2008
DOI: 10.1016/j.bmc.2007.12.029
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Effects of lipid constituents on membrane-permeabilizing activity of amphidinols

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Cited by 39 publications
(68 citation statements)
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“…For example, maitotoxin does not elicit Ca 2þ influx into artificial phospholipid vesicles (Takahashi et al, 1982;Murata et al, 1992), but does induce Ca 2þ influx into erythrocyte ghosts (Konoki et al, 1999), whose membranes are much more complex. The membrane permeabilizing activity of amphidinols (AM2 and AM3) was remarkably enhanced by the presence of sterols (cholesterol) (Morsy et al, 2008a), or transmembrane protein (glycophorin A) (Morsy et al, 2008b) in artificial liposomes composed of saturated lipids. The possibility that other yet unstudied membrane components serve as the target of lytic compounds cannot be excluded.…”
Section: Discussionmentioning
confidence: 97%
See 1 more Smart Citation
“…For example, maitotoxin does not elicit Ca 2þ influx into artificial phospholipid vesicles (Takahashi et al, 1982;Murata et al, 1992), but does induce Ca 2þ influx into erythrocyte ghosts (Konoki et al, 1999), whose membranes are much more complex. The membrane permeabilizing activity of amphidinols (AM2 and AM3) was remarkably enhanced by the presence of sterols (cholesterol) (Morsy et al, 2008a), or transmembrane protein (glycophorin A) (Morsy et al, 2008b) in artificial liposomes composed of saturated lipids. The possibility that other yet unstudied membrane components serve as the target of lytic compounds cannot be excluded.…”
Section: Discussionmentioning
confidence: 97%
“…Furthermore, several studies on membrane permeation mechanisms of hemolytic and/or lytic polyene-polyhydroxy toxins from dinoflagellates are also reported to relate to membrane sterols. Hemolytic activity of amphidinols isolated from the dinoflagellate Amphidinium klebsii is apparently increased when cholesterol is present in the target membrane (Paul et al, 1996(Paul et al, , 1997Morsy et al, 2008a). Karlotoxins (KmTx) from the dinoflagellate Karlodinium veneficum show different binding affinities to conspecific sterols than to sterols of target species, indicating that the toxin producers may protect themselves by possessing special sterols, e.g.…”
Section: Introductionmentioning
confidence: 99%
“…97 Another possibility lies in the electric dipole interaction between polar functionalities of peptides and ether bonds of LSP. the dinoflagellate Amphidinium species, showed potent antifungal activity, which significantly exceed that of commercial drugs such as amphotericin B. AMs enhance the permeability of the biological membrane in the presence of sterol 104,107 by directly interacting with membrane lipids. Among known antifungal agents, AMs are very unique in lacking nitrogenous functionalities usually present in synthetic drugs, or macrocyclic structures commonly found in polyene-macrolide antibiotics.…”
Section: Activity-relevant Conformation and Bimolecular Interactions mentioning
confidence: 99%
“…This is similar to the reported mode of action for the structurally similar amphidinols. Several reports have shown that amphidinol 3 (AM3) enhances the permeability of the biological membrane by forming pores or lesions in lipid bilayers, (Houdai et al, 2004, 2005; Morsy et al, 2008; Murata et al, 1999; Oishi et al, 2008; Paul et al 1997) which is thought to be responsible for their potent antifungal activity.…”
Section: Discussionmentioning
confidence: 99%
“…Houdai et al (2005) found evidence for a hairpin structure in amphidinols and that membrane permeabilization was hardly influenced by the bilayer thickness (Morsy et al, 2008). Based on their structural similarities, a hairpin-like structure is also expected for the karlotoxins.…”
Section: Discussionmentioning
confidence: 99%