-transparent.png){kind=logo}
The direct acylation of 2,2'-anhydro-1(beta-D-arabinofuranosyl)cytosine hydrochloride (cycloC) with a homologous series of saturated and unsaturated acyl chlorides in dimethylacetamide has been investigated. Such acylation reactions have made available a considerable number of 3',5'-diesters of cycloC that have been examined for biological activities. The compounds all show cytotoxicity against HeLa cells in tissue culture, and with the exception of the highly insoluble long-chain diesters (C16--C22), show pronounced activity against vaccinia and Herpes simplex viruses. Against L1210 leukemia in mice the compounds show varied activities, the C12--C14 saturated diesters and the C18--C22 unsaturated diesters being highly effective. Other diesters, varying by only a few methylene groups, show dramatically different results.
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
June 1979,
Journal of medicinal chemistry,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
August 1977,
The Journal of organic chemistry,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
January 1991,
Nucleic acids symposium series,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
August 1975,
Annals of the New York Academy of Sciences,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
November 1987,
Chemical & pharmaceutical bulletin,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
March 1979,
Journal of medicinal chemistry,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
March 2013,
Acta crystallographica. Section C, Crystal structure communications,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
March 1977,
Journal of medicinal chemistry,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
June 1973,
Journal of the American Chemical Society,
E K Hamamura, and
M Prystasz, and
J P Verheyden, and
J G Moffatt
September 1975,
Cancer research,
