HETEROCYCLIC-ANALOGS OF NUCLEOSIDES - SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME 1-(3-THIANYL)URACIL AND 9-(3-THIANYL)ADENINE DERIVATIVES

Authors
HULTIN PG SZAREK WA
Citation
Pg. Hultin et Wa. Szarek, HETEROCYCLIC-ANALOGS OF NUCLEOSIDES - SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME 1-(3-THIANYL)URACIL AND 9-(3-THIANYL)ADENINE DERIVATIVES, Canadian journal of chemistry, 72(1), 1994, pp. 208-213
Citations number
37
Categorie Soggetti
Chemistry
Journal title
Canadian journal of chemistry → ACNP
ISSN journal
00084042
Volume
72
Issue
1
Year of publication
1994
Pages
208 - 213
Database
ISI
SICI code
0008-4042(1994)72:1<208:HON-SA>2.0.ZU;2-O
Abstract
The 1-(3-thianyl)uracil (9) and 9-(3-thianyl)adenine (14) nucleoside a nalogs have been prepared from the key intermediate, (+/-)-(3 beta,5 b eta)-3-amino-5-(hydroxymethyl)thiane (6). Analog 9 was converted into a mixture of diastereomeric sulfoxides (10) that afforded, by a Pummer er reaction, a mixture of toxymethyl)thian-3'-yl}-2,4(1H,3H)-pyrimidin edione (11a) and its 6'-beta isomer (11b). The EI mass spectra of the nucleoside analogs are discussed. The uracil nucleoside analogs have b een evaluated also for their anti-HIV and antitumor activities.