Ophiobolin E and 8-epi-ophiobolin J produced by Drechslera gigantea, a potential mycoherbicide of weedy grasses.
Drechslera gigantea, a fungal pathogen isolated from large crabgrass (Digitaria sanguinalis) and proposed as a potential mycoherbicide of grass weeds, produces phytotoxic metabolites in liquid and solid cultures. Ophiobolin A and three minor ophiobolins i.e., 6-epi-ophiobolin A, 3-anhydro-6-epi-ophiobolin A and ophiobolin I were obtained from the liquid culture broths. Interestingly and unexpectedly, ophiobolins also appeared in cultures of this fungus and they were isolated together with the known ophiobolins B and J, and designed as ophiobolin E and 8-epi-ophiobolin J. They were characterized using essentially spectroscopic methods. It is noteworthy that D. gigantea produces such a plethora of bioactive organic substances. Some structure-activity relationship results are also discussed in this report.
Evidente
Antonio
A
Dipartimento di Scienze del Suolo della Pianta e dell'Ambiente, Università di Napoli Federico II, Via Università 100, 80055 Portici, Italy. evidente@unina.it
Andolfi
Anna
A
Cimmino
Alessio
A
Vurro
Maurizio
M
Fracchiolla
Mariano
M
Charudattan
Raghavan
R
Motta
Andrea
A
D001203:Ascomycota / Q000737:chemistry* / Q000378:metabolism; D031724:Bromus / Q000187:drug effects*; D006540:Herbicides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001467:Hordeum / Q000187:drug effects*; D013058:Mass Spectrometry; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D054830:Sesterterpenes; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
D006540:Herbicides; D010936:Plant Extracts; D054830:Sesterterpenes; D013729:Terpenes; C515732:ophiobolin E; C515733:ophiobolin J