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Volumn 17, Issue 1, 2012, Pages 1002-1024

Antifungal activity of eugenol analogues. Influence of different substituents and studies on mechanism of action

Author keywords

Antifungal activity; Eugenol derivatives; Lipophilicity; Mechanism of antifungal action; SAR

Indexed keywords

DRUG DERIVATIVE; ERGOSTEROL; EUGENOL; SAFROLE;

EID: 84856177805     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules17011002     Document Type: Article
Times cited : (97)

References (35)
  • 1
    • 77956647847 scopus 로고    scopus 로고
    • Antifungal therapy in invasive fungal infections
    • Chen, S.; Playford, E.; Sorrel, T. Antifungal therapy in invasive fungal infections. Curr. Opin. Pharmacol. 2010, 10, 522-530.
    • (2010) Curr. Opin. Pharmacol. , vol.10 , pp. 522-530
    • Chen, S.1    Playford, E.2    Sorrel, T.3
  • 2
    • 47849102650 scopus 로고    scopus 로고
    • Outwitting multidrug resistance to antifungals
    • DOI 10.1126/science.1159746
    • Monk, B.; Goffeau, A. Outwitting multidrug resistance to antifungals. Science 2008, 321, 367-369. (Pubitemid 352035829)
    • (2008) Science , vol.321 , Issue.5887 , pp. 367-369
    • Monk, B.C.1    Goffeau, A.2
  • 3
    • 62749128097 scopus 로고    scopus 로고
    • Recent approaches to antifungal therapy for invasive mycoses
    • Mathew, B.; Nath, M. Recent approaches to antifungal therapy for invasive mycoses. Chem. Med. Chem. 2009, 4, 310-323.
    • (2009) Chem. Med. Chem. , vol.4 , pp. 310-323
    • Mathew, B.1    Nath, M.2
  • 4
    • 67650723105 scopus 로고    scopus 로고
    • Novel antifungal agents, targets or therapeutic strategies for the treatment of invasive fungal diseases: A review of the literature (2005-2009)
    • Espinel-Ingroff, A. Novel antifungal agents, targets or therapeutic strategies for the treatment of invasive fungal diseases: A review of the literature (2005-2009). Rev. Iberoam. Micol. 2009, 26, 15-22.
    • (2009) Rev. Iberoam. Micol. , vol.26 , pp. 15-22
    • Espinel-Ingroff, A.1
  • 8
    • 0026752140 scopus 로고
    • Antimicrobial agents from Licaria puchuri-major and their synergistic effect to polygodial
    • Himejima, M.; Kubo, I. Antimicrobial agents from Licaria puchuri-major and their synergistic effect to polygodial. J. Nat. Prod. 1992, 55, 620-625.
    • (1992) J. Nat. Prod. , vol.55 , pp. 620-625
    • Himejima, M.1    Kubo, I.2
  • 9
    • 0027403148 scopus 로고
    • Combination effects of antifungal nagilactones against Candida albicans and two other fungi with phenylpropanoids
    • Kubo, I.; Muroi, H.; Himejima, M. Combination effects of antifungal nagilactones against Candida albicans and two other fungi with phenylpropanoids. J. Nat. Prod. 1993, 56, 220-226. (Pubitemid 23104327)
    • (1993) Journal of Natural Products (Lloydia) , vol.56 , Issue.2 , pp. 220-226
    • Kubo, I.1    Muroi, H.2    Himejima, M.3
  • 10
    • 12444317626 scopus 로고    scopus 로고
    • Potentiation of fungicidal activities of trans-anethole against saccharomyces cerevisiae under hypoxic conditions
    • Fujita, K.; Kubo, I. Potentiation of fungicidal activities of trans-anethole against Saccharomyces cerevisiae under hypoxic conditions. J. Biosci. Bioeng. 2004, 98, 490-492. (Pubitemid 40144040)
    • (2004) Journal of Bioscience and Bioengineering , vol.98 , Issue.6 , pp. 490-492
    • Fujita, K.-I.1    Kubo, I.2
  • 13
    • 10944258482 scopus 로고    scopus 로고
    • Antifungal activities of essential oils and their constituents from indigenous cinnamon (Cinnamomum osmophloeum) leaves against wood decay fungi
    • DOI 10.1016/j.biortech.2004.07.010, PII S0960852404002706
    • Wang, S.; Chen, P.P.; Chang, S. Antifungal activities of essential oils from indigenous cinnamon (Cinnamomum osmophloeum) leaves. Bioresour. Technol. 2005, 96, 813-818. (Pubitemid 40017784)
    • (2005) Bioresource Technology , vol.96 , Issue.7 , pp. 813-818
    • Wang, S.-Y.1    Chen, P.-F.2    Chang, S.-T.3
  • 14
    • 77954631447 scopus 로고    scopus 로고
    • Antifungal activity of eugenol against Penicillium, Aspergillus, and Fusarium species
    • Campaniello, D.; Sinigaglia, M. Antifungal activity of eugenol against Penicillium, Aspergillus, and Fusarium species. J. Food Prot. 2010, 73, 1124-1128.
    • (2010) J. Food Prot. , vol.73 , pp. 1124-1128
    • Campaniello, D.1    Sinigaglia, M.2
  • 15
    • 33745435902 scopus 로고    scopus 로고
    • Antiinfective potntial of natural products: How to develop a steronger in vitro proor of concept
    • Cos, P.; Vlietinck, J.; Vanden Berghe, D.; Maes, L. Antiinfective potntial of natural products: How to develop a steronger in vitro proor of concept. J. Ethnopharmacol. 2006, 106, 290-302.
    • (2006) J. Ethnopharmacol. , vol.106 , pp. 290-302
    • Cos, P.1    Vlietinck, J.2    Vanden Berghe, D.3    Maes, L.4
  • 16
    • 84856181264 scopus 로고    scopus 로고
    • Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts, 3th ed.; Clinical and Laboratory Standards Institute (CLSI): Wayne, PA, USA
    • Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts. Document M27-A3, Approved Standard, 3th ed.; Clinical and Laboratory Standards Institute (CLSI): Wayne, PA, USA, 2008. Volume 28, N 14, p. 25.
    • (2008) Document M27-A3, Approved Standard , vol.8 , Issue.14 , pp. 25
  • 18
    • 14944365219 scopus 로고    scopus 로고
    • Study of anticandidal activity of carvacrol and eugenol in vitro and in vivo
    • DOI 10.1111/j.1399-302X.2004.00202.x
    • Chami, N.; Bennis, S.; Chami, F.; Aboussekhra, A.; Remmal, A. Study of anticandidal activity of carvacrol and eugenol in vitro and in vivo. Oral Microbiol. Immunol. 2005, 20, 106-111. (Pubitemid 40364735)
    • (2005) Oral Microbiology and Immunology , vol.20 , Issue.2 , pp. 106-111
    • Chami, N.1    Bennis, S.2    Chami, F.3    Aboussekhra, A.4    Remmal, A.5
  • 19
    • 0029048826 scopus 로고
    • Mechanisms of membrane toxicity of hydrocarbons
    • Sikemma, J.; de Bont, J.; Poolman, B. Mechanisms of membrane toxicity of hydrocarbons. Microbiol. Rev. 1995, 59, 201-222.
    • (1995) Microbiol. Rev. , vol.59 , pp. 201-222
    • Sikemma, J.1    De Bont, J.2    Poolman, B.3
  • 20
    • 33645418479 scopus 로고    scopus 로고
    • Disruption of Escherichia coli, Listeria monocytogenes and Lactobacillus sakei cellular membranes by plant oil aromatics
    • Gill, A.; Holley, R. Disruption of Escherichia coli, Listeria monocytogenes and Lactobacillus sakei cellular membranes by plant oil aromatics. Int. J. Food Microbiol. 2006, 108, 1-9.
    • (2006) Int. J. Food Microbiol. , vol.108 , pp. 1-9
    • Gill, A.1    Holley, R.2
  • 21
    • 2942703994 scopus 로고    scopus 로고
    • A quantitative structure-antifungal activity relationship study of oxygenated aromatic essential oil compounds using data structuring and PLS regression analysis
    • DOI 10.1007/s00894-003-0174-5
    • Voda, K.; Boh, B.; Vrtacnik, M. A quantitative structure-antifungal activity relationship study of oxygenated aromatic essential oil compounds using data structuring and PLS regression analysis. J. Mol. Model. 2004, 10, 76-84. (Pubitemid 38787179)
    • (2004) Journal of Molecular Modeling , vol.10 , Issue.1 , pp. 76-84
    • Voda, K.1    Boh, B.2    Vrtacnik, M.3
  • 22
    • 0039260766 scopus 로고
    • Isolation of oil of clove and separation of eugenol and acetyl eugenol
    • Ntamila, M.S.; Hassanali, A. Isolation of oil of clove and separation of eugenol and acetyl eugenol. J. Chem. Educ. 1976, 53, 263.
    • (1976) J. Chem. Educ. , vol.53 , pp. 263
    • Ntamila, M.S.1    Hassanali, A.2
  • 25
    • 0036895274 scopus 로고    scopus 로고
    • In vitro activity of micafungin (FK-463) against Candida spp.: Microdilution, time-kill, and postantifungal-effect studies
    • DOI 10.1128/AAC.46.12.3846-3853.2002
    • Ernst, E.; Roling, E.; Petzold, R.; Keele, D.; Klepser, M. In vitro activityof micafungin (FK-463) against Candida spp.: microdilution, time-kill, and postantifungal-effect studies. Antimicrob. Agents Chemother. 2002, 46, 3846-3853. (Pubitemid 35403260)
    • (2002) Antimicrobial Agents and Chemotherapy , vol.46 , Issue.12 , pp. 3846-3853
    • Ernst, E.J.1    Roling, E.E.2    Petzold, C.R.3    Keele, D.J.4    Klepser, M.E.5
  • 27
    • 33846466508 scopus 로고    scopus 로고
    • Epidemiology of invasive candidiasis: A persistent public health problem
    • DOI 10.1128/CMR.00029-06
    • Pfaller, M.A.; Diekema, D. Epidemiology of invasive candidiasis: A persistent public health problem. Clin. Microbiol. Rev. 2007, 20, 133-163. (Pubitemid 46167771)
    • (2007) Clinical Microbiology Reviews , vol.20 , Issue.1 , pp. 133-163
    • Pfaller, M.A.1    Diekema, D.J.2
  • 28
    • 0038159878 scopus 로고    scopus 로고
    • Systemic mycoses in the immunocompromised host: An update in antifungal therapy
    • DOI 10.1053/jhin.2002.1278, PII S0195670102912788
    • Kontoyannis, D.; Mantadakis, E.; Samonis, G. Systemic mycoses in the immunocompromised host: An update in antifungal therapy. J. Hosp. Infect. 2003, 53, 243-258. (Pubitemid 38002036)
    • (2003) Journal of Hospital Infection , vol.53 , Issue.4 , pp. 243-258
    • Kontoyiannis, D.P.1    Mantadakis, E.2    Samonis, G.3
  • 29
    • 0242386559 scopus 로고    scopus 로고
    • Treatment of opportunistic mycoses: How long is long enough?
    • DOI 10.1016/S1473-3099(03)00802-8
    • Singh, N. Treatment of opportunistic mycoses: How long is long enough? Lancet Infect. Dis. 2003, 3, 703-708. (Pubitemid 37345348)
    • (2003) Lancet Infectious Diseases , vol.3 , Issue.11 , pp. 703-708
    • Singh, N.1
  • 31
    • 0029073390 scopus 로고
    • A whole-cell Candida albicans assay for the detection of inhibitors towards fungal cell wall synthesis and assembly
    • Frost, D.; Brandt, K.; Cugier, D.; Goldman, R. A whole-cell Candida albicans assay for the detection of inhibitors towards fungal cell wall synthesis and assembly. J. Antibiot. 1995, 48, 306-310.
    • (1995) J. Antibiot. , vol.48 , pp. 306-310
    • Frost, D.1    Brandt, K.2    Cugier, D.3    Goldman, R.4
  • 32
    • 56049098750 scopus 로고    scopus 로고
    • Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman
    • Escalante, A.; Gattuso, M.; Pérez, P.; Zacchino S. Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. J. Nat. Prod. 2008, 71, 1720-1725.
    • (2008) J. Nat. Prod. , vol.71 , pp. 1720-1725
    • Escalante, A.1    Gattuso, M.2    Pérez, P.3    Zacchino, S.4
  • 33
    • 0033919904 scopus 로고    scopus 로고
    • Effect of polygodial on the mitochondrial ATPase of Saccharomyces cerevisiae
    • DOI 10.1128/AAC.44.7.1943-1953.2000
    • Lunde, C.; Kubo, I. Effect of polygodial on the mitochondrial ATPase of Saccharomyces cerevisiae. Antimicrob. Agents Chemother. 2000, 44, 1943-1953. (Pubitemid 30422953)
    • (2000) Antimicrobial Agents and Chemotherapy , vol.44 , Issue.7 , pp. 1943-1953
    • Lunde, C.S.1    Kubo, I.2
  • 34
    • 23044484361 scopus 로고    scopus 로고
    • Mycosamine orientation of amphotericin B controlling interaction with ergosterol: Sterol-dependent activity of conformation-restricted derivatives with an amino-carbonyl bridge
    • DOI 10.1021/ja051597r
    • Matsumori, N.; Sawada, Y.; Murata, M. Mycosamine orientation of amphotericin B controlling interaction with ergosterol: Sterol-dependent activity of conformation-restricted derivatives with an amino-carbonyl bridge. J. Am. Chem. Soc. 2005, 127, 10667-10675. (Pubitemid 41061440)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.30 , pp. 10667-10675
    • Matsumori, N.1    Sawada, Y.2    Murata, M.3
  • 35
    • 0019138275 scopus 로고
    • Application of differential spectra in the ultraviolet-visible region to study the formation of amphotericin B-sterol complexes
    • Gruda, I.; Nadeau, P.; Brajtburg, J. Application of differential spectra in the ultraviolet-visible region to study the formation of amphotericin B-sterol complexes. Biochim. Biophys. Acta 1980, 602, 260-268. (Pubitemid 11216173)
    • (1980) Biochimica et Biophysica Acta , vol.602 , Issue.2 , pp. 260-268
    • Gruda, I.1    Nadeau, P.2    Brajtburg, J.3    Medoff, G.4


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