Antiviral Nucleosides: Chiral Synthesis and Chemotherapy by C.K. Chu

By C.K. Chu

• updated assessment at the chemistry and biology of nucleosides • sleek man made technique • accomplished assurance of antiviral nucleosidesThis publication summarizes the hot advances in nucleosides chemistry and chemotherapy during the last 10-15 years. It covers lately found nucleoside antiviral brokers, their healing points and biochemistry, and likewise large stories on their chiral synthesis.

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J. Med. Chem. 1991, 34, 1161-1712. 19. ; Herdewijn, P. 5-(5-Bromothien2-yl)-2'-deoxyuridine and 5-(5-chlorothien-2-yl)-2'-deoxyuridine are equipotent to (F)-5-(2-bromovinyl)2'-deoxyuridine in the inhibition of herpes simplex virus type I replication. J. Med. Chem. 1991,34,23832389. ; Herdewijn, P. Synthesis and antiviral activity of 5-thien-2-yl-2'-deoxyuridines. J. Med. Chem. 1993, 36, 538-543. 20. ; Lee, C. -C; Chu, C. K. Structure-activity relationships of (F)-5-(2-bromovinyl)uracil nucleosides and related analogs as anti-herpesvirus agents.

Retroviruses 1992, 8, 119-134. (b) Schinazi, R. ; Mead, J. ; Feorino, P. M. Insight into HIV chemotherapy. AIDS Res. Hum. Retroviruses 1992, 8, 963-990. (c) De Clercq, E. Antiviral activity spectrum and target of action of different classes of nucleoside analogs. Nucleosides Nucleotides 1994,13, 1271-1295. (d) De Clercq, E. In search of a selective antiviral chemotherapy. Clin. Microbiol. Rev. 1997,10, 674-693. (e) Hong, J. ; Chun, B. ; Chu, C. K. Current status of anti-HBV chemotherapy. Arch. Pharm.

The most important analog bearing a ribose sugar moiety is ribavirin (178, Figure 69), one of the first discovered compounds endowed with anti-respiratory syncytial virus, which has been shown to be effective as an anti-HBV and anti-HCV agent. ^^^ 52 G. Gumina, Y. Choi and C. K. Chu O VNH2 HO 0~ OH OH 178 (ribavirin) Figure 69. V=N OH 179 180R = H 181 R = Bz OR OR OH 182 Figure 70. "Fat" nucleosides. ^^ Structure-activity relationships of neplanocin A analogs revealed interesting antiviral activity.

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