Total synthesis of melleumins A and B and their analogs: Determination of stereochemistry and Wnt signal inhibitory activity

Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
M Ishibashi ◽  
S Hanazawa ◽  
Y Uchino ◽  
X Li ◽  
MA Arai
2019 ◽  
Author(s):  
Timothy Newhouse ◽  
Alexander Schuppe ◽  
Yizhou Zhao ◽  
Yannan Liu

We report the first total synthesis of (+)-granatumine A, a limonoid alkaloid with PTP-1B inhibitory activity, in 10 steps. Over the course of this study, two key methodological advances were made: a cost effective procedure for ketone alpha,beta-dehydrogenation using allyl-Pd catalysis, and a Pd-catalyzed protocol to convert epoxyketones to 1,3-diketones. The central tetrasubstituted pyridine is formed by a convergent Knoevenagel condensation and carbonyl-selective electrocyclization cascade, which was followed by a direct transformation of a 2<i>H</i>-pyran to a pyridine. These studies have led to the structural revision of two members of this family.


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...  

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1995 ◽  
Vol 48 (1) ◽  
pp. 87-88 ◽  
Author(s):  
KAZUHIKO TAMAKI ◽  
AKI MATSUBARA ◽  
KAZUHIKO TANZAWA ◽  
YUKIO SUGIMURA

2015 ◽  
Vol 25 (14) ◽  
pp. 2735-2738 ◽  
Author(s):  
Takumi Shono ◽  
Naoki Ishikawa ◽  
Kazufumi Toume ◽  
Midori A. Arai ◽  
Firoj Ahmed ◽  
...  

2001 ◽  
Vol 42 (36) ◽  
pp. 6307-6309 ◽  
Author(s):  
Yoshiki Morimoto ◽  
Toshiyuki Iwai ◽  
Takamasa Kinoshita

2003 ◽  
Vol 44 (34) ◽  
pp. 6441-6444 ◽  
Author(s):  
Tohru Nagamitsu ◽  
Daisuke Takano ◽  
Kazuro Shiomi ◽  
Hideaki Ui ◽  
Yuichi Yamaguchi ◽  
...  

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