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Cordycepin analog of adenylyl 2' 5' adenylyl 2' 5' adenosine evidence that it functions as a pro drug of cordycepin


, : Cordycepin analog of adenylyl 2' 5' adenylyl 2' 5' adenosine evidence that it functions as a pro drug of cordycepin. Biochemical and Biophysical Research Communications 115(1): 137-143

The effect of the cordycepin trimer analog of (A2'p)2A on cell growth, cell viability and nucleic acid synthesis was assessed in human colon carcinoma cell line HT-29 in vitro. The cordycepin analog, (3'dA2'p)23'dA, reduced 24 h cell growth by 50% at 10-4 M and decreased cell viability by 98% under these conditions. The cytotoxicity and inhibitory effects of (3'dA2'p)23'dA on DNA and RNA synthesis were potentiated 5- to 10-fold by the presence of the adenosine deaminase inhibitor, 2'-deoxycoformycin, and closely resembled those of the parent drug, cordycepin. Chromatographic analyses of the stability of (3'dA2'p)2-3'dA in the tissue culture medium indicated that it was hydrolyzed to the dimer and monomer forms with a half-life of .apprx. 2 h. No intact (3'dA2'p)23'dA was detectable intracellularly, but large concentrations of cordycepin nucleotide metabolites were formed, particularly in the presence of 2'-deoxycoformycin.

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