Ribonucleosides of Allopurinol and Oxoallopurinol

High-resolution macromolecular structure determination using CCD detectors and synchrotron radiation

“…Two such examples include the proteins purine nucleoside phosphorylase (EPNP) from Escherichia coli and concanavalin A (ConA) from Canavalia enslformis. The former is a 150 kDa hexameric enzyme which functions in the purine salvage pathway, catalyzing the reversible phosphorolysis of both purine ribonucleosides and 2'-deoxyribonucleosides to yield free base and ca-(2'deoxy)ribose-1-phosphate [20]. It was crystallized in space group P2 1 (a=89.5 A, b=112.0 A, c=75.0 A, 3= 111.00) with an entire hexamer in the asymmetric unit (M Zhou, C Mao, and SE Ealick, Abstract PAC10 of the Annual American Crystallographic Association Meeting in Atlanta, Georgia, June 1994).…”

Synthesis and biological activity of selected 2-substituted 6-(.beta.-D-ribofuranosyl)oxazolo[5,4-d]pyrimidin-7-ones

“…All compounds were analyzed for C, H, and N and the results were within ±0.4% of theoretical values 6. The base was prepared by the procedure outlined in ref 10; mp 168-169°.…”

“…a Ultraviolet spectra were obtained on a Beckman DK-2 spectrophotometer. 6 Pmr spectra were recorded in DMSO-de on a Varían A-56/60 spectrometer using TMS as an internal standard. c In all cases Hipeak shape was a doublet.…”

“…2-Ethy 1-6-(2,3-0-isopropylidene-5-0-p-toluenesulfonyl-d-Dribofuranosyl)oxazolo [5,4-<f]pyrimidin-7-one (6). 2-Ethyl-6-(2,3-0 -isopropylidene-3-D-ribofuranosyl)oxazolo [5,4-d]pyrimidin-7-one (4b, 0.405 g) was dissolved in pyridine (8 ml) and p-toluenesulfonyl chloride (0.286 g) was added to this solution.…”

Noncompetitive and irreversible inhibition of xanthine oxidase by benzimidazole analogs acting at the functional flavin adenine dinucleotide cofactor

“…Such drugs could have the desirable feature of potent xanthine oxidase inhibition without interference in other aspects of purine metabolism. The current drug of choice allopurinol possesses a purine-like structure and is observed to form nucleotides and nucleosides having antimetabolite potential (McCollister et al, 1964;Chalmers et al, 1969;Krenitsky et al, 1967).…”