Rational design and synthesis of ansa-adenosines as potential antitumor agents.
Synthesis of benzoquinone ansa-adenosines, which are rationally designed as Hsp90 inhibitors by extracting and fusing a natural substrate, ATP, and a natural product, geldanamycin, was described. This simpler scaffold design provides practical synthesis of a set of analogs and demonstrates synthetic innovation.
Muranaka
Kazuhiro
K
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Ichikawa
Satoshi
S
Matsuda
Akira
A
D000241:Adenosine / Q000031:analogs & derivatives*; D000255:Adenosine Triphosphate / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D016227:Benzoquinones / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D018841:HSP90 Heat-Shock Proteins / Q000037:antagonists & inhibitors / Q000737:chemistry; D047029:Lactams, Macrocyclic / Q000737:chemistry
D000970:Antineoplastic Agents; D016227:Benzoquinones; D018841:HSP90 Heat-Shock Proteins; D047029:Lactams, Macrocyclic; D000255:Adenosine Triphosphate; D000241:Adenosine; C001277:geldanamycin