISTRY, 1981, 20 (26) :7338-7345
[5]  
FISCHER O, 1993, CHEM BER, V36, P1807
[6]  
FORD JM, 1989, MOL PHARMACOL, V35, P105
[7]   CALORIMETRIC, C-13 NMR, AND P-31 NMR-STUDIES ON INTERACTION OF SOME PHENOTHIAZINE DERIVATIVES WITH DIPALMITOYL PHOSPHATIDYLCHOLINE MODEL MEMBRANES [J].
FRENZEL, J ;
ARNOLD, K ;
NUHN, P .
BIOCHIMICA ET BIOPHYSICA ACTA, 1978, 507 (02) :185-197
[8]   A novel phenoxazine derivative suppresses surface IgM expression in DT40 B cell line [J].
Gao, SY ;
Takano, T ;
Sada, K ;
He, JS ;
Noda, C ;
Hori-Tamura, N ;
Tomoda, A ;
Yamamura, H .
BRITISH JOURNAL OF PHARMACOLOGY, 2002, 137 (06) :749-755
[9]   Use of laurdan fluorescence intensity and polarization to distinguish between changes in membrane fluidity and phospholipid order [J].
Harris, FM ;
Best, KB ;
Bell, JD .
BIOCHIMICA ET BIOPHYSICA ACTA-BIOMEMBRANES, 2002, 1565 (01) :123-128
[10]   New phenothiazine-type multidrug resistance modifiers:: anti-MDR activity versus membrane perturbing potency [J].
Hendrich, AB ;
Wesolowska, O ;
Motohashi, N ;
Molnár, J ;
Michalak, K .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2003, 304 (02) :260-265