Synthesis of 9-membered masked enediyne analogues possessing DNA intercalator and sugar moieties.
Syntheses of hybrid DNA cleaving molecules which have the 9-membered enediyne structure of kedarcidin with the DNA intercalator of NCS and/or the sugar moieties were accomplished. Introduction of the sugar moieties to the masked enediyne was achieved via S-alkylation of a bromoacetate derivative with a sugar-containing thiol without the need for protection of the sugar moiety.
Takahashi
T
T
Department of Chemical Engineering, Tokyo Institute of Technology, Japan.
Tanaka
H
H
Matsuda
A
A
Doi
T
T
Yamada
H
H
D000480:Alkynes / Q000138:chemical synthesis*; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D002241:Carbohydrates; D003516:Cycloparaffins / Q000138:chemical synthesis*; D053281:Enediynes; D007364:Intercalating Agents / Q000138:chemical synthesis*; D009281:Naphthalenes / Q000138:chemical synthesis*
D000480:Alkynes; D000903:Antibiotics, Antineoplastic; D002241:Carbohydrates; D003516:Cycloparaffins; D053281:Enediynes; D007364:Intercalating Agents; D009281:Naphthalenes; C080542:kedarcidin chromophore