Cyclic phosphates of formycin.
The syntheses of N1- and N2-isopropylformycin (10, 11), formycin 3',5'-cyclic and 2',3'-cyclic phosphate (3,7) and their N-methyl and N-isopropyl derivatives (13, 15, 19, 23) are described. It was observed that substitution at N1 or N2 with a bulky alkyl group or cyclic phosphorylation of the ribose moiety made formycin resistant to adenosine deaminase.
D015105:3',5'-Cyclic-AMP Phosphodiesterases / Q000037:antagonists & inhibitors; D000243:Adenosine Deaminase / Q000378:metabolism; D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D005573:Formycins / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology / Q000627:therapeutic use; D007939:Leukemia L1210 / Q000188:drug therapy; D008722:Methods; D051379:Mice; D008815:Mice, Inbred Strains; D010710:Phosphates
D000903:Antibiotics, Antineoplastic; D005573:Formycins; D010710:Phosphates; D015105:3',5'-Cyclic-AMP Phosphodiesterases; D000243:Adenosine Deaminase