Open-chain carbocyclic analogs of adenosine with dihalovinyl unit as potential inhibitors of S-adenosyl-L-homocysteine hydrolase

E Lewandowska, J Lalama, CS Yuan…

文献索引：Lewandowska, Elzbieta; Lalama, Jennifer; Yuan, Chong-Sheng; Wnuk, Stanislaw F. Nucleosides, Nucleotides and Nucleic Acids, 2003 , vol. 22, # 9 p. 1747 - 1755

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摘要

Abstract Vinylogously extended deoxyeritadenine derivatives were synthesized as acyclic/carbocyclic analogues of the 6′-halo (homovinyl) adenosines, which are known to be potent inhibitors of S-adenosyl-l-homocysteine hydrolase. Swern oxidation of 9-[3-(t- butyldimethylsilyloxy)-4-hydroxybutyl] adenine (4) followed by Wittig olefination and desilylation gave access to ethyl 6-(adenin-9-yl)-4-hydroxy-2 (E)-hexenoate (7) and 5-( ...