Convergent synthesis and biological activity of the WXYZA'B'C' ring system of maitotoxin.
The WXYZA'B'C' ring system ( 1) of maitotoxin (MTX) was synthesized in a convergent manner via successive coupling of the W, Z, and C' ring fragments through construction of the XY and A'B' ring systems. The synthetic segment 1 blocked the hemolytic activity elicited by MTX.
Oishi
Tohru
T
Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan. oishi@chem.sci.osaka-u.ac.jp
Hasegawa
Futoshi
F
Torikai
Kohei
K
Konoki
Keiichi
K
Matsumori
Nobuaki
N
Murata
Michio
M
D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical; D004912:Erythrocytes / Q000187:drug effects*; D006461:Hemolysis / Q000187:drug effects*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008387:Marine Toxins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008968:Molecular Conformation; D035964:Oxocins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000095702:Polyether Toxins
D008387:Marine Toxins; D035964:Oxocins; C020394:maitotoxin; D000095702:Polyether Toxins