Abstract
Fungal infections that affect humans and plants have increased significantly in recent decades. However, these pathogens are still neglected when compared to other infectious agents. Due to the high prevalence of these infections, the need for new molecules with antifungal potential is recognized, as pathogenic species are developing resistance to the main drugs available. This work reports the design and synthesis of 1,2,3-triazole derivatives of 8-hydroxyquinoline, as well as the determination of their activities against a panel of fungal species: Candida spp., Trichosporon asahii, Magnusiomyces capitatus, Microsporum spp., Trichophyton spp. and Fusarium spp. The triazoles 5-(4-phenyl-1H-1,2,3-triazol-1-yl)quinolin-8-ol (12) and 5-(4-(cyclohex-1-en-1-yl)-1H-1,2,3-triazol-1-yl)quinolin-8-ol (16) were more promising, presenting minimum inhibitory concentration (MIC) values between 1-16 µg/ml for yeast and 2-4 µg/ml for dermatophytes. However, no relevant anti-Fusarium spp. activity was observed. In the time-kill assays with Microsporum canis, 12 and 16 presented time-dependent fungicide profile at 96 h and 120 h in all evaluated concentrations, respectively. For Candida guilliermondii, 12 was fungicidal at all concentrations at...Continue Reading
References
Apr 1, 1995·The Journal of Antibiotics·D J FrostR Goldman
May 21, 1998·Antimicrobial Agents and Chemotherapy·M E KlepserM A Pfaller
Jul 30, 1999·Journal of the American Academy of Dermatology·L A DrakeA Tosti
Apr 16, 2004·Clinical Microbiology Reviews·M A PfallerJ H Rex
Sep 29, 2004·Journal of Enzyme Inhibition and Medicinal Chemistry·Upal Kanti MazumderSivakumar Thangavel
Dec 7, 2007·Bioorganic & Medicinal Chemistry·Iraj Rahavi EzabadiAna Cirić
Sep 26, 2008·Journal of Natural Products·Andrea EscalanteSusana Zacchino
Sep 4, 2009·The Journal of Organic Chemistry·Juan A González-VeraBarbara Imperiali
Apr 27, 2010·Toxicology in Vitro : an International Journal Published in Association with BIBRA·Greice Franciele Feyh dos Santos MontagnerIvana Beatrice Mânica da Cruz
Aug 8, 2012·European Journal of Medicinal Chemistry·Shuang LüFuyi Wang
Jul 3, 2013·Antimicrobial Agents and Chemotherapy·M GhannoumB Hardas
Oct 12, 2013·Drug Design, Development and Therapy·Veda PrachayasittikulVirapong Prachayasittikul
Aug 3, 2014·Cold Spring Harbor Perspectives in Medicine·Theodore C WhiteCharles W Saunders
Apr 8, 2016·PLoS Pathogens·Abdullah M S Al-HatmiG Sybren de Hoog
Aug 10, 2016·Mycopathologia·Aditya K GuptaSarah G Versteeg
Oct 27, 2016·Mycopathologia·Ping Zhan, Weida Liu
Nov 26, 2016·Biochemical Pharmacology·Sonia Campoy, José L Adrio
Jan 28, 2017·Frontiers in Microbiology·Sarah G WhaleyP David Rogers
Feb 6, 2017·Medical Mycology·Bruna PippiAlexandre Meneghello Fuentefria
Jun 20, 2017·Journal of Microbiology, Immunology, and Infection = Wei Mian Yu Gan Ran Za Zhi·Ting-Yu TsengMao-Wang Ho
Jul 6, 2017·Drug Discovery Today·Elisa BonandiDaniele Passarella
Jan 27, 2018·Journal of Fungi·Felix BongominDavid W Denning
May 19, 2018·Science·Matthew C FisherSarah J Gurr
Jun 30, 2018·The Journal of Pharmacy and Pharmacology·Letícia J DanielliMiriam A Apel
Nov 20, 2018·Chemical Biology & Drug Design·Angélica Rocha JoaquimSaulo Fernandes de Andrade
Jan 22, 2019·Saudi Pharmaceutical Journal : SPJ : the Official Publication of the Saudi Pharmaceutical Society·Bruna PippiAlexandre Meneghello Fuentefria