{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,5]],"date-time":"2026-06-05T03:07:38Z","timestamp":1780628858514,"version":"3.54.1"},"reference-count":21,"publisher":"SAGE Publications","issue":"1","license":[{"start":{"date-parts":[[2004,2,1]],"date-time":"2004-02-01T00:00:00Z","timestamp":1075593600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/journals.sagepub.com\/page\/policies\/text-and-data-mining-license"},{"start":{"date-parts":[[2004,2,1]],"date-time":"2004-02-01T00:00:00Z","timestamp":1075593600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/journals.sagepub.com\/page\/policies\/text-and-data-mining-license"}],"content-domain":{"domain":["journals.sagepub.com"],"crossmark-restriction":true},"short-container-title":["Antivir Chem Chemother"],"published-print":{"date-parts":[[2004,2]]},"abstract":"<jats:p> 5\u2032-O-(4-fluorosulphonylbenzoyl)-esters of ribavirin (FSBR), adenosine (FSBA), guanosine (FSBG) and inosine (FSBI) were obtained by acylation of the 5\u2032-OH of adenosine, guanosine, inosine, and ribavirin with 4-fluorosulphonylbenzoyl chloride (FSBCl) in HMPA. The above derivatives were tested as inhibitors of nucleoside triphosphatase (NTPase)\/helicase activities of Flaviviridae: hepatitis C virus (HCV), West Nile virus (WNV), Japanese encephalitis virus (JEV) and dengue virus (DENV) and polymerase activity of HCV and WNV. When the unwinding activity of viral NTPase\/helicases was tested under standard conditions, only weak inhibition was obtained with FSBI (IC<jats:sub>50<\/jats:sub>\u2265120 \u03bcM) and in the case of FSBG even an activation was seen. The preincubation of the NTPase\/helicases with the 5\u2032-O-FSB derivatives increased the inhibitory effect. Screening of the 5\u2032-O-FSB derivatives on inhibition of the WNV and HCV RNA polymerases employing GTP or UTP substrates revealed rather modest inhibitory effect. FSBI exhibited the highest inhibitory activity against WNV (IC<jats:sub>50<\/jats:sub>=70 \u03bcM with UTP substrate) and HCV polymerase (IC<jats:sub>50<\/jats:sub>=80 \u03bcM with GTP substrate). Other 5\u2032-O-FSB derivatives were very weak inhibitors or completely failed to show any activity against HCV and WNV enzymes. In contrast to the NTPase\/helicases the preincubation of the polymerases did not influence the inhibition. <\/jats:p>","DOI":"10.1177\/095632020401500104","type":"journal-article","created":{"date-parts":[[2015,3,16]],"date-time":"2015-03-16T17:01:37Z","timestamp":1426525297000},"page":"35-42","update-policy":"https:\/\/doi.org\/10.1177\/sage-journals-update-policy","source":"Crossref","is-referenced-by-count":12,"title":["Synthesis and Evaluation of ATP-Binding Site Directed Potential Inhibitors of Nucleoside Triphosphatases\/ Helicases and Polymerases of Hepatitis C and other Selected <i>Flaviviridae<\/i> Viruses"],"prefix":"10.1177","volume":"15","author":[{"given":"Maria","family":"Bretner","sequence":"first","affiliation":[{"name":"Laboratory of Antimetabolites, Institute of Biochemistry & Biophysics, Polish Academy of Sciences, Warszawa, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sarah","family":"Schalinski","sequence":"additional","affiliation":[{"name":"Abteilung f\u00fcr Virologie, Bernhard-Nocht-Institut f\u00fcr Tropenmedizin, Hamburg, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Annemarie","family":"Haag","sequence":"additional","affiliation":[{"name":"Abteilung f\u00fcr Virologie, Bernhard-Nocht-Institut f\u00fcr Tropenmedizin, Hamburg, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Melanie","family":"Lang","sequence":"additional","affiliation":[{"name":"Abteilung f\u00fcr Virologie, Bernhard-Nocht-Institut f\u00fcr Tropenmedizin, Hamburg, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Herbert","family":"Schmitz","sequence":"additional","affiliation":[{"name":"Abteilung f\u00fcr Virologie, Bernhard-Nocht-Institut f\u00fcr Tropenmedizin, Hamburg, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrea","family":"Baier","sequence":"additional","affiliation":[{"name":"Abteilung f\u00fcr Virologie, Bernhard-Nocht-Institut f\u00fcr Tropenmedizin, Hamburg, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sven-E","family":"Behrens","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Virologie (FB Veterin\u00e4rmedizin), Justus Liebig-Universit\u00e4t, Giessen, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tadeusz","family":"Kulikowski","sequence":"additional","affiliation":[{"name":"Laboratory of Antimetabolites, Institute of Biochemistry & Biophysics, Polish Academy of Sciences, Warszawa, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peter","family":"Borowski","sequence":"additional","affiliation":[{"name":"Abteilung f\u00fcr Virologie, Bernhard-Nocht-Institut f\u00fcr Tropenmedizin, Hamburg, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"179","published-online":{"date-parts":[[2004,2,1]]},"reference":[{"key":"bibr1-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1002\/j.1460-2075.1996.tb00329.x"},{"key":"bibr2-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1046\/j.1432-1327.1999.00854.x"},{"key":"bibr3-095632020401500104","doi-asserted-by":"publisher","DOI":"10.18388\/abp.2000_4075"},{"key":"bibr4-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1128\/JVI.75.7.3220-3229.2001"},{"key":"bibr5-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1128\/AAC.46.5.1231-1239.2002"},{"key":"bibr6-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1021\/jm00060a010"},{"key":"bibr7-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1146\/annurev.bi.52.070183.000435"},{"key":"bibr8-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1128\/JVI.72.8.6758-6769.1998"},{"key":"bibr9-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1016\/0006-291X(81)91832-5"},{"key":"bibr10-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1006\/bbrc.1995.2447"},{"key":"bibr11-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1128\/JVI.75.20.9633-9643.2001"},{"key":"bibr12-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(19)40827-2"},{"key":"bibr13-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(17)37962-0"},{"key":"bibr14-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.273.13.7390"},{"key":"bibr15-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1006\/jmbi.2001.5055"},{"key":"bibr16-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1099\/0022-1317-80-10-2583"},{"key":"bibr17-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1038\/nrd937"},{"key":"bibr18-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1021\/bi00526a029"},{"key":"bibr19-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(18)34256-X"},{"key":"bibr20-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1021\/bi00626a015"},{"key":"bibr21-095632020401500104","doi-asserted-by":"publisher","DOI":"10.1006\/bbrc.1997.6249"}],"container-title":["Antiviral Chemistry and Chemotherapy"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/journals.sagepub.com\/doi\/pdf\/10.1177\/095632020401500104","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/journals.sagepub.com\/doi\/pdf\/10.1177\/095632020401500104","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,9,3]],"date-time":"2024-09-03T08:49:31Z","timestamp":1725353371000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.sagepub.com\/doi\/10.1177\/095632020401500104"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2004,2]]},"references-count":21,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2004,2]]}},"alternative-id":["10.1177\/095632020401500104"],"URL":"https:\/\/doi.org\/10.1177\/095632020401500104","relation":{},"ISSN":["0956-3202","2040-2066"],"issn-type":[{"value":"0956-3202","type":"print"},{"value":"2040-2066","type":"electronic"}],"subject":[],"published":{"date-parts":[[2004,2]]}}}