RT journal article
T1 Synthesis, Fungitoxic Activity against Botrytis cinerea and Phytotoxicity of Alkoxyclovanols and Alkoxyisocaryolanols
A1 Almeida Pinto Bracarense, Adriana de
A1 Ascari, Jociani
A1 Gontijo de Souza, Giovanni
A1 Silva Oliveira, Thays
A1 Ruano González, Antonio
A1 Pinto, Ana A.
A1 Diamantino Boaventura, Maria Amélia
A1 Aparecida Takahashi, Jacqueline
A1 González Collado, Isidro
A1 Durán Patrón, Rosa María
A1 Macías Sánchez, Antonio José
A2 Química Orgánica
K1 Botrytis cinerea
K1 antifungal
K1 phytotoxic activity
K1 clovane
K1 isocaryolane
K1 Lactuca sativa
AB 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.
PB MDPI
SN 2309-608X
YR 2021
FD 2021-12
LK http://hdl.handle.net/10498/26508
UL http://hdl.handle.net/10498/26508
LA eng
NO 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).
DS Repositorio Institucional de la Universidad de Cádiz
RD 12-nov-2026