Journal: Organic & biomolecular chemistry

Article Title: Synthesis and anti-HIV activity of conformationally restricted bicyclic hexahydroisobenzofuran nucleoside analogs †

doi: 10.1039/b818707j

Figure Lengend Snippet: Effect of analogs against HIV-1 (strain LA1) in human peripheral blood mononuclear (PBM) cells

Article Snippet: The structural resemblance of the ddI and inosine analog 22o is remarkable and warrants further studies with the HIBF series of purine nucleosides. table ft1 table-wrap mode="anchored" t5 caption a7 Anti-HIV-1 activity in PBM cells a Cytotoxicity (IC 50 , μM) b Analog Base EC 50 , μM EC 90 , μM PBM cells CEM cells VERO cells AZT β-T0 0.0015 0.006 > 100 14.3 50.6 20a+21a α/β-U 60.7 > 100 > 100 > 100 > 100 20b+21b α/β-T 82.02 > 100 > 100 > 100 > 100 20d+21d α/β-BVU > 100 > 100 > 100 > 100 > 100 20e+21e α/β-N-Ac-C > 100 > 100 > 100 > 100 > 100 20g+21g α/β-2,6-di-Cl-purine 24.6 62.4 43.1 5.9 18.9 22a β-U 90.5 > 100 > 100 67.0 > 100 22b β-T > 100 > 100 > 100 > 100 > 100 22c β-5-F-U > 100 > 100 > 100 > 100 > 100 22d β-BVU 77.8 > 100 > 100 > 100 > 100 22f β-6-Cl-purine 70.3 > 100 > 100 95.6 > 100 22i β-A > 100 > 100 > 100 > 100 > 100 22j β-2-Cl-A 16.5 39.1 27.2 > 100 34.7 22l β-2-Cl-6-OMe-purine 20.2 95.6 > 100 > 100 76.2 22m β-2,6-di-NH 2 -purine > 100 > 100 > 100 > 100 > 100 22o β-I 12.3 44.3 41.4 20.1 50.3 23b α-T > 100 > 100 > 100 > 100 > 100 23d α-BVU 19.0 74.2 31.9 34.2 19.6 23f α-6-Cl-purine 28.5 46.9 54.2 21.9 98.3 23i α-A 90.6 > 100 > 100 ≥ 100 > 100 23j α-2-Cl-A 36.2 67.1 30.6 > 100 61.9 23m α-2,6-di-NH 2 -purine > 100 > 100 ≥ 100 > 100 > 100 24b α/β-T > 100 > 100 > 100 > 100 > 100 24h α/β-C > 100 > 100 > 100 > 100 > 100 24i α/β-A > 100 > 100 > 100 > 100 > 100 24j α/β-2-Cl-A 76.2 > 100 > 100 > 100 > 100 Open in a separate window a HIV drug susceptibility assay was done as previously described in ref. 25 . b Cytotoxicity assays in PBM, CEM and Vero cells were done as previously described in ref. 26 .

Techniques: Activity Assay