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IJMS, Vol. 19, Pages 1601: In Vitro Antifungal Activity of New and Known Geranylated Phenols against Phytophthora cinnamomi Rands

IJMS, Vol. 19, Pages 1601: In Vitro Antifungal Activity of New and Known Geranylated Phenols against Phytophthora cinnamomi Rands

International Journal of Molecular Sciences doi: 10.3390/ijms19061601

Authors: María I. Chavez Mauricio Soto Franco A. Cimino Andrés F. Olea Luis Espinoza Katy Díaz Lautaro Taborga

A series of new and known geranylated phenol/methoxyphenol derivatives has been tested in vitro as inhibitor agents of mycelial growth of Phytophthora cinnamomi. The activity of tested compounds is correlated with the nature, number, and position of the substituent group on the aromatic ring. Results indicate that the most active geranylated derivatives are those having two hydroxyl groups (or one –OH and one –OCH3) attached to the aromatic ring. Interestingly, these derivatives are as active as Metalaxil®, a commonly used commercial fungicide. Thus, our results suggest that some of these compounds might be of agricultural interest due to their potential use as fungicides against P. cinnamomi. The effect of structure on fungicide activity is discussed in terms of electronic distribution on both the aromatic ring and side geranyl chain. All tested compounds have been synthesized by direct coupling of geraniol and the respective phenol. Interestingly, new digeranylated derivatives were obtained by increasing the reaction time.

Authors:   Chavez, María I.; Soto, Mauricio ; Cimino, Franco A.; Olea, Andrés F.; Espinoza, Luis ; Díaz, Katy ; Taborga, Lautaro
Journal:   International Journal of Molecular Sciences
Volume:   19
edition:   6
Year:   2018
Pages:   1601
DOI:   10.3390/ijms19061601
Publication date:   29-May-2018
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