Total Synthesis of Spinosyn A. 2. Degradation Studies Involving the Pure Factor and Its Complete Reconstitution

1998 ◽  
Vol 120 (11) ◽  
pp. 2553-2562 ◽  
Author(s):  
Leo A. Paquette ◽  
Iván Collado ◽  
Mark Purdie
2018 ◽  
Vol 83 (13) ◽  
pp. 7180-7205 ◽  
Author(s):  
Hiromu Hattori ◽  
Elias Kaufmann ◽  
Hideki Miyatake-Ondozabal ◽  
Regina Berg ◽  
Karl Gademann

Author(s):  
Christian Lembacher-Fadum ◽  
Simon Gissing ◽  
Georg Pour ◽  
Rolf Breinbauer

AbstractEcteinascidin-743 (Trabectidin, Trabectedin®, Yondelis®) is a synthetically obtained pharmaceutical drug originally isolated from a marine tunicate. Trabectedin is used for the chemotherapy of soft-tissue sarcoma and ovarian cancer. The isoquinolinium metabolite ETM-204 has been found in biotransformation and degradation studies of Trabectedin. We report the first total synthesis of ETM-204 and its full spectroscopic characterization confirming the postulated structure. Central elements of the 12-step synthesis starting from 2-methyl-6-nitrophenol are a Cu-mediated conversion of an iodoarene to a phenol, a Skattebøl-formylation, and a modified Pomeranz–Fritsch cyclization to assemble the isoquinoline ring. The pH-dependence of its visual absorbance could be clarified. Graphic abstract


1982 ◽  
Vol 23 (52) ◽  
pp. 5471-5474
Author(s):  
G Pattenden
Keyword(s):  

Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
M Ishibashi ◽  
S Hanazawa ◽  
Y Uchino ◽  
X Li ◽  
MA Arai

Planta Medica ◽  
2013 ◽  
Vol 79 (10) ◽  
Author(s):  
M Albadry ◽  
Y Zou ◽  
Y Takahashi ◽  
A Waters ◽  
M Hossein ◽  
...  

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