An O-glycoside of sialic acid derivative that inhibits both hemagglutinin and sialidase activities of influenza viruses
Identifieur interne : 001787 ( Main/Exploration ); précédent : 001786; suivant : 001788An O-glycoside of sialic acid derivative that inhibits both hemagglutinin and sialidase activities of influenza viruses
Auteurs : Chao-Tan Guo [États-Unis] ; Xue-Long Sun [États-Unis] ; Osamu Kanie [États-Unis] ; Kennedy Francis Shortridge [États-Unis] ; Takashi Suzuki [États-Unis] ; Daisei Miyamoto [États-Unis] ; Kazuya I.-P. Jwa Hidari [États-Unis] ; Chi-Huey Wong [États-Unis] ; Yasuo Suzuki [États-Unis]Source :
- Glycobiology [ 0959-6658 ] ; 2002.
Abstract
The compound Neu5Ac3αF-DSPE (4), in which the C-3 position was modified with an axial fluorine atom, inhibited the catalytic hydrolysis of influenza virus sialidase and the binding activity of hemagglutinin. The inhibitory activities to sialidases were independent of virus isolates examined. With the positive results obtained for inhibition of hemagglutination and hemolysis induced by A/Aichi/2/68 virus, the inhibitory effect of Neu5Ac3αF-DSPE (4) against MDCK cells was examined, and it was found that 4 inhibits the viral infection with IC50 value of 5.6 µM based on the cytopathic effects. The experimental results indicate that compound 4 not only inhibits the attachment of virus to the cell surface receptor but also disturbs the release of the progeny viruses from infected cells by inhibiting both hemagglutinin and sialidase of the influenza viruses. The study suggested that the compound is a new class of bifunctional drug candidates for the future chemotherapy of influenza.
Url:
DOI: 10.1093/glycob/12.3.183
Affiliations:
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Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author><author><name sortKey="Kanie, Osamu" sort="Kanie, Osamu" uniqKey="Kanie O" first="Osamu" last="Kanie">Osamu Kanie</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Biochemistry, University of Shizuoka School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka-shi 422–8526, Japan; Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Advanced Techno-Bioscience Department, Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi 194-8511, Tokyo, Japan; Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author><author><name sortKey="Shortridge, Kennedy Francis" sort="Shortridge, Kennedy Francis" uniqKey="Shortridge K" first="Kennedy Francis" last="Shortridge">Kennedy Francis Shortridge</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Biochemistry, University of Shizuoka School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka-shi 422–8526, Japan; Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Advanced Techno-Bioscience Department, Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi 194-8511, Tokyo, Japan; Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author><author><name sortKey="Suzuki, Takashi" sort="Suzuki, Takashi" uniqKey="Suzuki T" first="Takashi" last="Suzuki">Takashi Suzuki</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Biochemistry, University of Shizuoka School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka-shi 422–8526, Japan; Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Advanced Techno-Bioscience Department, Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi 194-8511, Tokyo, Japan; Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author><author><name sortKey="Miyamoto, Daisei" sort="Miyamoto, Daisei" uniqKey="Miyamoto D" first="Daisei" last="Miyamoto">Daisei Miyamoto</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Biochemistry, University of Shizuoka School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka-shi 422–8526, Japan; Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Advanced Techno-Bioscience Department, Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi 194-8511, Tokyo, Japan; Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author><author><name sortKey="Hidari, Kazuya I P Jwa" sort="Hidari, Kazuya I P Jwa" uniqKey="Hidari K" first="Kazuya I.-P. Jwa" last="Hidari">Kazuya I.-P. Jwa Hidari</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Biochemistry, University of Shizuoka School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka-shi 422–8526, Japan; Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Advanced Techno-Bioscience Department, Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi 194-8511, Tokyo, Japan; Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author><author><name sortKey="Wong, Chi Huey" sort="Wong, Chi Huey" uniqKey="Wong C" first="Chi-Huey" last="Wong">Chi-Huey Wong</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Biochemistry, University of Shizuoka School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka-shi 422–8526, Japan; Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Advanced Techno-Bioscience Department, Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi 194-8511, Tokyo, Japan; Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author><author><name sortKey="Suzuki, Yasuo" sort="Suzuki, Yasuo" uniqKey="Suzuki Y" first="Yasuo" last="Suzuki">Yasuo Suzuki</name><affiliation wicri:level="2"><country xml:lang="fr">États-Unis</country><wicri:regionArea>Department of Biochemistry, University of Shizuoka School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka-shi 422–8526, Japan; Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Advanced Techno-Bioscience Department, Mitsubishi Kagaku Institute of Life Sciences (MITILS), 11 Minamiooya, Machida-shi 194-8511, Tokyo, Japan; Department of Microbiology, University of Hong Kong, Queen Mary Hospital, Hong Kong; and Department of Chemistry, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037</wicri:regionArea><placeName><region type="state">Californie</region></placeName></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Glycobiology</title><title level="j" type="abbrev">Glycobiology</title><idno type="ISSN">0959-6658</idno><idno type="eISSN">1460-2423</idno><imprint><publisher>Oxford University Press</publisher><date when="2002-03-01">2002</date><biblScope unit="vol">12</biblScope><biblScope unit="issue">3</biblScope><biblScope unit="page" from="183">183</biblScope><biblScope unit="page" to="190">190</biblScope></imprint><idno type="ISSN">0959-6658</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0959-6658</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The compound Neu5Ac3αF-DSPE (4), in which the C-3 position was modified with an axial fluorine atom, inhibited the catalytic hydrolysis of influenza virus sialidase and the binding activity of hemagglutinin. The inhibitory activities to sialidases were independent of virus isolates examined. With the positive results obtained for inhibition of hemagglutination and hemolysis induced by A/Aichi/2/68 virus, the inhibitory effect of Neu5Ac3αF-DSPE (4) against MDCK cells was examined, and it was found that 4 inhibits the viral infection with IC50 value of 5.6 µM based on the cytopathic effects. The experimental results indicate that compound 4 not only inhibits the attachment of virus to the cell surface receptor but also disturbs the release of the progeny viruses from infected cells by inhibiting both hemagglutinin and sialidase of the influenza viruses. The study suggested that the compound is a new class of bifunctional drug candidates for the future chemotherapy of influenza.</div></front></TEI><affiliations><list><country><li>États-Unis</li></country><region><li>Californie</li></region></list><tree><country name="États-Unis"><region name="Californie"><name sortKey="Guo, Chao Tan" sort="Guo, Chao Tan" uniqKey="Guo C" first="Chao-Tan" last="Guo">Chao-Tan Guo</name></region><name sortKey="Hidari, Kazuya I P Jwa" sort="Hidari, Kazuya I P Jwa" uniqKey="Hidari K" first="Kazuya I.-P. Jwa" last="Hidari">Kazuya I.-P. Jwa Hidari</name><name sortKey="Kanie, Osamu" sort="Kanie, Osamu" uniqKey="Kanie O" first="Osamu" last="Kanie">Osamu Kanie</name><name sortKey="Miyamoto, Daisei" sort="Miyamoto, Daisei" uniqKey="Miyamoto D" first="Daisei" last="Miyamoto">Daisei Miyamoto</name><name sortKey="Shortridge, Kennedy Francis" sort="Shortridge, Kennedy Francis" uniqKey="Shortridge K" first="Kennedy Francis" last="Shortridge">Kennedy Francis Shortridge</name><name sortKey="Sun, Xue Long" sort="Sun, Xue Long" uniqKey="Sun X" first="Xue-Long" last="Sun">Xue-Long Sun</name><name sortKey="Suzuki, Takashi" sort="Suzuki, Takashi" uniqKey="Suzuki T" first="Takashi" last="Suzuki">Takashi Suzuki</name><name sortKey="Suzuki, Yasuo" sort="Suzuki, Yasuo" uniqKey="Suzuki Y" first="Yasuo" last="Suzuki">Yasuo Suzuki</name><name sortKey="Wong, Chi Huey" sort="Wong, Chi Huey" uniqKey="Wong C" first="Chi-Huey" last="Wong">Chi-Huey Wong</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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