Medicinal chemistry of Annonaceous acetogenins: design, synthesis, and biological evaluation of novel analogues.
Most Annonaceous acetogenins are characterized by between one and three THF ring(s) with one or two flanking hydroxyl group(s) in the center of a C32/34 fatty acid, and the terminal carboxylic acid is combined with a 2-propanol unit to form an alpha,beta-unsaturated gamma-lactone. While many studies have addressed the properties and synthesis of natural acetogenins due to their attractive biological activities and unique structural features, a number of analogues have also been described. This review covers the design, synthesis, and biological evaluation of acetogenin analogues.
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka, Japan. kojima@phs.osaka-u.ac.jp
Naoto
N
Kojima
Tetsuaki
T
Tanaka
D054378:Acetogenins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D002626:Chemistry, Pharmaceutical; D015195:Drug Design; D005663:Furans / Q000737:chemistry; D006801:Humans; D006838:Hydrocarbons / Q000737:chemistry; D007783:Lactones / Q000737:chemistry
D054378:Acetogenins; D005663:Furans; D006838:Hydrocarbons; D007783:Lactones