RT journal article
T1 (+)-epi-Epoformin, a Phytotoxic Fungal Cyclohexenepoxide: Structure Activity Relationships
A1 Cala Peralta, Antonio
A1 Masi, Marco
A1 Cimmino, Alessio
A1 González Molinillo, José María
A1 Macías Domínguez, Francisco Antonio
A1 Evidente, Antonio
A2 Química Orgánica
K1 Diplodia quercivora
K1 oak
K1 epi-epoformin
K1 cyclohexeneoxide
K1 etiolated wheat coleoptile bioassay
K1 phytotoxicity
K1 allelopathy
K1 SAR
AB (+)-epi-Epoformin (1), is a fungal cyclohexene epoxide isolated together with diplopimarane and sphaeropsidins A and C, a nor-ent-pimarane and two pimaranes, from the culture filtrates of Diplodia quercivora, a fungal pathogen for cork oak in Sardinia, Italy. Compound 1 possesses a plethora of biological activities, including antifungal, zootoxic and phytotoxic activity. The last activity and the peculiar structural feature of 1 suggested to carry out a structure activity relationship study, preparing eight key hemisynthetic derivatives and the phytotoxicity was assayed. The complete spectroscopic characterization and the activity in the etiolated wheat coleoptile bioassay of all the compounds is reported. Most of the compounds inhibited growth and some of them had comparable or higher activity than the natural product and the reference herbicide Logran. As regards the structure-activity relationship, the carbonyl proved to be essential for their activity of 1, as well as the conjugated double bond, while the epoxide could be altered with no significant loss.
PB MDPI
SN 1420-3049
YR 2018
FD 2018-06-25
LK http://hdl.handle.net/10498/35659
UL http://hdl.handle.net/10498/35659
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 07-nov-2026