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 | Acesso ao texto completo restrito à biblioteca da Biblioteca Rui Tendinha. Para informações adicionais entre em contato com biblioteca@incaper.es.gov.br. |
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Registro Completo |
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Biblioteca(s): |
Biblioteca Rui Tendinha. |
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Data corrente: |
05/07/2020 |
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Data da última atualização: |
05/07/2020 |
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Tipo da produção científica: |
Artigo em Periódico Indexado |
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Autoria: |
MAXIMINO, S. C.; DUTRA, J. A. P.; RODRIGUES, R. P.; GONÇALVES, R. de C. R.; MORAIS, P. A. B.; VENTURA, J. A.; SCHUENCK, R. P.; LACERDA JÚNIOR, V.; KITAGAWA, R. R.; BORGES, W. de S. |
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Afiliação: |
Sarah C. Maximino; Jessyca Aparecida Paes Dutra; Ricardo Pereira Rodrigues; Rita de Cássia Ribeiro Gonçalves; Pedro Alves Bezerra de Morais; Jose Aires Ventura, Incaper; Ricardo Pinto Schuenck; Valdemar Lacerda Júnior; Rodrigo Rezende Kitagawa; Warley de Souza Borges. |
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Título: |
Synthesis of eugenol derivatives and evaluation of their antifungal activity against Fusarium solani f. sp. piperis. |
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Ano de publicação: |
2020 |
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Fonte/Imprenta: |
Current Pharmaceutical Design, v. 26, p. 1-11, 2020. |
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Idioma: |
Inglês |
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Conteúdo: |
Background: Fusarium solani f. sp. piperis is a phytopathogen that causes one of the most destructive diseases in black pepper crops, resulting in significant economic and crop production losses. Consequently, the control of this fungal disease is a matter of current and relevant interest in agriculture. Objective: The objective was to synthesize eugenol derivatives with antifungal activity. Methods: In this study, using bimolecular nucleophilic substitution and click chemistry approaches, four new and three known eugenol derivatives were obtained. The eugenol derivatives were characterized and their antifungal and cytotoxic effects were evaluated. Results: Eugenol derivative 4 (2-(4-allyl-2-methoxyphenoxy)-3-chloronaphthalene-1,4-dione) was the most active against F. solani f. sp. piperis and showed acceptable cytotoxicity. Compound 4 was two-fold more effective than tebuconazole in an antifungal assay and presented similar cytotoxicity in macrophages. The in silico study of β-glucosidase suggests a potential interaction of 4 with amino acid residues by a cation-π interaction with residue Arg177 followed by a hydrogen bond with Glu596, indicating an important role in the interactions with 4, justifying the antifungal action of this compound. In addition, the cytotoxicity after metabolism was evaluated as a mimic assay with the S9 fraction in HepG2 cells. Compound 4 demonstrated maintenance of cytotoxicity, showing IC50 values of 11.18 ± 0.5 and 9.04 ± 0.2 μg mL-1 without and with the S9 fraction, respectively. In contrast, eugenol (257.9 ± 0.4 and 133.5 ± 0.8 μg mL-1), tebuconazole (34.94 ± 0.2 and 26.76 ± 0.17 μg mL-1) and especially carbendazim (251.0 ± 0.30 and 34.7 ± 0.10 μg mL-1) showed greater cytotoxicity after hepatic biotransformation. Conclusion: The results suggest that 4 is a potential candidate for use in the design of new and effective compounds that could control this pathogen. MenosBackground: Fusarium solani f. sp. piperis is a phytopathogen that causes one of the most destructive diseases in black pepper crops, resulting in significant economic and crop production losses. Consequently, the control of this fungal disease is a matter of current and relevant interest in agriculture. Objective: The objective was to synthesize eugenol derivatives with antifungal activity. Methods: In this study, using bimolecular nucleophilic substitution and click chemistry approaches, four new and three known eugenol derivatives were obtained. The eugenol derivatives were characterized and their antifungal and cytotoxic effects were evaluated. Results: Eugenol derivative 4 (2-(4-allyl-2-methoxyphenoxy)-3-chloronaphthalene-1,4-dione) was the most active against F. solani f. sp. piperis and showed acceptable cytotoxicity. Compound 4 was two-fold more effective than tebuconazole in an antifungal assay and presented similar cytotoxicity in macrophages. The in silico study of β-glucosidase suggests a potential interaction of 4 with amino acid residues by a cation-π interaction with residue Arg177 followed by a hydrogen bond with Glu596, indicating an important role in the interactions with 4, justifying the antifungal action of this compound. In addition, the cytotoxicity after metabolism was evaluated as a mimic assay with the S9 fraction in HepG2 cells. Compound 4 demonstrated maintenance of cytotoxicity, showing IC50 values of 11.18 ± 0.5 and 9.04 ± 0.2 μg... Mostrar Tudo |
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Thesagro: |
Doença de planta; Fungo; Fusarium; Fusarium solani; Pimenta; Pimenta do reino; Pimenta do reino preta. |
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Thesaurus NAL: |
Antifungal; Cytotoxicity; Eugenol derivatives; Piper nigrum. |
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Categoria do assunto: |
H Saúde e Patologia |
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Marc: |
LEADER 03014naa a2200361 a 4500
001 1022236
005 2020-07-05
008 2020 bl uuuu u00u1 u #d
100 1 $aMAXIMINO, S. C.
245 $aSynthesis of eugenol derivatives and evaluation of their antifungal activity against Fusarium solani f. sp. piperis.$h[electronic resource]
260 $c2020
520 $aBackground: Fusarium solani f. sp. piperis is a phytopathogen that causes one of the most destructive diseases in black pepper crops, resulting in significant economic and crop production losses. Consequently, the control of this fungal disease is a matter of current and relevant interest in agriculture. Objective: The objective was to synthesize eugenol derivatives with antifungal activity. Methods: In this study, using bimolecular nucleophilic substitution and click chemistry approaches, four new and three known eugenol derivatives were obtained. The eugenol derivatives were characterized and their antifungal and cytotoxic effects were evaluated. Results: Eugenol derivative 4 (2-(4-allyl-2-methoxyphenoxy)-3-chloronaphthalene-1,4-dione) was the most active against F. solani f. sp. piperis and showed acceptable cytotoxicity. Compound 4 was two-fold more effective than tebuconazole in an antifungal assay and presented similar cytotoxicity in macrophages. The in silico study of β-glucosidase suggests a potential interaction of 4 with amino acid residues by a cation-π interaction with residue Arg177 followed by a hydrogen bond with Glu596, indicating an important role in the interactions with 4, justifying the antifungal action of this compound. In addition, the cytotoxicity after metabolism was evaluated as a mimic assay with the S9 fraction in HepG2 cells. Compound 4 demonstrated maintenance of cytotoxicity, showing IC50 values of 11.18 ± 0.5 and 9.04 ± 0.2 μg mL-1 without and with the S9 fraction, respectively. In contrast, eugenol (257.9 ± 0.4 and 133.5 ± 0.8 μg mL-1), tebuconazole (34.94 ± 0.2 and 26.76 ± 0.17 μg mL-1) and especially carbendazim (251.0 ± 0.30 and 34.7 ± 0.10 μg mL-1) showed greater cytotoxicity after hepatic biotransformation. Conclusion: The results suggest that 4 is a potential candidate for use in the design of new and effective compounds that could control this pathogen.
650 $aAntifungal
650 $aCytotoxicity
650 $aEugenol derivatives
650 $aPiper nigrum
650 $aDoença de planta
650 $aFungo
650 $aFusarium
650 $aFusarium solani
650 $aPimenta
650 $aPimenta do reino
650 $aPimenta do reino preta
700 1 $aDUTRA, J. A. P.
700 1 $aRODRIGUES, R. P.
700 1 $aGONÇALVES, R. de C. R.
700 1 $aMORAIS, P. A. B.
700 1 $aVENTURA, J. A.
700 1 $aSCHUENCK, R. P.
700 1 $aLACERDA JÚNIOR, V.
700 1 $aKITAGAWA, R. R.
700 1 $aBORGES, W. de S.
773 $tCurrent Pharmaceutical Design$gv. 26, p. 1-11, 2020.
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Registro original: |
Biblioteca Rui Tendinha (BRT) |
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| Acesso ao texto completo restrito à biblioteca da Biblioteca Rui Tendinha. Para informações adicionais entre em contato com biblioteca@incaper.es.gov.br. |
|
Registro Completo |
|
Biblioteca(s): |
Biblioteca Rui Tendinha. |
|
Data corrente: |
13/01/2015 |
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Data da última atualização: |
13/01/2015 |
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Tipo da produção científica: |
Artigo em Periódico Indexado |
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Circulação/Nível: |
A - 1 |
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Autoria: |
MARRACCINI, P.; VINECKY, F.; ALVES, G. S. C.; RAMOS, H. J. O.; ELBELT, S.; VIEIRA, N. G.; CARNEIRO, F. A.; SUJII, P. S.; ALEKCEVETCH, J. C.; SILVA, V. A.; DaMATTA, F. M.; FERRÃO, M. A. G.; LEROY, T.; POT, D.; VIEIRA, L. G. E.; SILVA, F. R. da; ANDRADE, A. C. |
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Afiliação: |
Maria Amélia Gava Ferrão, Incaper/Embrapa Café. |
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Título: |
Differentially expressed genes and proteins upon drought acclimation in tolerant and sensitive genotypes of Coffea canephora. |
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Ano de publicação: |
2012 |
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Fonte/Imprenta: |
Journal of Experimental Botany, Oxford v. 63, n. 11, p. 4191-4212, 2012. |
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Idioma: |
Inglês |
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Conteúdo: |
The aim of this study was to investigate the molecular mechanisms underlying drought acclimation in coffee plants by the identification of candidate genes (CGs) using different approaches. The first approach used the data generated during the Brazilian Coffee expressed sequence tag (EST) project to select 13 CGs by an in silico analysis (electronic northern). The second approach was based on screening macroarrays spotted with plasmid DNA (coffee ESTs) with separate hybridizations using leaf cDNA probes from drought-tolerant and susceptible clones of Coffea canephora var. Conilon, grown under different water regimes. This allowed the isolation of seven additional CGs. The third approach used two-dimensional gel electrophoresis to identify proteins displaying differential accumulation in leaves of drought-tolerant and susceptible clones of C. canephora. Six of them were characterized by MALDI-TOF-MS/MS (matrix-assisted laser desorption-time of flight-tandem mass spectrometry) and the corresponding proteins were identified. Finally, additional CGs were selected from the literature, and quantitative real-time polymerase chain reaction (qPCR) was performed to analyse the expression of all identified CGs. Altogether, >40 genes presenting differential gene expression during drought acclimation were identified, some of them showing different expression profiles between drought-tolerant and susceptible clones. Based on the obtained results, it can be concluded that factors involved a complex network of responses probably involving the abscisic signalling pathway and nitric oxide are major molecular determinants that might explain the better efficiency in controlling stomata closure and transpiration displayed by drought-tolerant clones of C. canephora. MenosThe aim of this study was to investigate the molecular mechanisms underlying drought acclimation in coffee plants by the identification of candidate genes (CGs) using different approaches. The first approach used the data generated during the Brazilian Coffee expressed sequence tag (EST) project to select 13 CGs by an in silico analysis (electronic northern). The second approach was based on screening macroarrays spotted with plasmid DNA (coffee ESTs) with separate hybridizations using leaf cDNA probes from drought-tolerant and susceptible clones of Coffea canephora var. Conilon, grown under different water regimes. This allowed the isolation of seven additional CGs. The third approach used two-dimensional gel electrophoresis to identify proteins displaying differential accumulation in leaves of drought-tolerant and susceptible clones of C. canephora. Six of them were characterized by MALDI-TOF-MS/MS (matrix-assisted laser desorption-time of flight-tandem mass spectrometry) and the corresponding proteins were identified. Finally, additional CGs were selected from the literature, and quantitative real-time polymerase chain reaction (qPCR) was performed to analyse the expression of all identified CGs. Altogether, >40 genes presenting differential gene expression during drought acclimation were identified, some of them showing different expression profiles between drought-tolerant and susceptible clones. Based on the obtained results, it can be concluded that factors involved a... Mostrar Tudo |
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Palavras-Chave: |
Candidate gene; Coffea canephora; Differential expression; Drought acclimation; Genética; Proteomic; Proteômica; Real time PCR. |
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Thesagro: |
Café; Coffea canephora; Genetics. |
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Categoria do assunto: |
-- |
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Marc: |
LEADER 03034naa a2200445 a 4500
001 1004907
005 2015-01-13
008 2012 bl uuuu u00u1 u #d
100 1 $aMARRACCINI, P.
245 $aDifferentially expressed genes and proteins upon drought acclimation in tolerant and sensitive genotypes of Coffea canephora.$h[electronic resource]
260 $c2012
520 $aThe aim of this study was to investigate the molecular mechanisms underlying drought acclimation in coffee plants by the identification of candidate genes (CGs) using different approaches. The first approach used the data generated during the Brazilian Coffee expressed sequence tag (EST) project to select 13 CGs by an in silico analysis (electronic northern). The second approach was based on screening macroarrays spotted with plasmid DNA (coffee ESTs) with separate hybridizations using leaf cDNA probes from drought-tolerant and susceptible clones of Coffea canephora var. Conilon, grown under different water regimes. This allowed the isolation of seven additional CGs. The third approach used two-dimensional gel electrophoresis to identify proteins displaying differential accumulation in leaves of drought-tolerant and susceptible clones of C. canephora. Six of them were characterized by MALDI-TOF-MS/MS (matrix-assisted laser desorption-time of flight-tandem mass spectrometry) and the corresponding proteins were identified. Finally, additional CGs were selected from the literature, and quantitative real-time polymerase chain reaction (qPCR) was performed to analyse the expression of all identified CGs. Altogether, >40 genes presenting differential gene expression during drought acclimation were identified, some of them showing different expression profiles between drought-tolerant and susceptible clones. Based on the obtained results, it can be concluded that factors involved a complex network of responses probably involving the abscisic signalling pathway and nitric oxide are major molecular determinants that might explain the better efficiency in controlling stomata closure and transpiration displayed by drought-tolerant clones of C. canephora.
650 $aCafé
650 $aCoffea canephora
650 $aGenetics
653 $aCandidate gene
653 $aCoffea canephora
653 $aDifferential expression
653 $aDrought acclimation
653 $aGenética
653 $aProteomic
653 $aProteômica
653 $aReal time PCR
700 1 $aVINECKY, F.
700 1 $aALVES, G. S. C.
700 1 $aRAMOS, H. J. O.
700 1 $aELBELT, S.
700 1 $aVIEIRA, N. G.
700 1 $aCARNEIRO, F. A.
700 1 $aSUJII, P. S.
700 1 $aALEKCEVETCH, J. C.
700 1 $aSILVA, V. A.
700 1 $aDaMATTA, F. M.
700 1 $aFERRÃO, M. A. G.
700 1 $aLEROY, T.
700 1 $aPOT, D.
700 1 $aVIEIRA, L. G. E.
700 1 $aSILVA, F. R. da
700 1 $aANDRADE, A. C.
773 $tJournal of Experimental Botany, Oxford$gv. 63, n. 11, p. 4191-4212, 2012.
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Biblioteca Rui Tendinha (BRT) |
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