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Synthesis and in Vitro antifungal activity against Botrytis cinerea of geranylated phenols and their phenyl acetate derivatives
dc.contributor.author | Chávez M.I. | |
dc.contributor.author | Soto M. | |
dc.contributor.author | Taborga L. | |
dc.contributor.author | Díaz K. | |
dc.contributor.author | Olea A.F. | |
dc.contributor.author | Bay C. | |
dc.contributor.author | Peña-Cortés H. | |
dc.contributor.author | Espinoza L. | |
dc.date.accessioned | 2020-09-02T22:14:52Z | |
dc.date.available | 2020-09-02T22:14:52Z | |
dc.date.issued | 2015 | |
dc.identifier | 10.3390/ijms160819130 | |
dc.identifier.citation | 16, 8, 19130-19152 | |
dc.identifier.issn | 16616596 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12728/4021 | |
dc.description | The inhibitory effects on the mycelial growth of plant pathogen Botritys cinérea have been evaluated for a series of geranylphenols substituted with one, two and three methoxy groups in the aromatic ring. The results show that the antifungal activity depends on the structure of the geranylphenols, increasing from 40% to 90% by increasing the number of methoxy groups. On the other hand, the acetylation of the -OH group induces a change of activity that depends on the number of methoxy groups. The biological activity of digeranyl derivatives is lower than that exhibited by the respective monogeranyl compound. All tested geranylphenols have been synthesized by direct coupling of geraniol and the respective phenol. The effect of solvent on yields and product distribution is discussed. For monomethoxyphenols the reaction gives better yields when acetonitrile is used as a solvent and AgNO3 is used as a secondary catalyst. However, for di- and trimethoxyphenols the reaction proceeds only in dioxane. © 2015 by the authors; licensee MDPI, Basel, Switzerland. | |
dc.language.iso | en | |
dc.publisher | MDPI AG | |
dc.subject | Antifungal activity | |
dc.subject | Botrytis cinerea | |
dc.subject | Geranylphenols | |
dc.subject | Green chemistry | |
dc.subject | Synthesis | |
dc.subject | 2 (3,7 dimethylocta 2,6 dienyl) 4 methoxyphenol | |
dc.subject | 2 (3,7 dimethylocta 2,6 dienyl) 4 methoxyphenyl acetate | |
dc.subject | 2 (3,7 dimethylocta 2,6 dienyl) 4,5 dimethoxyphenol | |
dc.subject | 2 (3,7 dimethylocta 2,6 dienyl) 4,5 dimethoxyphenyl acetate | |
dc.subject | 2 (3,7 dimethylocta 2,6 dienyl) 6 methoxyphenyl acetate | |
dc.subject | 3 (3,7 dimethylocta 2,6 dien 1 yl) 2,4,6 trimethoxyphenol | |
dc.subject | 3 (3,7 dimethylocta 2,6 dienyl) 2,4,6 trimethoxyphenyl acetate | |
dc.subject | 3,5 bis(3,7 dimethylocta 2,6 dien 1 yl) 2,4,6 trimethoxyphenol | |
dc.subject | 5 (3,7 dimethylocta 2,6 dienyl) 2,4 dimethoxyphenol | |
dc.subject | captan | |
dc.subject | geraniol | |
dc.subject | guaiacol | |
dc.subject | phenylacetic acid derivative | |
dc.subject | phloroglucinol | |
dc.subject | unclassified drug | |
dc.subject | acetic acid derivative | |
dc.subject | fungicide | |
dc.subject | geraniol | |
dc.subject | phenol derivative | |
dc.subject | phenyl acetate | |
dc.subject | terpene | |
dc.subject | acetylation | |
dc.subject | antifungal activity | |
dc.subject | Article | |
dc.subject | Botrytis cinerea | |
dc.subject | catalyst | |
dc.subject | controlled study | |
dc.subject | growth inhibition | |
dc.subject | mycelial growth | |
dc.subject | nonhuman | |
dc.subject | proton nuclear magnetic resonance | |
dc.subject | thin layer chromatography | |
dc.subject | Botrytis | |
dc.subject | chemistry | |
dc.subject | drug effects | |
dc.subject | green chemistry | |
dc.subject | growth, development and aging | |
dc.subject | mycelium | |
dc.subject | synthesis | |
dc.subject | Botryotinia fuckeliana | |
dc.subject | Acetates | |
dc.subject | Botrytis | |
dc.subject | Fungicides, Industrial | |
dc.subject | Green Chemistry Technology | |
dc.subject | Mycelium | |
dc.subject | Phenols | |
dc.subject | Terpenes | |
dc.title | Synthesis and in Vitro antifungal activity against Botrytis cinerea of geranylated phenols and their phenyl acetate derivatives | |
dc.type | Article |