Author | Neves Filho, Ricardo Antonio Wanderley | |
Author | Silva, Cecília Aguiar da | |
Author | Silva, Clécia Sipriano Borges da | |
Author | Brustein, Vanessa Passos | |
Author | Navarro, Daniela Maria do Amaral Ferraz | |
Author | Santos, Fábio André Brayner dos | |
Author | Alves, Luiz Carlos | |
Author | Cavalcanti, Marília Gabriela dos Santos | |
Author | Srivastava, Rajendra Mohan | |
Author | Carneiro-Da-Cunha, Maria das Graças | |
Access date | 2018-08-03T13:20:19Z | |
Available date | 2018-08-03T13:20:19Z | |
Document date | 2009 | |
Citation | NEVES FILHO, Ricardo Antonio Wanderley et al. Improved Microwave-Mediated Synthesis of 3-(3-Aryl-1,2,4-Oxadiazol-5-Yl)Propionic Acids and Their Larvicidal and Fungal Growth Inhibitory Properties. Chemical & Pharmaceutical Bulletin, v. 57, n. 8, p. 819–825, ago. 2009. | pt_BR |
ISSN | 0009-2363 | pt_BR |
URI | https://www.arca.fiocruz.br/handle/icict/27831 | |
Sponsorship | CNPq, Centro de Pesquisas Científicas e Pesquisas do Estado de Pernambuco e
Fundação (FACEPE, PRONEX 200-CNPq) | pt_BR |
Language | eng | pt_BR |
Rights | open access | pt_BR |
Subject in Portuguese | 1,2,4-oxadiazole | pt_BR |
Subject in Portuguese | Ácido propiônico | pt_BR |
Subject in Portuguese | Larvicida | pt_BR |
Subject in Portuguese | Aedes aegypti | pt_BR |
Subject in Portuguese | Atividade antifúngica | pt_BR |
Title | Improved microwave-mediated synthesis of 3-(3-aryl-1,2,4-oxadiazol-5-yl)propionic acids and their larvicidal and fungal growth inhibitory properties | pt_BR |
Type | Article | pt_BR |
DOI | 10.1248/cpb.57.819 | |
Abstract | The synthesis of 3-(3-aryl-1,2,4-oxadiazol-5-yl)propionic acids from arylamidoximes and succinic anhydride under focused microwave irradiation conditions is described. The new synthetic method furnished the desired products in 2-3 min and good yields. Furthermore, the previously complicated purification procedure has been simplified in a manner which is quick, eco-friendly and cost-effective. Larvicidal bioassay and fungal growth inhibitory tests were performed using several 3-(3-aryl-1,2,4-oxadiazol-5-yl)propionic acids. These acids presented strong larvicidal activity against L4 larvae of Aedes aegypti. The results suggest that larvicidal activity might be correlated with the presence of electron-withdrawing substituents in the para position of the phenyl ring except the fluorine atom. The alterations observed in the larvae spiracular valves of the siphon and anal papillae by 1,2,4-oxadiazoles in the larvicidal bioassay are responsible for larvae's death. Furthermore, all acids inhibited the fungal growth of five different types of fungi, viz., Fusarium solani, F. oxysporum, F. moniliforme, F. decemcellulare and F. lateritium in a preliminary evaluation. Both of these activities are being disclosed for the first time for 1,2,4-oxadiazole-5-yl ring linked at C-3 of propionic acid. | pt_BR |
Affilliation | Universidade Federal de Pernambuco. Departamento de Química Fundamental. Recife, PE, Brazil. | pt_BR |
Affilliation | Universidade Federal de Pernambuco. Departamento de Química Fundamental. Recife, PE, Brazil. | pt_BR |
Affilliation | Universidade Federal de Pernambuco. Departamento de Química Fundamental. Recife, PE, Brazil. | pt_BR |
Affilliation | Universidade Federal de Pernambuco. Departamento de Bioquímica. Recife, PE, Brazil. | pt_BR |
Affilliation | Universidade Federal de Pernambuco. Departamento de Química Fundamental. Recife, PE, Brazil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Aggeu Magalhães. Departamento de Parasitologia. Recife, PE, Brasil / Universidade Federal de Pernambuco. Laboratório de Imunopatologia. Recife, PE, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Aggeu Magalhães. Departamento de Parasitologia. Recife, PE, Brasil / Universidade Federal de Pernambuco. Laboratório de Imunopatologia. Recife, PE, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Aggeu Magalhães. Departamento de Parasitologia. Recife, PE, Brasil / Universidade Federal de Pernambuco. Laboratório de Imunopatologia. Recife, PE, Brasil. | pt_BR |
Affilliation | Universidade Federal de Pernambuco. Departamento de Química Fundamental. Recife, PE, Brazil. | pt_BR |
Affilliation | Universidade Federal de Pernambuco. Departamento de Bioquímica. Recife, PE, Brazil. | pt_BR |
Subject | 1,2,4-oxadiazole | pt_BR |
Subject | Propionic acid | pt_BR |
Subject | Larvicide | pt_BR |
Subject | Aedes aegypti | pt_BR |
Subject | Antifungal activity | pt_BR |
DeCS | Aedes / efeitos de drogas | pt_BR |
DeCS | Animais | pt_BR |
DeCS | Antifúngicos / síntese química | pt_BR |
DeCS | Agentes antifúngicos / química | pt_BR |
DeCS | Antifúngicos / farmacologia | pt_BR |
DeCS | Fusarium / efeitos de drogas | pt_BR |
DeCS | Fusarium / crescimento & desenvolvimento | pt_BR |
DeCS | Inseticidas / síntese química | pt_BR |
DeCS | Inseticidas / Química | pt_BR |
DeCS | Inseticidas / farmacologia | pt_BR |
DeCS | Larva / efeitos de drogas | pt_BR |
DeCS | Testes de Sensibilidade Microbiana | pt_BR |
DeCS | Microondas | pt_BR |
DeCS | Estrutura molecular | pt_BR |
DeCS | Oxadiazóis / síntese química | pt_BR |
DeCS | Oxadiazoles / química | pt_BR |
DeCS | Oxadiazoles / farmacologia | pt_BR |
DeCS | Propionatos / síntese química | pt_BR |
DeCS | Propionatos / química | pt_BR |
DeCS | Propionatos / farmacologia | pt_BR |
DeCS | Estereoisomerismo | pt_BR |
DeCS | Relação Estrutura-Atividade | pt_BR |