691012-84-7Relevant academic research and scientific papers
Total synthesis of the maduropeptin chromophore aglycon
Komano, Kazuo,Shimamura, Satoshi,Inoue, Masayuki,Hirama, Masahiro
, p. 14184 - 14186 (2007)
Maduropeptin consists of a 1:1 complex of a carrier protein and a chromophore. The maduropeptin chromophore exhibits potent antitumor and antibacterial activities by means of a mechanism distinct from that of structurally related natural enediynes. The ni
Convergent approach to the maduropeptin chromophore: Aryl ether formation of (R)-3-aryl-3-hydroxypropanamide and cyclization of macrolactam
Kato, Nobuki,Shimamura, Satoshi,Khan, Safraz,Takeda, Fumiyo,Kikai, Yoko,Hirama, Masahiro
, p. 3161 - 3172 (2007/10/03)
Efficient enantioselective syntheses of the functionalized phenol and diethynylcyclopentene moiety of the maduropeptin chromophore were achieved. Their CsF-mediated coupling yielded a sterically congested aryl propargyl ether. The subsequent intramolecular Sonogashira coupling reaction between the vinyl iodide and diethynyl groups occurred at the appropriate position to yield a macrolactam, which was accompanied by Pd-mediated enyne-yne benzannulation.
