title: Lentisone, a new phytotoxic anthraquinone produced by Ascochyta lentis, the causal agent of Ascochyta blight in Lens culinaris.
abstract: An aggressive isolate of Ascochyta lentis obtained from lentil (Lens culinaris L.) produced various metabolites in vitro. The metabolites were isolated from the culture filtrates and characterized by spectroscopic, chemical, and optical methods. A new phytotoxic anthraquinone, named lentisone, was isolated and characterized as (1S*,2S*,3S*)-1,2,3,8-tetrahydroxy-1,2,3,4-tetrahydro-6-methylanthraquinone together with the well-known pachybasin (1-hydroxy-3-methylanthraquinone), tyrosol, and pseurotin A. Lentisone, tyrosol, and pseurotin A were phytotoxic to lentil, with lentisone the most toxic of all. The toxicity of these compounds is light-dependent. Finally, lentisone was also found to be phytotoxic to chickpea, pea, and faba bean, with toxicity in the latter higher than in any other tested legume, including lentil.
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte Sant'Angelo, Napoli, Italy.
authors.forename: Anna
authors.initials: A
authors.lastname: Andolfi
authors.forename: Alessio
authors.initials: A
authors.lastname: Cimmino
authors.forename: Angel M
authors.initials: AM
authors.lastname: Villegas-Fernández
authors.forename: Angela
authors.initials: A
authors.lastname: Tuzi
authors.forename: Antonello
authors.initials: A
authors.lastname: Santini
authors.forename: Dominique
authors.initials: D
authors.lastname: Melck
authors.forename: Diego
authors.initials: D
authors.lastname: Rubiales
authors.forename: Antonio
authors.initials: A
authors.lastname: Evidente
mesh_terms: D000880:Anthraquinones / Q000737:chemistry / Q000378:metabolism* / Q000633:toxicity*; D001203:Ascomycota / Q000737:chemistry / Q000378:metabolism*; D027806:Lens Plant / Q000187:drug effects* / Q000382:microbiology*; D015394:Molecular Structure; D009183:Mycotoxins / Q000737:chemistry / Q000378:metabolism* / Q000633:toxicity*; D010935:Plant Diseases / Q000382:microbiology*
chemical_list: D000880:Anthraquinones; D009183:Mycotoxins