Reference : Stereoelectronic properties of five anti-HSV-1 2′-deoxynucleosides analogues with het...
Scientific journals : Article
Life sciences : Biochemistry, biophysics & molecular biology
http://hdl.handle.net/2268/61077
Stereoelectronic properties of five anti-HSV-1 2′-deoxynucleosides analogues with heterocyclic substituents in the 5-position: A comparison with BVDU
English
Olivier, Anne [Facultés Universitaires Notre-Dame de la Paix - Namur - FUNDP > Département de Chimie > Laboratoire de Chimie Moléculaire Structurale > >]
Creuven, Isabelle [Facultés Universitaires Notre-Dame de la Paix - Namur - FUNDP > Département de Chimie > Laboratoire de Chimie Moléculaire Structurale > >]
Evrard, Christine mailto [Facultés Universitaires Notre-Dame de la Paix - Namur - FUNDP > Département de Chimie > Laboratoire de Chimie Moléculaire Structurale > >]
Evrard, Guy [Facultés Universitaires Notre-Dame de la Paix - Namur - FUNDP > Département de Chimie > Laboratoire de Chimie Moléculaire Structurale > >]
Dory, Magdalena [Facultés Universitaires Notre-Dame de la Paix - Namur - FUNDP > Département de Chimie > Laboratoire de Chimie Moléculaire Structurale > >]
van Aerschot, Arthur [Katholieke Universiteit Leuven - KUL > > > >]
Wigerinck, Piet [Katholieke Universiteit Leuven - KUL > > > >]
Herdewijn, Piet [Katholieke Universiteit Leuven - KUL > > > >]
Durant, François [Facultés Universitaires Notre-Dame de la Paix - Namur - FUNDP > Département de Chimie > Laboratoire de Chimie Moléculaire Structurale > >]
1994
Antiviral Research
Elsevier
24
289-304
Yes (verified by ORBi)
International
0166-3542
Amsterdam
The Netherlands
[en] Antiviral activity ; Herpes simplex virus type 1 ; 5-(2-Bromovinyl)-2'-deoxyuridine analogue ; Single crystal X-ray diffraction ; MO calculation
[en] Structural and electronic characteristics of 5-(5-chlorothien-2-yl)-2′-deoxyuridine (I), 5-(furan-2-yl)-2′-deoxyuridine (II), 5-(5-bromofuran-2-yl)-2′-deoxyuridine (III), 5-(3-bromoisoxazol-5-yl)-2′-deoxyuridine (V) and 5-(isoxazol-5-yl)-2′-deoxyuridine (IV) have been determined and compared to the BVDU (VI) characteristics in order to explain their respective affinity for the herpes simplex virus type 1 thymidine kinase (TK). Molecular structure of 5-(5-chlorothien-2-yl)-2′-deoxyuridine has been obtained using single crystal X-ray crystallography. Electrostatic potential maps, energy and topology of frontier orbitals were computed at the ab initio MO STO-3G and STO-3G* level. These studies reveal that the electrostatic potential energy maps are clearly dependent on the affinity of the compound for the enzyme.
http://hdl.handle.net/2268/61077
http://www.elsevier.com/wps/find/journaldescription.cws_home/521852/description#description

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