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.
Chavez, M. I., Soto, M., Cimino, F. A., Olea, A. F., Espinoza, L., Díaz, K., & Taborga, L. (2018). In vitro antifungal activity of new and known geranylated phenols against Phytophthora cinnamomi rands. International Journal of Molecular Sciences, 19(6). https://doi.org/10.3390/ijms19061601