Mode of Action of Polygodial, an Antifungal Sesquiterpene Dialdehyde

Taniguchi, Makoto; Yano, Yoshihisa; Tada, Etsuo; Ikenishi, Kohji; Oi, Susumu; Haraguchi, Hiroyuki; Hashimoto, Kensuke; Kubo, Isao

doi:10.1080/00021369.1988.10868863

Cited by 38 publications

(58 citation statements)

References 3 publications

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“…It follows that in yeast cells, other membranes and their functions, such as mitochondrial membranes and respiration, may also be affected. Inhibition of respiration in yeast cells by essential oils and terpenic oil components has been demonstrated [30,36,37]. Boonchird & Flegel [38] found that the terpenes eugenol and vanillin both inhibited GTF by C. albicans.…”

Section: Discussionmentioning

confidence: 99%

Melaleuca alternifolia (tea tree) oil inhibits germ tube formation by Candida albicans

Hammer¹,

Carson²,

Riley³

2000

Med. Mycology

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The effect of tea tree oil (TTO) on the formation of germ tubes by Candida albicans was examined. Two isolates were tested for germ tube formation (GTF) in the presence of TTO concentrations (% v:v) ranging from 0·25% ( 1 2 minimum inhibitory concentration [MIC]) to 0·004% (1:128 MIC). GTF at 4 h in the presence of 0·004 and 0·008% (both isolates) and 0·016% (one isolate) TTO did not differ signi cantly (P \ 0·05) from controls. At all other concentrations at 4 h, GTF differed signicantly from controls (P B 0·01). A further eight isolates were tested for GTF in the presence of 0·031% TTO, and at 4 h the mean GTF for all 10 isolates ranged 10·0 -68·5%. Two isolates were examined for their ability to form germ tubes after 1 h of pre-exposure to several concentrations of TTO, prior to induction of germ tubes in horse serum. Cells pre-exposed to 0·125 and 0·25%TTO formed signi cantly fewer germ tubes than control cells at 1 h (P B 0·05), but only those cells pre-exposed to 0·25% differed signi cantly from control cells at later time points (P B0·01). GTF by C. albicans is affected by the presence of, or pre-exposure to, sub-inhibitory concentrations of TTO. This may have therapeutic implications.

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Section: Discussionmentioning

confidence: 99%

Melaleuca alternifolia (tea tree) oil inhibits germ tube formation by Candida albicans

Hammer¹,

Carson²,

Riley³

2000

Med. Mycology

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“…Previous reports supported that the plasma membrane was the target of polygodial (29,50); therefore, further study was conducted. Surprisingly, polygodial-induced cell death was not suppressed by calcium addition.…”

Section: Figmentioning

confidence: 99%

Effect of Polygodial on the Mitochondrial ATPase of Saccharomyces cerevisiae

Lunde¹,

Kubo

2000

Antimicrob Agents Chemother

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The fungicidal mechanism of a naturally occurring sesquiterpene dialdehyde, polygodial, was investigated in Saccharomyces cerevisiae. In an acidification assay, polygodial completely suppressed the glucose-induced decrease in external pH at 3.13 g/ml, the same as the fungicidal concentration. Acidification occurs primarily through the proton-pumping action of the plasma membrane ATPase, Pma1p. Surprisingly, this ATPase was not directly inhibited by polygodial. In contrast, the two other membrane-bound ATPases in yeast were found to be susceptible to the compound. The mitochondrial ATPase was inhibited by polygodial in a dose-dependent manner at concentrations similar to the fungicidal concentration, whereas the vacuolar ATPase was only slightly inhibited. Cytoplasmic petite mutants, which lack mitochondrial DNA and are respiration deficient, were significantly less susceptible to polygodial than the wild type, as was shown in time-kill curves. A pet9 mutant which lacks a functional ADP-ATP translocator and is therefore respiration dependent was rapidly inhibited by polygodial. The results of these susceptibility assays link enzyme inhibition to physiological effect. Previous studies have reported that plasma membrane disruption is the mechanism of polygodial-induced cell death; however, these results support a more complex picture of its effect. A major target of polygodial in yeast is mitochondrial ATP synthase. Reduction of the ATP supply leads to a suppression of Pma1 ATPase activity and impairs adaptive responses to other facets of polygodial's cellular inhibition.Systemic fungal infections are increasingly important causes of high morbidity and mortality (9, 18). Fungi are significantly affecting the growing population of patients with impaired immune systems due to AIDS, cancer chemotherapy, or immunosuppressive drugs. In addition to life-threatening systemic infection, superficial mycoses can clinically present as persistent infections that require continual treatment. Oropharyngeal and esophageal candidiasis occurs in over 70% of people with AIDS (46). With the increasing incidence of both systemic and superficial mycoses, it is critical that we develop new antifungal agents. Additionally, antifungal drug resistance has become an important problem and even further intensifies the need for new compounds (42, 54). Therefore, identifying promising cellular targets and understanding their physiological roles and basic biochemistry are critical for successful antifungal development (21,36).Polygodial (Fig. 1), a sesquiterpene dialdehyde, was originally isolated from the plant Polygonum hydropiper (3) and subsequently from Warburgia ugandensis and Warburgia stuhlmannii exhibiting insect antifeedant activity (28) and antimicrobial activity (48), as well as from Pseudowintera colorata exhibiting antimicrobial activity (34). Polygodial is a component of the "hot taste" in peppery spices of traditional Japanese cuisine (26). Unlike many other antifungal agents, polygodial has fungicidal activity against yeasts and...

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“…It is known that some essential oils are able to degrade the cell wall, come into interaction with the composition and destroy cytoplasmic membrane (Sikkema et al, 1994;Helander et al, 1998;Ultee et al, 1999;Lambert et al, 2001). They can also ruin membrane protein, interfere with membrane integrated enzymes (Raccach, 1984), provoke leakage of cellular components, make cytoplasm coagulation, deplete the proton motive force, alter fatty acid and phospholipid constituents, weaken enzymatic mechanisms for energy production and metabolism, change nutrient absorption and electron transport (Taniguchi et al, 1988), have an effect on the synthesis of DNA and RNA and damage protein translocation, as well as the function of the mitochondrion in eukaryotes (Raccach, 1984, Nychas, 1995, Qingming et al, 2010.…”

Section: Resultsmentioning

confidence: 99%

Inhibitory properties of lithium, sodium and potassium o-, m- and p-coumarates against Escherichia coli O157:H7

Stachelska¹

2015

Acta Sci Pol Technol Aliment

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Background. The aim of this paper was to assess the inhibitory properties of salts of phenolic acids against Escherichia coli O157:H7 ATCC 8739. Escherichia coli O157:H7 is a pathogen which is able to produce verotoxins provoking hemorrhagic diarrhea in humans. There is a strong need for the effective natural methods eliminating E. coli O157:H7 from food. Methodology. The following salts were tested: sodium, potassium and lithium salts of ortho-coumaric, meta-coumaric and para-coumaric acids. The 1%, 2%, 3%, 4% and 5% water solutions of each substance were prepared. Agar-well diffusion method was applied. Petri dishes were incubated at 35°C for 24 h. At the end of the incubation period, inhibition zones which appeared on the medium Petri dishes were calculated in millimeters. Results. It was found that lithium salt of o-coumaric acid, potassium salt of o-coumaric acid, lithium salt of m-coumaric acid and sodium salt of m-coumaric acid were most effective towards E. coli O157:H7, while potassium salt of m-coumaric acid, a sodium salt of p-coumaric acid were slightly less effective and lithium salt of p-coumaric acid did not possess any antimicrobial activity. Conclusion. The salts of phenolic acids having various structural features showed different characteristics towards foodborne pathogens. Such fi ndings indicate that phenolic acids and their salts may be a potential bio-alternative for chemical food preservation.

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Mode of Action of Polygodial, an Antifungal Sesquiterpene Dialdehyde

Cited by 38 publications

References 3 publications

Melaleuca alternifolia (tea tree) oil inhibits germ tube formation by Candida albicans

Melaleuca alternifolia (tea tree) oil inhibits germ tube formation by Candida albicans

Effect of Polygodial on the Mitochondrial ATPase of Saccharomyces cerevisiae

Inhibitory properties of lithium, sodium and potassium o-, m- and p-coumarates against Escherichia coli O157:H7

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