Formycin analogs, preparation

The formycin analog 902 was prepared from 901 (84JHC505). It was inactive against HSV-1 and HSV-2. 

Figure 10.13 HPLC of FoA and its metabolites produced by activities present in an S-30 fraction prepared from rat liver FoB is a formycin analog of inosine. Operating conditions mobile phase, 0.1 M KH2P04 adjusted to pH 5.5 with NaOH with 10% methanol flow rate, 2 mL/min room temperature Qg /xBondapak column packing fluorescence, excitation at 300 nm, emission about 320 nm. (A) Chromatogram obtained with standards as indicated at approximately 10 /xg of each. Sensitivity of fluorescence detection, 0.5 AUFS units full scale. (B) Chromatogram obtained immediately after addition of S-30 to a reaction mixture containing FoA and ATP. (C and D) Chromatograms obtained after 8 and 16 minutes of incubation, respectively. [From Dye and Rossomando, 1982. Reprinted by permission from Bioscience Reports, 2 229-234 (1982).]...

The acyclo analog of formycin B 496, however, was synthesized by annula-tion of the pyrimidinone ring onto the pyrazole ring of 494, as explained in Scheme 134. Acyclo analogs of formycin and 5-aminoformycin B were also prepared according to this approach [85JCS(P1)2087). 

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