@misc{10498/26508,
year = {2021},
month = {12},
url = {http://hdl.handle.net/10498/26508},
abstract = {Clovane and isocaryolane derivatives have been proven to show several levels of activity against the phytopathogenic fungus Botrytis cinerea. Both classes of sesquiterpenes are reminiscent of biosynthetic intermediates of botrydial, a virulence factor of B. cinerea. Further development of both classes of antifungal agent requires exploration of the structure-activity relationships for the antifungal effects on B. cinerea and phytotoxic effects on a model crop. In this paper, we report on the preparation of a series of alkoxy-clovane and -isocaryolane derivatives, some of them described here for the first time (2b, 2d, 2f-2h, and 4c-4e); the evaluation of their antifungal properties against B. cinerea, and their phytotoxic activites on the germination of seeds and the growth of radicles and shoots of Lactuca sativa (lettuce). Both classes of compound show a correlation of antifungal activity with the nature of side chains, with the best activity against B. cinerea for 2d, 2h, 4c and 4d. In general terms, while 2-alkoxyclovan-9-ols (2a-2e) exert a general phytotoxic effect, this is not the case for 2-arylalkoxyclovan-9-ols (2f-2i) and 8-alkoxyisocaryolan-9-ols (4a-4d), where stimulating effects would make them suitable candidates for application to plants.},
organization = {This research was supported by a grant from Ministerio de Ciencia, Innovacion y Universidades (RTI2018-097356-B-C21, MCIU/AEI/FEDER, EU). A.d.A.P.B., G.G.d.S. and J.A.T. thank Coordenacao de Aperfeicoamento de Pessoal de nivel superior (CAPES, Brazil) for research fellowships (CAPES-DGU 197/09).},
publisher = {MDPI},
keywords = {Botrytis cinerea},
keywords = {antifungal},
keywords = {phytotoxic activity},
keywords = {clovane},
keywords = {isocaryolane},
keywords = {Lactuca sativa},
title = {Synthesis, Fungitoxic Activity against Botrytis cinerea and Phytotoxicity of Alkoxyclovanols and Alkoxyisocaryolanols},
doi = {10.3390/jof7121079},
author = {Almeida Pinto Bracarense, Adriana de and Ascari, Jociani and Gontijo de Souza, Giovanni and Silva Oliveira, Thays and Ruano González, Antonio and Pinto, Ana A. and Diamantino Boaventura, Maria Amélia and Aparecida Takahashi, Jacqueline and González Collado, Isidro and Durán Patrón, Rosa María and Macías Sánchez, Antonio José},
}