Effect of the fungicides tributyltin acetate and tributyltin chloride on multilamellar liposomes: fluorescence studies.
The influence of tri-n-butyltin acetate (TBTA) and tri-n-butyltin chloride (TBTC) on the physico-chemical state of charged and neutral phospholipids was investigated using multilamellar liposomes. The thermal dependence of steady state fluorescence polarization of DPH and its charged derivative TMA-DPH was recorded. The two fungicides lowered DPPC phase transition temperature and broadened the temperature range of the transition in different ways. The effects were concentration-dependent. The results show that TBTC interacts more effectively with DPPC model membranes rather than TBTA. Moreover, TBTC broadens and shifts the main phase transition (Tm) more effectively in DPPC rather than in DMPC liposomes. Below Tm, TBTC decreases fluorescence polarization (P) in all phospholipids used. Above Tm P is almost constant in phospholipids with saturated acyl chains, except for DMPG. In fact, an increase of P is detectable in this lipid as in PLs with unsaturated acyl chains. It is suggested that the effects of TBT on liposomal membranes are dependent on the anion moiety and phospholipids characteristics.
Ambrosini
A
A
Istituto di Biochimica, Facoltà di Medicina e Chirurgia, Università di Ancona, Italy.
Bertoli
E
E
Tanfani
F
F
Zolese
G
G
D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry; D002308:Cardiolipins / Q000737:chemistry; D004161:Diphenylhexatriene / Q000031:analogs & derivatives; D005454:Fluorescence Polarization; D005456:Fluorescent Dyes; D005659:Fungicides, Industrial / Q000494:pharmacology; D008081:Liposomes / Q000737:chemistry*; D010713:Phosphatidylcholines / Q000737:chemistry; D010714:Phosphatidylethanolamines / Q000737:chemistry; D010715:Phosphatidylglycerols / Q000737:chemistry; D014220:Trialkyltin Compounds / Q000494:pharmacology*
D002308:Cardiolipins; D005456:Fluorescent Dyes; D005659:Fungicides, Industrial; D008081:Liposomes; D010713:Phosphatidylcholines; D010714:Phosphatidylethanolamines; D010715:Phosphatidylglycerols; D014220:Trialkyltin Compounds; D004161:Diphenylhexatriene; D015060:1,2-Dipalmitoylphosphatidylcholine; C011559:tributyltin; C033628:1-(4-(trimethylamino)phenyl)-6-phenylhexa-1,3,5-triene; C002773:dimyristoylphosphatidylglycerol; C018525:1,2-dimyristoylphosphatidylethanolamine