{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,3]],"date-time":"2026-08-03T05:51:10Z","timestamp":1785736270264,"version":"3.56.0"},"reference-count":48,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2017,4,25]],"date-time":"2017-04-25T00:00:00Z","timestamp":1493078400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chem Biol Drug Des"],"published-print":{"date-parts":[[2017,10]]},"abstract":"<jats:p>A bisoxyphenylene\u2010bisbenzimidazole series with increasing aliphatic chain length (<jats:styled-content style=\"fixed-case\">CH<\/jats:styled-content><jats:sub>2<\/jats:sub> to C<jats:sub>10<\/jats:sub>H<jats:sub>20<\/jats:sub>) containing a <jats:italic>meta<\/jats:italic>\u2010 (<jats:italic>m<\/jats:italic>) or <jats:italic>para<\/jats:italic> (<jats:italic>p<\/jats:italic>)\u2010benzimidazole linkage to the phenylene ring was tested for ability to inhibit the growth of metronidazole\u2010susceptible (C1) and metronidazole\u2010refractory (085) <jats:italic>Trichomonas vaginalis<\/jats:italic> isolates under aerobic and anaerobic conditions. Compound <jats:bold>3m<\/jats:bold>, 2,2\u2032\u2010[\u03b1,\u03c9\u2010propanediylbis(oxy\u20101,3\u2010phenylene)]bis\u20101<jats:italic>H<\/jats:italic>\u2010benzimidazole, displayed a 5.5\u2010fold lower minimum inhibitory concentration (<jats:styled-content style=\"fixed-case\">MIC<\/jats:styled-content>) toward <jats:italic>T. vaginalis<\/jats:italic> isolate 085 than metronidazole under aerobic growth conditions, (26\u00a0\u03bc<jats:sc>m<\/jats:sc> compared to 145\u00a0\u03bc<jats:sc>m<\/jats:sc>). A dose of 25\u00a0mg\/kg per day for four days of compound <jats:bold>3m<\/jats:bold> cured a subcutaneous mouse model infection using <jats:italic>T. vaginalis<\/jats:italic> isolates 286 (metronidazole susceptible) and 085 (metronidazole refractory). Compound <jats:bold>3m<\/jats:bold> was weakly reduced by pyruvate:ferredoxin oxidoreductase, but unlike metronidazole was not dependent upon added ferredoxin. It is concluded from structure\u2010activity relationships that there was no obvious trend based on the length of the central aliphatic chain, or the steric position of the bisbenzimidazole enabling prediction of biological activity. The compounds generally fulfill Lipinski's rile of five, indicating their potential as drug leads.<\/jats:p>","DOI":"10.1111\/cbdd.12972","type":"journal-article","created":{"date-parts":[[2017,3,11]],"date-time":"2017-03-11T04:53:18Z","timestamp":1489207998000},"page":"489-495","source":"Crossref","is-referenced-by-count":10,"title":["Potential of bisbenzimidazole\u2010analogs toward metronidazole\u2010resistant <i>Trichomonas vaginalis<\/i> isolates"],"prefix":"10.1111","volume":"90","author":[{"given":"Travis","family":"Korosh","sequence":"first","affiliation":[{"name":"Department of Chemistry and Physical Sciences Pace University  New York NY USA"},{"name":"Haskins Laboratories Pace University  New York NY USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Emmanuel","family":"Bujans","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Physical Sciences Pace University  New York NY USA"},{"name":"Haskins Laboratories Pace University  New York NY USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mary","family":"Morada","sequence":"additional","affiliation":[{"name":"Haskins Laboratories Pace University  New York NY USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Canan","family":"Karaalioglu","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Physical Sciences Pace University  New York NY USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean Jacques","family":"Vanden Eynde","sequence":"additional","affiliation":[{"name":"Division of Basic Pharmaceutical Sciences College of Pharmacy Xavier University of Louisiana  New Orleans LA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Annie","family":"Mayence","sequence":"additional","affiliation":[{"name":"Division of Basic Pharmaceutical Sciences College of Pharmacy Xavier University of Louisiana  New Orleans LA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tien L.","family":"Huang","sequence":"additional","affiliation":[{"name":"Division of Basic Pharmaceutical Sciences College of Pharmacy Xavier University of Louisiana  New Orleans LA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7493-4346","authenticated-orcid":false,"given":"Nigel","family":"Yarlett","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Physical Sciences Pace University  New York NY USA"},{"name":"Haskins Laboratories Pace University  New York NY USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2017,4,25]]},"reference":[{"issue":"1","key":"e_1_2_10_2_1","first-page":"S12","volume":"74","author":"Gerbase A. 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