RT journal article
T1 Discovery of Novel Phenolic Compounds from Eutypa lata Through OSMAC Approach: Structural Elucidation and Antibiotic Potential
A1 Cotán García, Ana
A1 Izquierdo-Bueno Reina, Inmaculada Concepción
A1 Ezzanad, Abdellah
A1 Martín, L.
A1 Delgado, M.
A1 González Collado, Isidro
A1 Pinedo Rivilla, Cristina
A2 BiomedicinaBiotecnología y Salud Pública
A2 Química Orgánica
K1 phytopathogen
K1 GTDs
K1 Eutypa
K1 toxins
K1 secondary metabolites
AB Among grapevine trunk diseases, Eutypa dieback, caused by the fungus Eutypalata, is one of the most critical ones, due to its widespread infection in vineyards and thelack of effective treatments. This fungus is a vascular pathogen that enters grapevinesthrough pruning wounds. The infection process is associated with phytotoxic metabolites produced by the fungus, and as such, the identification of new metabolites fromdifferent culture conditions and broths could provide valuable insights into the fungus’senzymatic system and help its control. For the purposes of this study, the OSMAC (onestrain, many compounds) approach was applied to investigate the secondary metabolismof E. lata strain 311 isolated from Vitis vinifera plants in Spain. A total of twenty metabolites were isolated, including five reported for the first time from E. lata and four thatare newly identified compounds in the literature: eulatagalactoside A, (R)-2-(4′-hydroxy3′-methylbut-1′-yn-1′-yl)-4-(hydroxymethyl)phenol, (S)-7-hydroxymethyl-3-methyl-2,3-dihydro-1-benzoxepin-3-ol, and (3aR,4S,5R,7aS)-4,5-dihydroxy-6-((R)-3′-methylbuta-1′,3′-dien-1′-ylidene)hexahydrobenzo[d][1,3]dioxol-2-one. These compounds were extractedfrom fermentation broths using silica gel column chromatography and high-performanceliquid chromatography (HPLC). Their structures were elucidated through extensive 1Dand 2D NMR spectroscopy, along with high-resolution electrospray ionization mass spectrometry (HRESIMS). Compounds were evaluated for phytotoxicity against Phaseolusvulgaris, with only eulatagalactoside A producing white spots after 48 h. Additionally, theantibacterial activity against Escherichia coli, Staphylococcus aureus, and Klebsiella pneumoniae ofselected compounds was tested. The compounds (R)-2-(4′-hydroxy-3′-methylbut-1′-yn-1′-yl)-4-(hydroxymethyl)phenol and (S)-7-(hydroxymethyl)-3-methyl-2,3-dihydrobenzo[b]oxepin-3-ol showed the most significant antimicrobial activity against Gram-positive bacteria, inhibitingS. aureus by over 75%, with IC50 values of 511.4 µg/mL and 617.9 µg/mL, respectively
PB MDPI
SN 1422-0067
YR 2025
FD 2025-06-16
LK http://hdl.handle.net/10498/38666
UL http://hdl.handle.net/10498/38666
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 06-nov-2026