Purpurinimide Carbohydrate Conjugates:  Effect of the Position of the Carbohydrate Moiety in Photosensitizing Efficacy

2007 ◽  
Vol 4 (3) ◽  
pp. 448-464 ◽  
Author(s):  
Suresh K. Pandey ◽  
Xiang Zheng ◽  
Janet Morgan ◽  
Joseph R. Missert ◽  
Ting-Hsiu Liu ◽  
...  
Keyword(s):  
2009 ◽  
Vol 344 (7) ◽  
pp. 856-868 ◽  
Author(s):  
Akihiko Koizumi ◽  
Noriyasu Hada ◽  
Asuka Kaburaki ◽  
Kimiaki Yamano ◽  
Frank Schweizer ◽  
...  

1969 ◽  
Vol 47 (1) ◽  
pp. 75-79 ◽  
Author(s):  
G. B. Howarth ◽  
D. G. Lance ◽  
W. A. Szarek ◽  
J. K. N. Jones

Addition of nitroethane to 1,2:3,4-di-O-isopropylidene-α-D-galacto-hexodialdo-1,5-pyranose (3) gave a mixture of β-nitro alcohols (4), which was acetylated to afford a mixture of β-nitro acetates (5). Dehydroacetylation of the latter gave cis- and trans-6,7,8-trideoxy-1,2:3,4-di-O-isopropylidene-7-C-nitro-α-D-galacto-oct-6-enose (6 and 7) in a ratio of about 6:1, respectively. Addition of ammonia to the cis-nitroolefin (6) gave rapidly a mixture of two stereoisomeric vic-nitroamines (8), which was acetylated to furnish a mixture of two 6-acetamido-6,7-dideoxy-7-C-nitro derivatives (9). The same products (9) were obtained by the action of ammonia in aqueous tetrahydrofuran upon the preponderant β-nitro acetate, followed by acetylation. Vinylation of the aldehyde 3 gave a mixture of allylic alcohols (10); the preponderant epimer was obtained pure in crystalline form. The various 8-carbon sugar derivatives are of interest as potential intermediates in the synthesis of the carbohydrate moiety in lincomycin.


Biochemistry ◽  
1970 ◽  
Vol 9 (1) ◽  
pp. 25-32 ◽  
Author(s):  
Yoko Yasuda ◽  
Noriko Takahashi ◽  
Takashi Murachi

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