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Antifungal toxicity of linear geranylphenol. Influence of oxigenate substituents

dc.contributor.authorTaborga L.
dc.contributor.authorSortino M.
dc.contributor.authorCarrasco H.
dc.contributor.authorButassi E.
dc.contributor.authorZacchino S.
dc.contributor.authorEspinoza L.
dc.date.accessioned2020-09-02T22:29:19Z
dc.date.available2020-09-02T22:29:19Z
dc.date.issued2017
dc.identifier10.1016/j.fct.2017.05.027
dc.identifier.citation109, , 827-835
dc.identifier.issn02786915
dc.identifier.urihttps://hdl.handle.net/20.500.12728/6415
dc.descriptionTwenty four linear geranylphenols were evaluated for their antifungal properties against ATCC and clinical isolates of Candida albicans and Cryptococcus neoformans. For the analysis of their antifungal behavior the compounds were grouped into two series: (i) compounds with only one geranyl substituent on the benzene ring and (ii) compounds with two geranyl moieties on the benzene ring. Results showed that compounds of series (i) present better antifungal activities than those of series (ii). In addition, within group (i) all compounds showed better activities against C. neoformans than against C. albicans which can be easily verified by comparing MIC100 or MIC50 of each compound against both fungi. Di- (10 and 11) and tri-hydroxy (3 and 4) compounds showed significant anti-cryptoccocal activity, being 3, 10 and 11 highly active with MIC100 or MIC50 = 3.9 μg/mL similar to the standard drug amphotericin B. Moreover, when evaluating the toxicity of compounds 6, 10 and 11 on the HDF cell line (human dermal fibroblasts), results were obtained with IC50 values > 100 μM, considered as non-toxic for the cell. This indicates that the toxicity of the analyzed compounds is selective towards fungi, which makes them a very attractive family for the development of future drugs. © 2017 Elsevier Ltd
dc.language.isoen
dc.publisherElsevier Ltd
dc.subjectAntifungal activity
dc.subjectCandida albicans
dc.subjectCryptococcus neoformans.
dc.subjectLinear geranylphenols
dc.subject3 (3,7 dimethylocta 2,6 dienyl)benzene 1,2 diol
dc.subject4 (3,7 dimethylocta 2,6 dienyl) 1,3 phenylene acetoacetic acid
dc.subject4 (3,7 dimethylocta 2,6 dienyl)benzene 1,2 diol
dc.subjectamphotericin B
dc.subjectantifungal agent
dc.subjectgeranylphenol derivative
dc.subjectphenol derivative
dc.subjectunclassified drug
dc.subjectantifungal agent
dc.subjectphenol
dc.subjectanticryptoccocal activity
dc.subjectantifungal activity
dc.subjectArticle
dc.subjectCandida albicans
dc.subjectCandida glabrata
dc.subjectCandida parapsilosis
dc.subjectCandida tropicalis
dc.subjectClavispora lusitaniae
dc.subjectcontrolled study
dc.subjectCryptococcus neoformans
dc.subjectcytotoxicity
dc.subjectdrug activity
dc.subjectdrug structure
dc.subjectfungus isolation
dc.subjecthuman
dc.subjecthuman cell
dc.subjectIC50
dc.subjectin vitro study
dc.subjectMIC100
dc.subjectMIC50
dc.subjectminimum inhibitory concentration
dc.subjectnonhuman
dc.subjectPichia kudriavzevii
dc.subjectskin fibroblast
dc.subjectstructure activity relation
dc.subjectchemical structure
dc.subjectchemistry
dc.subjectdrug effects
dc.subjectmicrobial sensitivity test
dc.subjectAntifungal Agents
dc.subjectCandida albicans
dc.subjectCryptococcus neoformans
dc.subjectMicrobial Sensitivity Tests
dc.subjectMolecular Structure
dc.subjectPhenol
dc.subjectStructure-Activity Relationship
dc.titleAntifungal toxicity of linear geranylphenol. Influence of oxigenate substituents
dc.typeArticle


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