{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,8]],"date-time":"2026-01-08T18:02:31Z","timestamp":1767895351095,"version":"3.49.0"},"reference-count":32,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2019,1,24]],"date-time":"2019-01-24T00:00:00Z","timestamp":1548288000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["81273354"],"award-info":[{"award-number":["81273354"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100006492","name":"Division of Intramural Research, National Institute of Allergy and Infectious Diseases","doi-asserted-by":"publisher","award":["NIH grant AI033066"],"award-info":[{"award-number":["NIH grant AI033066"]}],"id":[{"id":"10.13039\/100006492","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chem Biol Drug Des"],"published-print":{"date-parts":[[2019,4]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Human immunodeficiency virus (<jats:styled-content style=\"fixed-case\">HIV<\/jats:styled-content>) reverse transcriptase (<jats:styled-content style=\"fixed-case\">RT<\/jats:styled-content>)\u2010associated ribonuclease H (<jats:styled-content style=\"fixed-case\">RN<\/jats:styled-content>ase H) remains as the only enzyme encoded within the viral genome not targeted by current antiviral drugs. In this work, we report the design, synthesis, and biologic evaluation of a novel series of galloyl derivatives with <jats:styled-content style=\"fixed-case\">HIV<\/jats:styled-content>\u20101 <jats:styled-content style=\"fixed-case\">RN<\/jats:styled-content>ase H inhibitory activity. Most of them showed <jats:styled-content style=\"fixed-case\">IC<\/jats:styled-content><jats:sub>50<\/jats:sub>s at sub\u2010 to low\u2010micromolar concentrations in enzymatic assays. The most potent compound was <jats:styled-content style=\"fixed-case\"><jats:bold>II<\/jats:bold><\/jats:styled-content><jats:bold>\u201025<\/jats:bold> that showed an <jats:styled-content style=\"fixed-case\">IC<\/jats:styled-content><jats:sub>50<\/jats:sub> of 0.72\u00a0\u00b1\u00a00.07\u00a0\u03bcM in <jats:styled-content style=\"fixed-case\">RN<\/jats:styled-content>ase H inhibition assays carried out with the <jats:styled-content style=\"fixed-case\">HIV<\/jats:styled-content>\u20101<jats:styled-content style=\"fixed-case\"><jats:sub>BH<\/jats:sub><\/jats:styled-content><jats:sub>10<\/jats:sub> <jats:styled-content style=\"fixed-case\">RT<\/jats:styled-content>. <jats:styled-content style=\"fixed-case\"><jats:bold>II<\/jats:bold><\/jats:styled-content><jats:bold>\u201025<\/jats:bold> was 2.8 times more potent than \u03b2\u2010thujaplicinol in these assays. Interestingly, <jats:styled-content style=\"fixed-case\"><jats:bold>II<\/jats:bold><\/jats:styled-content><jats:bold>\u201025<\/jats:bold> and other galloyl derivatives were also found to inhibit the <jats:styled-content style=\"fixed-case\">HIV IN<\/jats:styled-content> strand transfer activity in vitro. Structure\u2013activity relationships (<jats:styled-content style=\"fixed-case\">SAR<\/jats:styled-content>) studies and molecular modeling analysis predict key interactions with <jats:styled-content style=\"fixed-case\">RT<\/jats:styled-content> residues His539 and Arg557, while providing helpful insight for further optimization of selected compounds.<\/jats:p>","DOI":"10.1111\/cbdd.13455","type":"journal-article","created":{"date-parts":[[2018,12,18]],"date-time":"2018-12-18T01:19:12Z","timestamp":1545095952000},"page":"582-589","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Design, synthesis, and biologic evaluation of novel galloyl derivatives as <scp>HIV<\/scp>\u20101 <scp>RN<\/scp>ase H inhibitors"],"prefix":"10.1111","volume":"93","author":[{"given":"Ping","family":"Gao","sequence":"first","affiliation":[{"name":"Department of Medicinal Chemistry Key Laboratory of Chemical Biology Ministry of Education School of Pharmaceutical Sciences Shandong University  Ji'nan China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xueshun","family":"Wang","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Key Laboratory of Chemical Biology Ministry of Education School of Pharmaceutical Sciences Shandong University  Ji'nan China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lin","family":"Sun","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Key Laboratory of Chemical Biology Ministry of Education School of Pharmaceutical Sciences Shandong University  Ji'nan China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiqiang","family":"Cheng","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Key Laboratory of Chemical Biology Ministry of Education School of Pharmaceutical Sciences Shandong University  Ji'nan 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