Online citations, reference lists, and bibliographies.
Please confirm you are human
(Sign Up for free to never see this)
← Back to Search

Influence Of The Leprosy Drug, Dapsone On The Model Membrane Dipalmitoyl Phosphatidylethanolamine

L. Panicker
Published 2006 · Chemistry

Save to my Library
Download PDF
Analyze on Scholarcy
Share
Abstract The influence of the sulfone drug, diamino diphenyl sulfone (DDS or dapsone) on the phase transitions and dynamics of the model membrane, dipalmitoyl phosphatidylethanolamine (DPPE)–water/buffer has been studied using DSC and ( 1 H and 31 P) NMR. These investigations were carried out with DPPE dispersion in both multilamellar vesicular (MLV) and unilamellar vesicular (ULV) forms for DDS/DPPE molar ratio, R , in the range 0–0.5. DSC results indicate that the mechanism by which DDS interacted with the DPPE membrane is independent of the morphological organization of the lipid bilayer and the solvent (water or buffer) used to form the dispersion. DDS affected both the thermotropic phase transitions and the molecular mobility of the DPPE membrane. Addition of increasing amounts of DDS to the DPPE dispersion, resulted in the lowering of the gel to liquid–crystalline phase transition temperature ( T m ) hence increased membrane fluidity. At all concentrations, the DDS is located close to the interfacial region of the DPPE bilayer but not in the acyl chain region. The interesting finding with MLV is that the gel phase of DPPE–water/buffer both in presence and absence of DDS, on prolonged equilibration at 25 °C, transforms to a stable crystalline subgel phase(s). The DPPE–water system forms both crystalline subgel L LC (with transition temperature T LC T m ) and L HC (with transition temperature T HC  ≥  T m ) phases, while the DPPE–buffer system forms only subgel L LC phase. The presence of the drug seems to (i) increase the strength of the subgel L LC phase and (ii) decrease the strength of subgel L HC (for R T LC and T HC does not change significantly with increasing drug concentration.
This paper references
10.1074/jbc.271.47.29545
Mycolic Acid Structure Determines the Fluidity of the Mycobacterial Cell Wall*
J. Liu (1996)
10.1016/0005-2736(93)90008-N
The effect of positive and negative pH-gradients on the stability of small unilamellar vesicles of negatively charged phospholipids.
B. Lin (1993)
10.1016/S0962-8479(98)80001-4
Molecular action of anti-mycobacterial agents.
I. Chopra (1997)
10.1007/BF02703871
Nuclear magnetic resonance and thermal studies of drug doped dipalmitoyl phosphatidyl choline-H2O systems
K. Deniz (2007)
10.1016/0005-2736(88)90347-1
Phase metastability and supercooled metastable state of diundecanoylphosphatidylethanolamine bilayers.
H. Xu (1988)
10.1016/J.TCA.2005.04.006
Reduced fluidity of dipalmitoyl phosphatidic acid membranes by salicylic acid
L. Panicker (2005)
10.1016/J.JCIS.2005.04.015
Salicylic acid-induced effects in the mixed-lipid (dipalmitoyl phosphatidylcholine-dipalmitoyl phosphatidylethanolamine) model membrane.
L. Panicker (2005)
10.1021/BI00302A030
Metastability in the phase behavior of dimyristoylphosphatidylethanolamine bilayers.
Wilkinson Da (1984)
10.1093/MILMED/151.1.386
Goodman and Gilman's the Pharmacological Basis of Therapeutics
W. Stigelman (1986)
10.1016/S0006-3495(93)81474-7
Calorimetric and spectroscopic studies of the polymorphic phase behavior of a homologous series of n-saturated 1,2-diacyl phosphatidylethanolamines.
R. Lewis (1993)
10.1016/0040-6031(95)02449-2
The behavior of water molecules associated with structural changes in phosphatidylethanolamine assembly as studied by DSC
Michiko Kodama (1995)
10.1016/0009-3084(94)90024-8
Phases and phase transitions of the hydrated phosphatidylethanolamines.
R. Koynova (1994)
10.1021/BI00306A030
Structure and thermotropic properties of phosphatidylethanolamine and its N-methyl derivatives.
S. Mulukutla (1984)
10.1016/0005-2736(83)90502-3
Studies on the thermotropic behavior of aqueous phosphatidylethanolamines.
H. Mantsch (1983)
10.1016/0005-2736(88)90032-6
Structural rearrangements during crystal-liquid-crystal and gel-liquid-crystal phase transitions in aqueous dispersions of dipalmitoylphosphatidylethanolamine. A time-resolved X-ray diffraction study.
B. Tenchov (1988)
10.1007/S008940050047
Molecular Modeling Study on Dapsone and Sulfonamides Comparing Structures and Properties with Respect to Anti-Leprosy Activity
T. Scior (1997)
10.1016/0165-5876(95)01186-F
Dapsone-induced methemoglobinemia: an anesthetic risk.
W. Szeremeta (1995)
10.1016/S0006-3495(01)76157-7
New ordered metastable phases between the gel and subgel phases in hydrated phospholipids.
B. Tenchov (2001)
10.1016/0014-5793(74)80449-7
Changes in phase transitions of phosphatidylethanolamine— and phosphatidylcholine—water dispersions induced by small modifications in the headgroup and backbone regions
D. Vaughan (1974)
Activity of combinations of dapsone, rifampin, minocycline, clarithromycin, and sparfloxacin against M. leprae-infected mice.
R. Gelber (1995)
10.1080/00268948508079477
NMR and X-Ray Investigation of the Phase Behavior of Phosphatidylethanolamines
M. Hentschel (1985)
10.1016/0005-2736(80)90191-1
Charge-induced pretransition in phosphatidylethanolamine multilayers. The occurrence of ripple structures.
J. Stümpel (1980)
10.1016/0009-3084(71)90052-1
Gas-liquid chromatographic analysis of diglycerides.
J. O'brien (1971)
10.1016/0005-2736(83)90501-1
The existence of a highly ordered phase in fully hydrated dilauroylphosphatidylethanolamine.
H. Chang (1983)
10.1111/j.1365-2133.1993.tb00476.x
Dapsone: modes of action, toxicity and possible strategies for increasing patient tolerance
M. Coleman (1993)
10.1042/CS0880331
Sulphonamides as anti-inflammatory agents: old drugs for new therapeutic strategies in neutrophilic inflammation?
L. Ottonello (1995)
10.1016/0014-5793(87)80470-2
Effect of phase transitions in hydrated 1,2‐dipalmitoylphosphatidylethanolamine bilayers on the spin probe order parameter
L. Horniak (1987)
10.1016/J.BPC.2005.09.017
Nuclear magnetic resonance and thermal studies on the interaction between salicylic acid and model membranes.
L. Panicker (2006)
10.1016/s0021-9258(18)32744-3
Metastability and polymorphism in the gel and fluid bilayer phases of dilauroylphosphatidylethanolamine. Two crystalline forms in excess water.
J. Seddon (1983)



This paper is referenced by
Semantic Scholar Logo Some data provided by SemanticScholar