Patricia de Maria Silva Figueirêdo1, José Costa Sampaio Filho2, Alzirene de Jesus Sales Sodré1, José Ribamar de Castro Júnior1, Ingrid Santos Gonçalves2, Rodrigo Vieira Blasques3, Rodrigo S Correa4, Benedicto Augusto Vieira Lima5, Larissa Dos Anjos Marques1, Denise Fernandes Coutinho6, Ana Paula Silva de Azevedo Dos Santos7, Tássio Rômulo Silva Araújo Luz6, Rita de Cassia Mendonça de Miranda2, Julliana Ribeiro Alves Dos Santos8, Antonio Carlos Doriguetto9, María Isabel Pividori10, Manfredo Hörner11, Paulo Cesar Mendes Villis12. 1. Laboratório de Microbiologia Clínica, Federal University of Maranhão (UFMA), São Luís, MA, 65.080-040, Brazil. 2. Electrochemistry and Biotechnology Laboratory (EBL), University of CEUMA (UNICEUMA), São Luís, MA, 65.065-470, Brazil. 3. Department of Nature Sciences, Mathematics, and Education, Federal University of São Carlos, Araras, SP, 13.600-970, Brazil. 4. Instituto de Ciências Exatas e Biológicas (ICEB), Federal University of Ouro Preto (UFOP), Ouro Preto, MG, 35.400-000, Brazil. 5. Licenciatura em Ciências Naturais, Federal University of Maranhão (UFMA), Grajaú, MA, 65.940-000, Brazil. 6. Laboratório de Farmacognosia, Federal University of Maranhão (UFMA), São Luís, MA, 65.080-040, Brazil. 7. Laboratório de Imunologia Aplicada ao Câncer (LIAC), Federal University of Maranhão (UFMA), São Luís, MA, 65.080-040, Brazil. 8. Laboratory of Environmental Microbiology, University of CEUMA (UNICEUMA), São Luís, MA, 65.065-470, Brazil. 9. Institute of Chemistry, Federal University of Alfenas (UNIFAL), Alfenas, MG, 37.130-001, Brazil. 10. Grup de Sensors i Biosensors, Universitat Autònoma de Barcelona, 08193, Bellaterra, Spain. 11. Department of Chemistry, Federal University of Santa Maria (UFSM), Santa Maria, RS, 97.110-900, Brazil. 12. Electrochemistry and Biotechnology Laboratory (EBL), University of CEUMA (UNICEUMA), São Luís, MA, 65.065-470, Brazil. paulo.villis@ceuma.br.
Abstract
In the present study, novel, 1,3-diaryltriazene-derived triazene compounds were synthesized and tested. Triazenes are versatile and belong to a group of alkylating agents with interesting physicochemical properties and proven biological activities. This study describes the synthesis, molecular and crystalline structure, biological activity evaluation, and antifungal and antimicrobial potentials of 1,3-bis(X-methoxy-Y-nitrophenyl)triazenes [X = 2 and 5; Y = 4 and 5]. The antimicrobial and antifungal activities of the compounds were tested by evaluating the sensitivity of bacteria (American Type Culture Collection, ATCC) and clinical isolates to their solutions using standardized microbiological assays, cytotoxicity evaluation, and ecotoxicity tests. The antimicrobial potentials of triazenes were determined according to their minimum inhibitory concentrations (MICs); these compounds were active against gram-positive and gram-negative bacteria, with low MIC values. The most surprising result was obtained for T3 having the effective MIC of 9.937 µg/mL and antifungal activity against Candida albicans ATCC 90028, C. parapsilosis ATCC 22019, and C. tropicallis IC. To the best of our knowledge, this study is the first to report promising activities of triazene compounds against yeast and filamentous fungi. The results showed the potential utility of triazenes as agents affecting selected resistant bacterial and fungal strains.
In the present study, novel, 1,3-diaryltriazene-derived n class="Chemical">triazene compounds were synthesized and tested. Triazenes are versatile and belong to a group of alkylating agents with interesting physicochemical properties and proven biological activities. This study describes the synthesis, molecular and crystalline structure, biological activity evaluation, and antifungal and antimicrobial potentials of 1,3-bis(X-methoxy-Y-nitrophenyl)triazenes [X = 2 and 5; Y = 4 and 5]. The antimicrobial and antifungal activities of the compounds were tested by evaluating the sensitivity of bacteria (American Type Culture Collection, ATCC) and clinical isolates to their solutions using standardized microbiological assays, cytotoxicity evaluation, and ecotoxicity tests. The antimicrobial potentials of triazenes were determined according to their minimum inhibitory concentrations (MICs); these compounds were active against gram-positive and gram-negative bacteria, with low MIC values. The most surprising result was obtained for T3 having the effective MIC of 9.937 µg/mL and antifungal activity against Candida albicans ATCC 90028, C. parapsilosisATCC 22019, and C. tropicallis IC. To the best of our knowledge, this study is the first to report promising activities of triazene compounds against yeast and filamentous fungi. The results showed the potential utility of triazenes as agents affecting selected resistant bacterial and fungal strains.
Authors: Ramanan Laxminarayan; Adriano Duse; Chand Wattal; Anita K M Zaidi; Heiman F L Wertheim; Nithima Sumpradit; Erika Vlieghe; Gabriel Levy Hara; Ian M Gould; Herman Goossens; Christina Greko; Anthony D So; Maryam Bigdeli; Göran Tomson; Will Woodhouse; Eva Ombaka; Arturo Quizhpe Peralta; Farah Naz Qamar; Fatima Mir; Sam Kariuki; Zulfiqar A Bhutta; Anthony Coates; Richard Bergstrom; Gerard D Wright; Eric D Brown; Otto Cars Journal: Lancet Infect Dis Date: 2013-11-17 Impact factor: 25.071
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