Propyl gallate increases in vitro antifungal imidazole activity against Candida albicans

Strippoli, V.; D’Auria, Felicia Diodata; Tecca, M.; Callari, A.; Simonetti, Giovanna

doi:10.1016/s0924-8579(00)00200-4

Cited by 20 publications

(14 citation statements)

References 10 publications

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“…Strobilurins are quinone outside (complex III) inhibitors successfully employed as agrochemicals for more than 20 years, and the escape mechanism through the alternative respiration has been thoroughly discussed and exemplified . Moreover, the non‐ETC targeting fungicide procymidone has been shown to induce AOX expression in S. sclerotiorum and C andida albicans AOX provides resistance against azole fungicides . This is in accordance with studies on yeasts demonstrating that mitochondrial function as a whole plays a great part in fungal virulence and resistance to antifungal agents .…”

Section: Discussionsupporting

confidence: 60%

Synthesis and testing of novel alternative oxidase (AOX) inhibitors with antifungal activity against Moniliophthora perniciosa (Stahel), the causal agent of witches' broom disease of cocoa, and other phytopathogens

Barsottini

Pires

Vieira

et al. 2018

Pest Management Science

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BACKGROUND: Moniliophthora perniciosa (Stahel) Aime & Phillips-Mora is the causal agent of witches' broom disease (WBD) of cocoa (Theobroma cacao L.) and a threat to the chocolate industry. The membrane-bound enzyme alternative oxidase (AOX) is critical for M. perniciosa virulence and resistance to fungicides, which has also been observed in other phytopathogens. Notably AOX is an escape mechanism from strobilurins and other respiration inhibitors, making AOX a promising target for controlling WBD and other fungal diseases. RESULTS:We present the first study aimed at developing novel fungal AOX inhibitors. N-Phenylbenzamide (NPD) derivatives were screened in the model yeast Pichia pastoris through oxygen consumption and growth measurements. The most promising AOX inhibitor (NPD 7j-41) was further characterized and displayed better activity than the classical AOX inhibitor SHAM in vitro against filamentous fugal phytopathogens, such as M. perniciosa, Sclerotinia sclerotiorum and Venturia pirina. We demonstrate that 7j-41 inhibits M. perniciosa spore germination and prevents WBD symptom appearance in infected plants. Finally, a structural model of P. pastoris AOX was created and used in ligand structure-activity relationships analyses. CONCLUSION: We present novel fungal AOX inhibitors with antifungal activity against relevant phytopathogens. We envisage the development of novel antifungal agents to secure food production.

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Section: Discussionsupporting

confidence: 60%

Synthesis and testing of novel alternative oxidase (AOX) inhibitors with antifungal activity against Moniliophthora perniciosa (Stahel), the causal agent of witches' broom disease of cocoa, and other phytopathogens

Barsottini

Pires

Vieira

et al. 2018

Pest Management Science

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“…1977). The PG‐induced increase in triazole antifungal activity, also observed with other imidazole drugs (Strippoli et al . 2000), suggests that one of the mechanisms of PG action might be an interaction with the membrane phospholipids, thus affecting molecular organization and favouring azole penetration into the membrane layer (Post and Davidson 1986).…”

Section: Resultssupporting

confidence: 55%

In vitro activity of propyl gallate-azole drug combination against fluconazole- and itraconazole-resistant Candida albicans strains

D’Auria

Tecca

Strippoli

et al. 2001

Lett Appl Microbiol

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Aims:The in¯uence of an antioxidant, propyl gallate (PG), on the in vitro antifungal activity of itraconazole and¯uconazole, was investigated to determine whether PG could increase the antifungal activity and reduce strain resistance. Methods and Results: Susceptibility tests were performed against azole-resistant isolates of Candida albicans by the microbroth dilution method in the presence of PG at 400 lg ml ±1 . PG±triazole combination brought about a marked reduction of inhibitory azole concentration. In particular, the MIC 90 for itraconazole and¯uconazole dropped from 1 lg ml ±1 to 0á125 lg ml ±1 and from >64 lg ml ±1 ±8 lg ml ±1 , respectively. Conclusions: It is likely that more than one mechanism is involved in the above synergistic interaction, including effects of PG on ATP synthesis, thus reducing the ABC transporters activity, or an effect on the target of azole, i.e. the P-450 cytochrome. Signi®cance and Impact of the Study: The PG-triazole combination may have a role in future topical antifungal strategies but other studies are warranted.

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“…Numerous studies have shown the antibacterial and antifungal potential of gallates. 276,277 For instance GA showed antifungal activity against F. fusiformis, Fusarium semitectum and Alternaria altternata. 242 Díaz-Gómez et al 278 demonstrated the antimicrobial effect of GA on Helicobacter pylori, a gram negative bacterium which is one of the leading causes of gastric cancer.…”

Section: Other Therapeutically Benecial Activitiesmentioning

confidence: 99%

Gallic acid: a versatile antioxidant with promising therapeutic and industrial applications

2015

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Oxidative stress, a result of an overproduction and accumulation of free radicals, is the leading cause of several degenerative diseases such as cancer, atherosclerosis, cardiovascular diseases, ageing and inflammatory diseases. Polyphenols form an important class of naturally occurring antioxidants, having innumerable biological activities such as anticancer, antifungal, antibacterial, antiviral, antiulcer and anticholesterol, to name a few. Among various polyphenols, gallic acid (3,4,5-trihydroxybenzoic acid), a naturally occurring low molecular weight triphenolic compound, has emerged as a strong antioxidant and an efficient apoptosis inducing agent. Starting from the bioavailability and the biosynthetic pathway of gallic acid, this review includes various in vitro, in vivo and in silico studies providing the mode of action, radical scavenging activity, ability to inhibit lipid peroxidation, maintenance of endogenous defense systems and metal ion chelation by this triphenolic molecule, along with a comprehensive overview of factors responsible for its high antioxidant activity. Gallic acid derivatives have also been found in a number of phytomedicines with diverse biological and pharmacological activities, including radical scavenging, interfering with the cell signaling pathways and apoptosis of cancer cells. The diverse range of applications of this simple polyphenol is due to a fine amalgam between its antioxidant and prooxidant potential. The existing literature on this dual behavior of gallic acid and its derivatives is reviewed here. This is followed by an account of their potential clinical and industrial applications.

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Propyl gallate increases in vitro antifungal imidazole activity against Candida albicans

Cited by 20 publications

References 10 publications

Synthesis and testing of novel alternative oxidase (AOX) inhibitors with antifungal activity against Moniliophthora perniciosa (Stahel), the causal agent of witches' broom disease of cocoa, and other phytopathogens

Synthesis and testing of novel alternative oxidase (AOX) inhibitors with antifungal activity against Moniliophthora perniciosa (Stahel), the causal agent of witches' broom disease of cocoa, and other phytopathogens

In vitro activity of propyl gallate-azole drug combination against fluconazole- and itraconazole-resistant Candida albicans strains

Gallic acid: a versatile antioxidant with promising therapeutic and industrial applications

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