Evolution of ergosterol biosynthesis inhibitors as fungicidal against Candida

Ahmad, Aijaz; Khan, Amber; Manzoor, Nikhat; Khan, Luqman Ahmad

doi:10.1016/j.micpath.2009.10.001

Cited by 149 publications

(98 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The specific anticandidal activity of such compounds is also well established (Nenoff et al, 1996;Suresh et al, 1997). Previously, we reported the anticandidal effects of essential oils, including cinnamaldehyde Ahmad et al, 2010Ahmad et al, , 2011Shreaz et al, 2010). Cinnamaldehyde occurs naturally in the bark of cinnamon trees and other species of genus Cinnamomum, such as camphor and cassia.…”

Section: Introductionmentioning

confidence: 86%

Influences of cinnamic aldehydes on H+ extrusion activity and ultrastructure of Candida

Shreaz

Bhatia

Khan

et al. 2013

Journal of Medical Microbiology

Self Cite

View full text Add to dashboard Cite

The antifungal effects of cinnamaldehyde, 4-hydroxy-3-methoxycinnamaldehyde (coniferyl aldehyde) and 3,5-dimethoxy-4-hydroxycinnamaldehyde (sinapaldehyde) were investigated against 65 strains of Candida (six standard, 39 fluconazole-sensitive and 20 fluconazoleresistant). MICs of cinnamaldehyde, coniferyl aldehyde and sinapaldehyde ranged from 100 to 500 mg ml "1 , 100 to 300 mg ml "1 and 100 to 200 mg ml "1 , respectively. All tested isolates showed a marked sensitivity towards these aldehydes in spot and time-kill assays. Sinapaldehyde was found to be the most effective, followed by coniferyl aldehyde and cinnamaldehyde. At their respective MIC 90 values, the three compounds caused mean inhibition levels of glucosestimulated H + -efflux of 36, 34 and 41 % (cinnamaldehyde), 41, 42 and 47 % (coniferyl aldehyde) and 43, 45 and 51 % (sinapaldehyde) for standard-sensitive, clinical-sensitive and clinicalresistant isolates, respectively. Inhibition levels of H + -efflux caused by plasma membrane ATPase inhibitors N,N9-dicyclohexylcarbodiimide (100 mM) and diethylstilbestrol (10 mM) were 34, 45 and 44 %, and 57, 39 and 35 %, for standard-sensitive, clinical-sensitive and clinical-resistant isolates, respectively. Intracellular pH (pHi) was found to decrease by 0.34, 0.42 and 0.50 units following incubation with three tested aldehydes from the control pHi of 6.70. Scanning electron microscopy and transmission electron microscopy analysis was performed on a representative strain, C. albicans 10261, showing alterations in morphology, cell wall, plasma membrane damage and lysis. Haemolytic activity of the three compounds varied from 10 to 15 % at their highest MIC compared to an activity level of 20 % shown by fluconazole at 30 mg ml "1 . In conclusion, this study shows significant activity of cinnamic aldehydes against Candida, including azole-resistant strains, suggesting that these molecules can be developed as antifungals.

show abstract

Section: Introductionmentioning

confidence: 86%

Influences of cinnamic aldehydes on H+ extrusion activity and ultrastructure of Candida

Shreaz

Bhatia

Khan

et al. 2013

Journal of Medical Microbiology

Self Cite

View full text Add to dashboard Cite

show abstract

“…Although several studies have investigated the antifungal effect of eugenol [14,[28][29][30], the mechanisms by which eugenol induces C. albicans cell death are not completely understood yet. In this study, the osmotic protective effect of sorbitol was not present, since there was no variation in the values of MIC, similarly to a previous investigation [30].…”

Section: Discussionmentioning

confidence: 99%

“…Based on that, it can be stated that the mechanism of action of eugenol against C. albicans is probably not related to the degradation of fungal cell wall. Possibly, other mechanisms such as inactivation of ergosterol synthesis and production of free radicals, can be responsible for the antimicrobial effect of eugenol [28,29].…”

Section: Discussionmentioning

confidence: 99%

Antifungal Activity of Eugenol and its Association with Nystatin on Candida albicans

Silva

Santos

Cavalcanti

et al. 2017

Pesqui. bras. odontopediatria clín. integr.

View full text Add to dashboard Cite

Objective: To evaluate the anti-Candida effect of eugenol and its antimicrobial interaction with nystatin. Material and Methods: The antimicrobial potential was assessed by microdilution technique (M27A3 reference method), by determining the minimum inhibitory concentration (MIC) and the minimum fungicidal concentration (MFC) against C. albicans (ATCC 90028). The possible action of eugenol on the fungal cell wall was evaluated with the assistance of the osmotic protector sorbitol (0.8 M). The antimicrobial interaction with nystatin was assessed through the checkerboard method. All tests were performed in triplicate. Results: All groups showed reductions in PI and GBI values and improvements in oral health knowledge, but IG1 and IG2 showed statistically significant differences in these variables compared to CG. Conclusion: The eugenol has antifungal activity against C. albicans and its mechanism of action is probably not related to damage to the fungal cell wall. Association between eugenol and nystatin was not found to be an advantageous possibility for growth inhibition of C. albican.

show abstract

“…The occurrence of antifungal resistance cases used in clinical practice has made the search for new molecules with potential biological activity increasingly subject to studies related to antimicrobial activity [1][2]. Thus, the search for new substances capable of combating fungal infections, or even improving the action of antifungal agents commonly used in the clinic, may be a promising path to fight against resistance and reduce the limitations of conventional treatment, such as adverse effects and high toxicity [3], not only in human use, but also in pest control in agriculture.…”

Section: Introductionmentioning

confidence: 99%

Computational Study (In Silico) of the Antimicrobial and Toxicological Potential of Isoeugenol

Ferreira

Dantas

Silva

et al. 2017

Proceedings of MOL2NET 2017, International Conference on Multidisciplinary Sciences, 3rd Edition

View full text Add to dashboard Cite

Abstract.The search for new compounds with antifungal activity has become very important, mainly due to the large increase of fungal infections and also the appearance of antifungal resistant strains available in the market, as well as for use for pest control. Medicinal plants represent an alternative for the substitution of these synthetic fungicides for natural products, since they have a large quantity and variety of secondary metabolites with biological properties, among them, phenylpropanoids. Therefore, the present study aims to investigate the in silico antimicrobial and toxicological potential of 2-Methoxy-4-propenylphenol (isoeugenol) through computational analysis. For this, the Prediction of Activity Spectra for Substances (PASS online), Molinspiration and Osiris software were used. PASS online showed that isoeugenol has the opportunity to present antiseptic (Pa: 0.571 and Pi: 0.009), antifungal (Pa: 0.492 and Pi: 0.032), antibacterial (Pa: 0.379 and Pi: 0.035), antimycobacterial (Pa: and Pi: 0.022) and antihelmintic (Pa: 0.335 and Pi: 0.028), mainly against nematoda (Pi: 0.562 and Pa: 0.009). Molinspiration showed that the phytoconstituent has good potential for oral bioavailability, with nDLH = 1, nALH = 2, mass = 164.2 Da and MOL2NET, 2017, 3, doi:10.3390/mol2net-03-xxxx 2 cLogP = 2.38. In the analysis with the Osiris program, it was demonstrated that isoeugenol has low irritant (1) and tumorigenic risk (1), and high mutagenic risk and high reproductive toxicity. In view of this instilled study, it was possible to verify that the compound is a potential candidate for in vitro and in vivo studies of antimicrobial and toxicological action and to prove the data obtained from the computational analysis. IntroductionThe occurrence of antifungal resistance cases used in clinical practice has made the search for new molecules with potential biological activity increasingly subject to studies related to antimicrobial activity [1][2]. Thus, the search for new substances capable of combating fungal infections, or even improving the action of antifungal agents commonly used in the clinic, may be a promising path to fight against resistance and reduce the limitations of conventional treatment, such as adverse effects and high toxicity [3], not only in human use, but also in pest control in agriculture.Alternatively, we have plants as sources of new biologically active compounds. The great quantity and diversity of secondary plant metabolites has been attracting the interest of researchers from different areas of science, who see in plants a promising source for the discovery of molecules with potential human use, with significant commercial value in the pharmaceutical, food, agronomic and cosmetic [4]. These studies are important for the discovery of compounds with biological activities, since their structural diversity of these substances is greater than that presented by most of the combinatorial strategies carried out on heterocyclic compounds [5]. These characteristics give these compounds a grea...

show abstract

Evolution of ergosterol biosynthesis inhibitors as fungicidal against Candida

Cited by 149 publications

References 24 publications

Influences of cinnamic aldehydes on H+ extrusion activity and ultrastructure of Candida

Influences of cinnamic aldehydes on H+ extrusion activity and ultrastructure of Candida

Antifungal Activity of Eugenol and its Association with Nystatin on Candida albicans

Computational Study (In Silico) of the Antimicrobial and Toxicological Potential of Isoeugenol

Contact Info

Product

Resources

About