69975-22-0Relevant academic research and scientific papers
Synthesis and Antiviral Evaluation of Carbocyclic Analogues of 2'-Azido- and 2'-Amino-2'-deoxycytidine
Lin, Tai-Shun,Zhang, Xiao-Hui,Wang, Zi-Hou,Prusoff, W.H.
, p. 484 - 486 (2007/10/02)
Carbocyclic analogues of 2'-azido- and 2'-amino-2'-deoxycytidine, compounds 8 and 9, were synthesized by an eight-step synthesis from (+/-)-(1α,2α,3β,5β)-3-amino-5-(hydroxymethyl)-1,2-cyclopentanediol (1), which was prepared from cyclopentadiene via an eight-step route.These compounds were tested in vitro against herpes simplex virus type 1 (HSV-1).The 2'-amino analogue was found to show moderate antiviral activity, with an ED50 of 50 μM.However, the 2'-azido analogue was not active at a concentration up to 400 μM.
Synthesis and Antiviral Activity of the Carbocyclic Analogues of (E)-5-(2-Halovinyl)-2'-deoxyuridines and (E)-5-(2-Halovinyl)-2'-deoxycytidines
Herdewijn, Piet,Clercq, Erik De,Balzarini, Jan,Vanderhaeghe, Hubert
, p. 550 - 555 (2007/10/02)
The carbocyclic analogues of the potent and selective antiherpes agents (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU), (E)-5-(2-iodovinyl)-2'-deoxyuridine (IVDU), and (E)-5-(2-bromovinyl)-2'-deoxycytidine (BVDC) were synthesized by conventional methods with use of carbocyclic 2'-deoxyuridine as starting material.C-BVDU, C-IVDU, and C-BVDC were equally selective, albeit slightly less potent, in their antiherpes action than BVDU, IVDU, and BVDC.Although resistant to degradation by pyrimidine nucleoside phosphorylases, C-BVDU did not prove more effective than BVDU in the systemic (oral, intraperitoneal) or topical treatment of HSV-1 infections in mice.
