A Synthetic Route to Epoxyalkyl β-Laminaribiosides, Especially Suitable for Radiolabeling

1994 ◽  
Vol 47 (9) ◽  
pp. 1805 ◽  
Author(s):  
WM Best ◽  
RV Stick ◽  
DMG Tilbrook

The major products in the controlled benzylation (NaH/PhCH2Cl) of allyl and but-3-enyl β-D-glucopyranosides were the 2,4,6-tri-O-benzyl ethers. Subsequent glycosidations of these tribenzyl ethers gave derivatives of allyl and but-3-enyl β- laminaribioside, the latter being subsequently transformed into 3,4-epoxybutyl β- laminaribioside.

2019 ◽  
Vol 15 ◽  
pp. 2524-2533 ◽  
Author(s):  
Shital K Chattopadhyay ◽  
Subhankar Ghosh ◽  
Sarita Sarkar ◽  
Kakali Bhadra

An alternate synthetic route to the important anticancer drug suberoylanilide hydroxamic acid (SAHA) from its α,ß-didehydro derivative is described. The didehydro derivative is obtained through a cross metathesis reaction between a suitable terminal alkene and N-benzyloxyacrylamide. Some of the didehydro derivatives of SAHA were preliminarily evaluated for anticancer activity towards HeLa cells. The administration of the analogues caused a significant decrease in the proliferation of HeLa cells. Furthermore, one of the analogues showed a maximum cytotoxicity with a minimum GI50 value of 2.5 µg/mL and the generation of reactive oxygen species (ROS) as some apoptotic features.


ChemInform ◽  
2011 ◽  
Vol 42 (17) ◽  
pp. no-no
Author(s):  
Andrei V. Bogdanov ◽  
Vladimir F. Mironov ◽  
Lenar I. Musin ◽  
Rashid Z. Musin ◽  
Dmitry B. Krivolapov ◽  
...  

2013 ◽  
Vol 9 ◽  
pp. 1517-1525 ◽  
Author(s):  
Marta K Kurpet ◽  
Aleksandra Dąbrowska ◽  
Małgorzata M Jarosz ◽  
Katarzyna Kajewska-Kania ◽  
Nikodem Kuźnik ◽  
...  

A method for the synthesis of N-aryl-C-nitroazoles is presented. A coupling reaction between variously substituted arylboronic acids and 3(5)-nitro-1H-pyrazole catalyzed by copper salt has been carried out in methanol in the presence of sodium hydroxide to afford the desired N-aryl-C-nitroazoles in good yields. This synthetic route has also been successfully applied to obtain N-phenyl derivatives of 4-nitropyrazole, 2-nitroimidazole, 4(5)-nitroimidazole and 3-nitro-1,2,4-triazole.


Molecules ◽  
2010 ◽  
Vol 15 (7) ◽  
pp. 4961-4983 ◽  
Author(s):  
William L. Scott ◽  
Ziniu Zhou ◽  
Paweł Zajdel ◽  
Maciej Pawłowski ◽  
Martin J. O’Donnell

2007 ◽  
Vol 48 (49) ◽  
pp. 8587-8589 ◽  
Author(s):  
Benoit Bachand ◽  
Mohamed Atfani ◽  
Bita Samim ◽  
Sophie Lévesque ◽  
Daniel Simard ◽  
...  

2013 ◽  
Vol 830 ◽  
pp. 151-154 ◽  
Author(s):  
Yue Hai You ◽  
Shan Shan Gong ◽  
Qi Sun

Derivatives of 3β-amino-5-cholestene are of substantial interest to chemical biologists and have potential medicinal value. A novel and practical method for the preparation of 3β-amino-5-cholestene from inexpensive cholesterol has been developed. To synthesize the epicholesterol intermediate, the KO2 method reported by Corey and coworkers was applied in this synthetic route and solved the problems of the known synthetic route involving epicholesterol intermediate.


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