title: 6-Substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives in a new approach of the treatment of cancer cell invasion and metastasis.
abstract: Novel 6-substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid derivatives were synthesized and their potency in reducing the invasive behaviour of HT 1080 fibrosarcoma cells was evaluated. Structure-activity relationships were deduced from biological results and will be used in further design of new active compounds. In particular, the acetoxymethyl substituent found at the 6-position of previously described active compounds can be replaced by an acetamidomethyl substituent without loss of potency; while the presence of an aryl ester function at the 3-position was preferred to a thioester or an amide function to induce marked biological activity. This work confirms the interest of aryl esters of 6-substituted coumarin-3-carboxylic acids as potential new anti-cancer agents.
authors.affiliation: Drug Research Center, Laboratoire de Chimie Pharmaceutique, Université de Liège, 1 Avenue de l'Hôpital, tour 4 (+5), Sart-Tilman, B-4000 Liège, Belgium.
authors.forename: Isabelle
authors.initials: I
authors.lastname: Kempen
authors.forename: Marc
authors.initials: M
authors.lastname: Hemmer
authors.forename: Stéphane
authors.initials: S
authors.lastname: Counerotte
authors.forename: Lionel
authors.initials: L
authors.lastname: Pochet
authors.forename: Pascal
authors.initials: P
authors.lastname: de Tullio
authors.forename: Jean-Michel
authors.initials: JM
authors.lastname: Foidart
authors.forename: Silvia
authors.initials: S
authors.lastname: Blacher
authors.forename: Agnès
authors.initials: A
authors.lastname: Noël
authors.forename: Francis
authors.initials: F
authors.lastname: Frankenne
authors.forename: Bernard
authors.initials: B
authors.lastname: Pirotte
mesh_terms: D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D009361:Neoplasm Invasiveness; D009362:Neoplasm Metastasis / Q000188:drug therapy*; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured
chemical_list: D002264:Carboxylic Acids; D003374:Coumarins