Dependence of synergistic fungicidal activity of Cu2+ and allicin, an allyl sulfur compound from garlic, on selective accumulation of the ion in the plasma membrane fraction via allicin-mediated phospholipid peroxidation

Planta Medica

Volumn 72, Issue 10, 2006, Pages 875-880

  Ogita, Akira ^a   Fujita, Ken Ichi ^a   Taniguchi, Makoto ^a   Tanaka, Toshio ^a  

^a Osaka Prefecture University   (Japan)

Author keywords

Allicin; Copper; Fungicidal activity; Saccharomyces cerevisiae

Indexed keywords

ALLICIN; ALLYL COMPOUND; COPPER ION; GARLIC EXTRACT; PHOSPHOLIPID; POTASSIUM ION; REACTIVE OXYGEN METABOLITE; SULFUR DERIVATIVE;

ARTICLE; CANDIDA ALBICANS; CELL FRACTIONATION; CELL GROWTH; CELL MEMBRANE; CELL VIABILITY; DRUG EFFECT; DRUG MECHANISM; DRUG POTENTIATION; FUNGICIDAL ACTIVITY; FUSARIUM OXYSPORUM; GARLIC; HYDROPHOBICITY; ION TRANSPORT; LIPID PEROXIDATION; MEMBRANE PERMEABILITY; NONHUMAN; POTASSIUM CELL LEVEL; SACCHAROMYCES CEREVISIAE;

ANTIFUNGAL AGENTS; CELL MEMBRANE; CELL MEMBRANE PERMEABILITY; COPPER; DRUG SYNERGISM; FUSARIUM; GARLIC; LIPID PEROXIDATION; PHOSPHOLIPIDS; REACTIVE OXYGEN SPECIES; SACCHAROMYCES; SULFINIC ACIDS;

ALLIUM SATIVUM; FUNGI; FUSARIUM OXYSPORUM; SACCHAROMYCES CEREVISIAE;

EID: 33748587276     PISSN: 00320943     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-947167     Document Type: Article

References (23)

1. Borst-Pauwels GWFH. Ion transport in yeast. Biochim Biophys Acta 1981; 650: 88-127
2. Gadd GM. Interactions of fungi with toxic metals. New Phytol 1993; 124: 25-60
3. Avery SV, Howlett NG, Radice S. Copper toxicity towards Saccharomyces cerevisiae: dependence on plasma membrane fatty acid composition. Appl Environ Microbiol 1996; 62: 3960-6
4. Halliwell B, Gutteridge JMC. Oxygen toxicity, oxygen radicals, transition metals and diseases. Biochem J 1984; 219: 1-4
5. Howlett NG, Avery SV. Induction of lipid peroxidation during heavy metal stress in Saccharomyces cerevisiae and influence of plasma membrane fatty acid unsaturation. Appl Environ Microbiol 1997; 63: 2971-6
6. Jamieson DJ. Oxidative stress response of the yeast Saccharomyces cerevisiae. Yeast 1998; 14: 1511-27
7. Miron T, Shin I, Feigenblat G, Weiner L, Mirelman D, Wilchek M et al. A spectrophotometric assay for allicin, alliin, and alliinase (alliin lyase) with a chromogenic thiol: reaction of 4-mercaptopyridine with thiosulfinates. Anal Biochem 2002; 307: 76-83
8. Stoll A, Seebeck E. Chemical investigation on alliin, the specific principle of garlic. Adv Enzymol 1951; 11: 377-400
9. Ankri S, Mirelman D. Antimicrobial properties of allicin from garlic. Microbes Infect 1999; 2: 125-9
10. Miron T, Rabinkov A, Mirelman D, Wilchek M, Weiner L. The mode of action of allicin: its ready permeability through phospholipids membranes may contribute to its biological activity. Biochim Biophys Acta 2000; 1463: 20-30
11. Rabinkov A, Miron T, Mirelman D, Wilchek M, Glozman S, Yavin E et al. S-Allylmercaptoglutathione: the reaction product of allicin with glutathione possesses SH-modifying and antioxidant properties. Biochim Biophys Acta 2000; 1499: 144-53
12. 2+ and allicin, an allyl sulfur compound from garlic, and its relation to the role of alkyl hydroperoxide reductase 1 as a cell surface defense in Saccharomyces cerevisiae. Toxicology 2005; 215: 205-13
13. Nguyên-nhu NT, Knoops B. Alkyl hydroperoxide reductase 1 protects Saccharomyces cerevisiae against metal ion toxicity and glutathione depletion. Toxicol Lett 2002; 135: 219-28
14. Machida K, Tanaka T, Taniguchi M. Depletion of glutathione as a cause of the promotive effects of polygodial, a susquiterpene on the production of reactive oxygen species in Saccharomyces cerevisiae. J Biosci Bioeng 1999; 88: 526-30
15. Takahashi M, Shibata M, Niki E. Estimation of lipid peroxidation of live cells using a fluorescent probe, diphenyl-1-pyrenylphosphine. Free Radic Biol Med 2001; 31: 164-74
16. Bligh EG, Dyer WJ. A rapid method of total lipid extraction and purification. Can J Med Sci 1959; 37: 911-7
17. Ramotowski S, Szczesniak M. Determination of potassium salt content in pharmaceutical preparations by means of sodium tetraphenylborate. Acta Pol Pharm 1967; 24: 605-13
18. Peña MMO, Koch KA, Thiele DJ. Dynamic regulation of copper uptake and detoxification genes in Saccharomyces cerevisiae. Mol Cell Biol 1998; 18: 2514-23
19. Santrock J, Gorski RA, O'Gara JF. Products and mechanism of the reaction of ozone with phospholipids in unilamellar phospholipid vesicles. Chem Res Toxicol 1992; 5: 134-41
20. Blackwell KJ, Singleton I, Tobin JM. Metal cation uptake by yeast: a review. Appl Microbiol Biotechnol 1995; 43: 579-84
21. Nakayama K, Yamaguchi T, Doi T, Usuki Y, Taniguchi M, Tanaka T. Synergistic combination of direct plasma membrane damage and oxidative stress as a cause of antifungal activity of polyol macrolide antibiotic niphimycin. J Biosci Bioeng 2002; 94: 207-11
22. Soares EV, Hebbelinck K, Soares HMVM. Toxic effects caused by heavy metals in the yeast Saccharomyces cerevisiae: a comparative study. Can J Microbiol 2003; 49: 336-43
23. Ghannoum MA, Rice LB. Antifungal agents: mode of action, mechanisms of resistance, and correlation of these mechanisms with bacterial resistance. Clin Microbiol Rev 1999; 12: 501-17