Issue 3, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of sugar-modified derivatives of the unusual nucleoside oxanosine and its carbocyclic analogs as potential inhibitors of HIV 1

Yoshio Saito,a   Mariko Nakamura,c   Tsuneya Ohno,c   Chanya Chaicharoenpong,a   Eiko Ichikawa,b   Shosuke Yamamura,b   Kuniki Katod  and  Kazuo Umezawa*a  

* Corresponding authors

a Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Japan

b Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Japan

c Department of Microbiology, Jikei University School of Medicine, 3-25-8 Nishi-Shinbashi, Minato-ku, Tokyo, Japan

d Research Laboratories, Pharmaceuticals Group, Nippon Kayaku Co. Ltd., 3-31 Shimo, Kita-ku, Tokyo, Japan

Abstract

A series of sugar-modified derivatives of oxanosine and its carbocyclic analogs were synthesized from natural oxanosine and (−)-2-azabicyclo[2.2.1]hept-5-en-3-one, respectively. Among nucleosides tested for anti-HIV activities in vitro, oxanosine 1, its 5′-monophosphate 9, and 2′-deoxyoxanosine 8 reduced the number of HIV particles in CEM cells to almost the same level as ddI.

Graphical abstract: Synthesis of sugar-modified derivatives of the unusual nucleoside oxanosine and its carbocyclic analogs as potential inhibitors of HIV [ ] 1

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Article information

DOI
https://doi.org/10.1039/B006763F
Article type
Paper
Submitted
17 Aug 2000
Accepted
27 Nov 2000
First published
10 Jan 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 298-304

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Synthesis of sugar-modified derivatives of the unusual nucleoside oxanosine and its carbocyclic analogs as potential inhibitors of HIV

Y. Saito, M. Nakamura, T. Ohno, C. Chaicharoenpong, E. Ichikawa, S. Yamamura, K. Kato and K. Umezawa, J. Chem. Soc., Perkin Trans. 1, 2001, 298 DOI: 10.1039/B006763F

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