- ANTIVIRAL DRUG
-
PROBLEM TO BE SOLVED: To provide a nucleic acid analog having excellent antiviral activity (particularly anti-hepatitis B virus activity). SOLUTION: The invention provides a compound represented by the formula (I) in the figure, where each symbol is as defined in the specification, or a salt thereof. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT
- -
-
Paragraph 0177; 0178; 0180; 0181
(2020/11/03)
-
- ANTI-HEPATITIS B VIRUS AGENT
-
PROBLEM TO BE SOLVED: To provide an anti-hepatitis B virus agent and a prophylactic or therapeutic agent for hepatitis B virus-associated diseases, containing a nucleic acid analog as an active ingredient. SOLUTION: The anti-hepatitis B virus agent and pr
- -
-
-
- Syntheses of 2′-deoxy-2′-fluoro-β-d-arabinofuranosyl purine nucleosides via selective glycosylation reactions of potassium salts of purine derivatives with the glycosyl bromide
-
Syntheses of 9-(2-deoxy-2-fluoro-β-d-arabinofuranosyl)-guanine (1) and -adenine (2) were accomplished from readily available 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-d-arabinofuranose (3). A new and efficient approach for the synthesis of 1-α-bromide was developed using the mild bromination of α-1-O-benzoate (3). Selective coupling reactions of the bromosugar with purine potassium salts followed by derivatization/and or deprotection of the intermediate blocked 2′-fluoro β-arabinonucleosides resulted in formation of the target compounds with high overall yields.
- Sivets, Grigorii G.
-
supporting information
p. 268 - 271
(2016/01/12)
-
- Synthesis and Biological Evaluation of Purine 2′-Fluoro-2′-deoxyriboside ProTides as Anti-influenza Virus Agents
-
2′-Fluoro-2′-deoxyguanosine has been reported to have potent anti-influenza virus activity invitro and invivo. Herein we describe the synthesis and biological evaluation of 6-modified 2′-fluoro-2′-deoxyguanosine analogues and their corresponding phosphora
- Meneghesso, Silvia,Vanderlinden, Evelien,Brancale, Andrea,Balzarini, Jan,Naesens, Lieve,Mcguigan, Christopher
-
p. 415 - 425
(2013/08/25)
-
- Isolation, synthesis, and characterization of impurities and degradants from the clofarabine process
-
The identification of clofarabine process impurities and their subsequent isolation, synthesis, and characterization is described. Two isomeric process impurities resulting from N6-attachment of a fluoroarabinose to clofarabine were found. Clofarabine's base degradation products, which were different from the process impurities, were also synthesized and characterized. These compounds resulted from modifications to the sugar moiety, the purine ring, or both. A mechanistic rationale for the formation of the various process impurities and degradation products is provided.
- Anderson, Bruce G.,Bauta, William E.,Cantrell Jr., William R.,Engles, Tracy,Lovett, Dennis P.
-
p. 1229 - 1237
(2013/01/03)
-
- Chemistry and anti-HIV activity of 2'-β-fluoro-2',3'-dideoxyguanosine
-
The 2'-β-fluoro analogue of 2',3'-dideoxyguanosine has been prepared by two synthetic routes. This compound and two analogues have anti-HIV activity in at least two of three host cell systems used (ATH8, CEM, PBL). These compounds, as well as their ddGuo
- Ford Jr.,Driscoll,Siddiqui,Kelley,Mitsuya,Shirasaka,Johns,Marquez
-
p. 213 - 234
(2007/10/02)
-
- Fluorocarbocyclic nucleosides: Synthesis and antiviral activity of 2'- and 6'-fluorocarbocyclic 2'-deoxy guanosines
-
A series of four isomeric 2'- and 6'-fluorocarbocyclic guanosine analogues have been prepared and evaluated as potential anti-herpes agents. The racemic 2'β-fluoro isomer 2-amino-1,9-dihydro-9-[(1α,2α,3β,4α)-2-fluoro-3-hydroxy-4- (hydroxymethyl)cyclopentyl]-6H-purin-6-one (11a, C-AFG) and its 2'α-fluoro epimer 11b plus the chiral 6'β-fluoro isomer 2-amino-1,9-dihydro-9-[[1S-(1α,2α,3α,4β)]-2-fluoro-4- hydroxy-3-(hydroxymethyl)cyclopentyl]-6H-purin-6-one (11c) and its 6'α-fluoro epimer 11d were prepared from their respective fluoro amino diol hydrochlorides (6a,d). For comparison, the furanosyl compound 9-(2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)guanine (17, AFG) was prepared by coupling 2-amino-6-chloropurine with 2-deoxy-2-fluoro-3,5-di-O- benzoyl-α-D-arabinofuranosyl bromide followed by base hydrolysis. The 6'α-fluoro derivative 11d exhibited comparable activity to that of acyclovir (ACV) against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro but was >30-fold more active than ACV against HSV-1 and HSV-2 in vivo in the mouse systemic model. The 2'β-fluoro derivative (11a, C-AFG) was extremely potent in vitro against HSV-1 and HSV-2 (ID50 0.006 and 0.005 μg/mL) and in vivo it was greater than 2 orders of magnitude more potent than ACV against HSV-1 and 70-fold more potent against HSV-2. The 2'α-fluoro 11b and 6'β-fluoro 11c isomers were much less active.
- Borthwick,Kirk,Biggadike,Exall,Butt,Roberts,Knight,Coates,Ryan
-
p. 907 - 914
(2007/10/02)
-