PMID- 11836094
OWN - NLM
STAT- MEDLINE
DCOM- 20020911
LR  - 20190901
IS  - 0968-0896 (Print)
IS  - 0968-0896 (Linking)
VI  - 10
IP  - 4
DP  - 2002 Apr
TI  - The enantiomers of carbocyclic 5'-norguanosine: activity towards Epstein-Barr 
      virus.
PG  - 883-6
AB  - (-)-5'-noraristeromycin (1) has shown antiviral activity towards, particularly 
      cytomegalovirus, vaccinia virus and measles while its (+)-enantiomer (2) is 
      effective towards hepatitis B virus. To determine if the antiviral 
      characteristics of 1 and 2 extended to the guanine analogues (3 and 4), these 
      enantiomers were prepared and evaluated against herpes simplex virus type 1 
      (HSV-1) and type 2 (HSV-2), cytomegalovirus (CMV), varicella zoster virus (VZV), 
      Epstein-Barr virus (EBV), human herpes virus type 6 (HHV-6), human herpes virus 
      type 8 (HHV-8), vaccinia virus (VV), cowpox virus (CV), vesicular stomatitis 
      virus (VSV), respiratory syncytial virus (RSV), hepatitis B virus (HBV), and 
      human immunodeficiency virus type 1 (HIV-1) and type 2 (HIV-2). The only activity 
      found for 3 was for Epstein-Barr virus in VCA Elisa (EC50 0.78 microg/mL), 
      immunofluorescence assay for VCA or gp 350/250 (1.8-4.0 microg/mL) and DNA 
      hybridization (EC50 0.82 microg/mL) assays with no accompanying toxicity seen in 
      the host Daudi cells. No activity was noted for 4.
FAU - Rajappan, Vasanthakumar
AU  - Rajappan V
AD  - Department of Chemistry, Auburn University, Auburn, AL 36849-5312, USA.
FAU - Schneller, Stewart W
AU  - Schneller SW
FAU - Williams, Stephanie L
AU  - Williams SL
FAU - Kern, Earl R
AU  - Kern ER
LA  - eng
GR  - AI 48495/AI/NIAID NIH HHS/United States
GR  - AI 85347/AI/NIAID NIH HHS/United States
PT  - Journal Article
PT  - Research Support, U.S. Gov't, P.H.S.
PL  - England
TA  - Bioorg Med Chem
JT  - Bioorganic & medicinal chemistry
JID - 9413298
RN  - 0 (Antiviral Agents)
RN  - 0 (carbocyclic 5'-norguanosine)
RN  - 12133JR80S (Guanosine)
SB  - IM
MH  - Antiviral Agents/*chemical synthesis/pharmacology/toxicity
MH  - Guanosine/analogs & derivatives/chemical synthesis/*pharmacology/toxicity
MH  - Herpesvirus 4, Human/*drug effects
MH  - Humans
MH  - Microbial Sensitivity Tests
MH  - Stereoisomerism
MH  - Structure-Activity Relationship
MH  - Tumor Cells, Cultured
MH  - Viruses/drug effects
EDAT- 2002/02/12 10:00
MHDA- 2002/09/12 10:01
CRDT- 2002/02/12 10:00
PHST- 2002/02/12 10:00 [pubmed]
PHST- 2002/09/12 10:01 [medline]
PHST- 2002/02/12 10:00 [entrez]
AID - S0968089601003443 [pii]
AID - 10.1016/s0968-0896(01)00344-3 [doi]
PST - ppublish
SO  - Bioorg Med Chem. 2002 Apr;10(4):883-6. doi: 10.1016/s0968-0896(01)00344-3.