Synthesis and biological evaluation of some novel 4'-thio-L-ribonucleosides with modified nucleobase moieties.
1,2,3,5-tetra-O-acetyl-4-thio-beta-L-ribofuranose (13) was synthesized by an improved five-step sequence starting from methyl alpha-D-lyxopyranoside. Compound 13 was then converted to the corresponding L-4'-thionucleosides 4-6 and 19 by a modified Vorbrüggen procedure. All of these nucleoside analogues were tested for their antitumour activity in vitro.
Galenika AD, Batajnicki drum bb, 11000 Belgrade, Yugoslavia. vpejanovic@hemofarm.co.yu
Vjera
V
Pejanović
Zdenka
Z
Stokić
Biljana
B
Stojanović
Vesna
V
Piperski
Mirjana
M
Popsavin
Velimir
V
Popsavin
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D002460:Cell Line; D045744:Cell Line, Tumor; D005347:Fibroblasts / Q000166:cytology / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D051381:Rats; D012263:Ribonucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013872:Thionucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000970:Antineoplastic Agents; D012263:Ribonucleosides; D013872:Thionucleosides