title: Further in vitro biological activity evaluation of amino-, thio- and ester-derivatives of avarol.
abstract: The acetylcholinesterase inhibitory and/or antitumour activities of amino-, thio- and ester-derivatives of avarol selected were evaluated for the first time at in vitro conditions. Avarol-3',4'-dithioglycol (1) and avarol-4'-(3)mercaptopropionic acid (3) were shown to be the best inhibitors of the enzyme tested (0.50 µg and IC50 0.05 mM and 0.50 µg and IC50 0.12 mM, respectively), while 4'-tryptamine-avarone (9) and avarol-3'-(3)mercaptopropionic acid (2) exhibited the highest cytotoxicity against the human breast T-47D cancer cell line (IC50 0.66 µg/mL and 1.25 µg/mL, respectively). According to experimental data obtained, the sesquiterpenoid hydroquinone structure of bioactive avarol derivatives may inspire development of new pharmacologically useful substances to be used in the treatment of Alzheimer's disease and/or human breast tumour.
authors.affiliation: National Research Council of Italy, Institute of Biomolecular Chemistry, CNR-ICB , Pozzuoli-Naples , Italy and.
authors.forename: Giuseppina
authors.initials: G
authors.lastname: Tommonaro
authors.forename: Boris
authors.initials: B
authors.lastname: Pejin
authors.forename: Carmine
authors.initials: C
authors.lastname: Iodice
authors.forename: Antonietta
authors.initials: A
authors.lastname: Tafuto
authors.forename: Salvatore
authors.initials: S
authors.lastname: De Rosa
mesh_terms: D000110:Acetylcholinesterase / Q000378:metabolism; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D002800:Cholinesterase Inhibitors; D012717:Sesquiterpenes; D000110:Acetylcholinesterase; C023663:avarol
keywords: Acetylcholinesterase inhibitory activity; Dysidea avara; antitumour activity; sesquiterpenoid hydroquinone derivatives