Purines. LI. Synthesis and Biological Activity of Hypoxanthine 7-N-Oxide and Related Compounds.

A Novel Coenzyme A Analogue in the Anaerobic, Sulfate‐Reducing, Marine Bacterium Desulfobacula toluolica Tol2T

“…Benzoyl‐CoA was prepared from coenzyme A (CoA‐SH) as described previously [38] . Benzoyl‐inosino‐CoA and acetyl‐inosino‐CoA were prepared by reaction of NaNO 2 with benzoyl‐CoA and acetyl‐CoA, respectively [39] . During the reaction of benzoyl‐CoA with NaNO 2 at temperatures higher than 40 °C, the formation of the iso form of benzoyl‐inosino‐CoA (transfer of phosphate from the 3’‐ to the 2’‐position of the ribose) is increased [40] .…”

“…Benzoyl‐inosino‐CoA and acetyl‐inosino‐CoA : Inosino‐CoA thioesters were synthesized by deamination with sodium nitrite (NaNO 2 ) according to a modified procedure as reported by Ogawa et al. [39] NaNO 2 (25.0 mg, 362.3 μmol) was successively added to benzoyl‐CoA (30.0 mg, 34.4 μmol) in aqueous HCl (2 mL, c=0.8 M) and the mixture was stirred for 16 h. The reaction was monitored by HPLC‐HRMS to ensure complete conversion of benzoyl‐CoA. The crude product was submitted to SPE using an Oasis WAX cartridge (150 mg; Waters GmbH).…”

Oxidation chemistry of adenine N1-oxide, a potent oncogenic agent, at a pyrolytic graphite electrode

“…The oxidative transformation of purines into their N-oxide derivatives which are potent oncogenic agents introduces the possibility that such derivatives play an important role in various biological and clinical processes. [1][2][3] The presence of the N-oxide group in purines has been found to induce antibiotic activity. 4 Several purine N-oxides have been reviewed in relation to their oncogenic 5 and antitumor properties.…”