title: 4-Phenylphenalenones as a template for new photodynamic compounds against Mycosphaerella fijiensis.
abstract: BACKGROUND
  Evaluation of 4-phenylphenalenones and structural analogues against the fungal pathogen Mycosphaerella fijiensis (causal agent of black sigatoka disease in bananas) under light-controlled conditions uncovered some key structural features for the design of photodynamic compounds.
  
  
  RESULTS
  Structure-activity relationship analysis revealed the importance of a chromophoric aryl-ketone and a steroidomimetic structural motif in the activity of the assayed compounds. The results pointed to 1,2-dihydro-3H-naphtho[2',1':3,4]cyclohepta[1,2-b]furan-3-one, which displayed an activity in the range of propiconazole but with photodynamic behaviour.
  
  
  CONCLUSIONS
  The present work demonstrates that 1,2-dihydro-3H-naphtho[2',1':3,4]cyclohepta[1,2-b]heterocyclic-3-one derivatives can be used as potential lead compounds for the development of fungicides, relying on a dual mode of action. © 2015 Society of Chemical Industry.
authors.affiliation: Max-Planck Institut für Chemische Ökologie, Jena, Germany.
authors.forename: William
authors.initials: W
authors.lastname: Hidalgo
authors.affiliation: Instituto de Química-Universidad de Antioquia, Medellín, Colombia.
authors.forename: Marisol
authors.initials: M
authors.lastname: Cano
authors.affiliation: Instituto de Química-Universidad de Antioquia, Medellín, Colombia.
authors.forename: Manuela
authors.initials: M
authors.lastname: Arbelaez
authors.affiliation: Instituto de Matemáticas-Universidad de Antioquia, Medellín, Colombia.
authors.forename: Edwin
authors.initials: E
authors.lastname: Zarrazola
authors.affiliation: Universidad Nacional de Colombia sede Medellín, Autopista Norte, Medellín, Colombia.
authors.forename: Jesús
authors.initials: J
authors.lastname: Gil
authors.affiliation: Max-Planck Institut für Chemische Ökologie, Jena, Germany.
authors.forename: Bernd
authors.initials: B
authors.lastname: Schneider
authors.affiliation: Instituto de Química-Universidad de Antioquia, Medellín, Colombia.
authors.forename: Felipe
authors.initials: F
authors.lastname: Otálvaro
mesh_terms: D001203:Ascomycota / Q000187:drug effects* / Q000528:radiation effects*; D005659:Fungicides, Industrial / Q000494:pharmacology*; D008027:Light; D043803:Phenalenes / Q000494:pharmacology*; D010778:Photochemotherapy; D013329:Structure-Activity Relationship
chemical_list: D005659:Fungicides, Industrial; D043803:Phenalenes
keywords: 4-phenylphenalenones; Mycosphaerella fijiensis; photodynamic activity; structure-activity relationship