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Synthesis and properties of Chiral Acyclic Nucleoside Bisphosphonates and Phosphonomethylphoshinates
Doláková, Petra ; Holý, Antonín (advisor) ; Trnka, Tomáš (referee) ; Moravcová, Jitka (referee) ; Hocek, Michal (referee)
Charles University, Faculty of Science Department of Organic and Nuclear Chemistry Synthesis and Properties of Chiral Acyclic Nucleoside Bisphosphonates and Phosphonomethylphosphinates Doctoral Thesis Abstract Mgr. Petra Doláková Advisor: Prof. Dr. Antonín Holý, DrSc., Dr.h.c. mult. Academy of Sciences of the Czech Republic Institute of Organic Chemistry and Biochemistry Prague 2008 Přírodovědecká fakulta Univerzity Karlovy v Praze Katedra organické a jaderné chemie Syntéza a vlastnosti chirálních bisfosfonátů a fosfonomethoxyfosfinátů acyklických analogů nukleosidů Autoreferát disertační práce Mgr. Petra Doláková Školitel: Prof. Dr. Antonín Holý, DrSc., Dr.h.c. mult. Ústav organické chemie a biochemie, AV ČR, v.v.i. Praha 2008 Introduction Acyclic nucleoside phosphonates (ANPs) represent a key class of nucleotide analogs with a broad spectrum of antiviral and cytostatic activity.1 Among ANPs, particularly 9-[2- (phosphonomethoxy)ethyl]adenine (PMEA, adefovir, Figure 1) is active against DNA and retroviruses; its prodrug, adefovir dipivoxil, was approved for hepatitis B therapy (Hepsera). 9-(R)-[2-(Phosphonomethoxy)propyl]adenine (PMPA, tenofovir), is a promising anti-HIV drug, its prodrug Viread was approved for treatment of AIDS and chronic hepatitis B. A third type of antiviral compounds is represented...
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