Medicinal Chemistry of Annonaceous Acetogenins: Design, Synthesis, and Biological Evaluation of Novel Analogues

被引:73
|
作者
Kojima, Naoto [1 ]
Tanaka, Tetsuaki [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka, Japan
关键词
Annonaceous acetogenins; antitumor activity; analogues; structure-activity relationship; polyketides; MITOCHONDRIAL COMPLEX-I; NADH-UBIQUINONE OXIDOREDUCTASE; DELTA-LAC-ACETOGENINS; BIS-TETRAHYDROFURANIC ACETOGENINS; REMARKABLE SELECTIVE CYTOTOXICITY; ESSENTIAL STRUCTURAL FACTORS; GROWTH-INHIBITORY-ACTIVITY; POTENT ANTITUMOR-ACTIVITY; NATURAL-PRODUCT HYBRIDS; 1ST TOTAL-SYNTHESIS;
D O I
10.3390/molecules14093621
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
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页码:3621 / 3661
页数:41
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