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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 19, Number 2
JKCSEZ 19(2)
April 20, 1975 

 
Title
Synthesis of 1-(4'-Thio-α,β-D-ribofuransyl)-5-halogeno Uracils (I)

5-할로겐 치환 uracil 들의 4-Thiosugar Nucleosides의 합성 (제1보)
Author
Jack C. Kim, Euk-suck Lee, Chang-bae Kim, Miroslav Bobek, Roy L. Whistlee

김정균, 이억석, 김창배, 보벡크, 윗슬러
Keywords
Abstract
와 5-iodo-pyrimidine nucleoside 의 4'-thio 유도체들은 2,3,5-tri-O-aceytl-4-thio-D-ribofuranosyl chloride 와 5-halogeno-2,4-bis(trimethylsiloxy)pyrimidine의 chloromercury 유도체를 축합시킨후 보호작용기를 제거함으로써 합성하였다. 4'-Thio 유도체들의 생물학적 활성도는 예비시험에서는 이에 대응하는 4'-oxygen 유도체들과 큰 차이가 나지 않지만 4'-thio유도체가 비교적 더높은 활성을 가진다는 사실은 흥미로운 일이며 앞으로 생화학적인 고찰을 계속하는 것은 가치있는 일임을 보여주고 있다.

The 4'-thio analogs of the 5-bromo-and 5-iodo-pyrimidine nucleosides were prepared by condensation of 2,3,5-tri-O-acetyl-4-thio-α,β-D-ribofuranosyl chloride with the chloromercury derivatives of 5-halogeno-2,4-bis(trimethylsiloxy)pyrimidine, followed by the removal of the protecting groups. Although the biological activities of the 4'-thio derivatives are not greatly different from the corresponding 4'-oxygen analogs in this preliminary test, the fact that the 4'-thio analogs have comparableihigh activities, is of interest, and indicates the value of further biochemical examinations.

Page
130 - 133
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