A Novel Type of Spironucleosides: 2′,5′-O-bis-TBDMS Uridine-3′-spiro-3′-isoxazolidin-5'′-one and its Thymidine Congener

Article Article scientifique Article A Novel Type of Spironucleosides: 2′,5′-O-bis-TBDMS Uridine-3′-spiro-3′-isoxazolidin-5'′-one and its Thymidine Congener eng 2006-08-21 1996 author Tronchet Jean Marcel Julien a Department of Pharmaceutical Chemistry , Faculty of Sciences , 30 Quai Ernest Ansermet, 1211 , Geneva , 4, Switzerland 25054 Administration de la faculté des sciences (SIAD) author Kovacs Imre a Department of Pharmaceutical Chemistry , Faculty of Sciences , 30 Quai Ernest Ansermet, 1211 , Geneva , 4, Switzerland 30232 author Barbalat Françoise a Department of Pharmaceutical Chemistry , Faculty of Sciences , 30 Quai Ernest Ansermet, 1211 , Geneva , 4, Switzerland 25461 author Dolatshahi Naz a Department of Pharmaceutical Chemistry , Faculty of Sciences , 30 Quai Ernest Ansermet, 1211 , Geneva , 4, Switzerland 22437 337-347 10.1080/07328319608002388 0732-8311 TSAO analogues, 2′,5′-O-bis-TBDMS uridine-3′-spiro-3′-isoxazolidin-5′-one (9) and its thymidine congener 10, as well as model spiro sugar derivatives (3 and 4) have been prepared from the corresponding nitrones through a stereospecific tandem nucleophilic attack. Compounds 9 and 10 which are bioisosters of TSAO-U and T respectively but which lack an amino group on the spiro ring, were found inactive against both HIV-1 and HIV-2. Dewey 615 31 Section des sciences pharmaceutiques 17 false Nucleosides & nucleotides 15 1-3 fbce21db-b02b-452d-abd3-12e335737e23 Article (Published version) Restricted Tronchet_NCNC_199615337.pdf 3779979 application/pdf f68b119f71397b9d8d45478707d8a7f76595684937113be92d2454abbecc84e4 restrictedAccess Faculté des sciences / Section des sciences pharmaceutiques

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A Novel Type of Spironucleosides: 2′,5′-O-bis-TBDMS Uridine-3′-spiro-3′-isoxazolidin-5'′-one and its Thymidine Congener	Nucleosides & nucleotides			1996	27	0

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Dolatshahi, Naz