scholarly journals Cytotoxic Polyketides from the Marine Sponge Discodermia calyx

ChemInform ◽  
2007 ◽  
Vol 38 (45) ◽  
Author(s):  
Pramod B. Shinde ◽  
Tayyab A. Mansoor ◽  
Xuan Luo ◽  
Jongki Hong ◽  
Chong-O. Lee ◽  
...  
2013 ◽  
Vol 54 (1) ◽  
pp. 114-116 ◽  
Author(s):  
Miki Kimura ◽  
Toshiyuki Wakimoto ◽  
Ikuro Abe

Tetrahedron ◽  
1991 ◽  
Vol 47 (18-19) ◽  
pp. 2999-3006 ◽  
Author(s):  
Shigeki Matsunaga ◽  
Hirota Fujiki ◽  
Daisuke Sakata ◽  
Nobuhiro Fusetani

1997 ◽  
Vol 38 (21) ◽  
pp. 3763-3764 ◽  
Author(s):  
Shigeki Matsunaga ◽  
Toshiyuki Wakimoto ◽  
Nobuhiro Fusetani ◽  
Masami Suganuma

2012 ◽  
Vol 75 (2) ◽  
pp. 290-294 ◽  
Author(s):  
Miki Kimura ◽  
Toshiyuki Wakimoto ◽  
Yoko Egami ◽  
Karen Co Tan ◽  
Yuji Ise ◽  
...  

2012 ◽  
Vol 8 (9) ◽  
pp. 2334 ◽  
Author(s):  
Rui He ◽  
Toshiyuki Wakimoto ◽  
Yuya Takeshige ◽  
Yoko Egami ◽  
Hiromichi Kenmoku ◽  
...  

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 285-295
Author(s):  
Olga Konstantinova ◽  
Ari Koskinen

Calyculins are a class of highly cytotoxic metabolites originally isolated from the marine sponge Discodermia calyx. To date, a total of twelve different calyculins (A–J) and calyculinamides (A, B and F) have been described, the most abundant (in D. calyx) being calyculins A and C. Herein, we demonstrate a concise route to access the C1–C12 tetraene fragment of calyculin C using transition-metal-catalyzed coupling reactions (Suzuki–Miyaura, Stille, Negishi and Heck) for the key connections. The synthesis starts from propionaldehyde and proceeds in 10 steps with 7.5% overall yield. We also describe an efficient route for the preparation of (Z)-3-iodobut-2-enenitrile in four steps and 68% yield.


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