Cordycepin (3'-deoxyadenosine) is a potent anti-leukemic, anti-fungal, and anti-parasitic nucleoside antibiotic. Unfortunately, the biological activity of cordycepin is attenuated by its rapid conversion to 3'-deoxyinosine by adenosine deaminase (ADA). We have synthesized a series of ADA-resistant N-aminal and N-thioaminal cordycepin derivatives, which are protected from inactivation by deamination and yet retain biological activity. These compounds are hydrolyzed at various rates to efficiently release the parent drug cordycepin, and likely serve as simple hydrolytically activated prodrugs.
Solutions of tetracyanoethylene in dimethyl sulphoxide exhibit an e.s.r. spectrum characteristic of the tetracyanoethylene anion-radical. The presence of this species in the system is due to a chemical reaction between tetracyanoethylene and dimethyl sulphoxide and not to dissociation of the tetracyanoethylene-dimethyl sulphoxide charge-transfer complex in a thermally populated triplet state, as previously supposed.
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