title: A new synthesis of 4'-resveratrol esters and evaluation of the potential for anti-depressant activity.
abstract: The 4'-ester analog of the disease preventative resveratrol 1 (RV), 4'-acetyl-RV 2 along with 4'-pivaloate 13 and benzoate 14 RV were synthesized. The previously developed palladium catalyzed decarbonylative Heck coupling was used to assemble the stilbene core together with 3,5-dibenzyl protected phenol intermediates that allowed for efficient coupling and deprotection using boron trifluoride etherate. Studies with Long-Evans rats were performed to establish safety, toxicity, and behavioral parameters. In addition, the Porsalt forced-swim test was used to demonstrate anti-depressant activity.
authors.affiliation: Department of Chemistry, Brigham Young University, Provo, UT 84602, USA.
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Acerson
authors.forename: Kimberly M
authors.initials: KM
authors.lastname: Fabick
authors.forename: Yong
authors.initials: Y
authors.lastname: Wong
authors.forename: Crystal
authors.initials: C
authors.lastname: Blake
authors.forename: Edwin D
authors.initials: ED
authors.lastname: Lephart
authors.forename: Merritt B
authors.initials: MB
authors.lastname: Andrus
mesh_terms: D000818:Animals; D000928:Antidepressive Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001522:Behavior, Animal / Q000187:drug effects*; D003863:Depression / Q000188:drug therapy*; D004305:Dose-Response Relationship, Drug; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005260:Female; D015394:Molecular Structure; D051381:Rats; D020318:Rats, Long-Evans; D013267:Stilbenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013550:Swimming
chemical_list: D000928:Antidepressive Agents; D004952:Esters; D013267:Stilbenes