DC Field | Value | Language |
---|---|---|
dc.contributor.author | Ghosh, AK | ko |
dc.contributor.author | Kincaid, JF | ko |
dc.contributor.author | Walters, DE | ko |
dc.contributor.author | Chen, Y | ko |
dc.contributor.author | Chaudhuri, NC | ko |
dc.contributor.author | Thompson, WJ | ko |
dc.contributor.author | Culberson, C | ko |
dc.contributor.author | Fitzgerald, PMD | ko |
dc.contributor.author | Lee, Hee Yoon | ko |
dc.contributor.author | McKee, SP | ko |
dc.contributor.author | Munson, PM | ko |
dc.contributor.author | Duong, TT | ko |
dc.contributor.author | Darke, PL | ko |
dc.contributor.author | Zugay, JA | ko |
dc.contributor.author | Schleif, WA | ko |
dc.contributor.author | Axel, MG | ko |
dc.contributor.author | Lin, J | ko |
dc.contributor.author | Huff, JR | ko |
dc.date.accessioned | 2013-03-02T20:25:21Z | - |
dc.date.available | 2013-03-02T20:25:21Z | - |
dc.date.created | 2012-02-06 | - |
dc.date.created | 2012-02-06 | - |
dc.date.issued | 1996-08 | - |
dc.identifier.citation | JOURNAL OF MEDICINAL CHEMISTRY, v.39, no.17, pp.3278 - 3290 | - |
dc.identifier.issn | 0022-2623 | - |
dc.identifier.uri | http://hdl.handle.net/10203/75376 | - |
dc.description.abstract | Design and synthesis of nonpeptidal bis-tetrahydrofuran ligands based upon the X-ray crystal structure of the HIV-1 protease-inhibitor complex 1 led to replacement of two amide bonds and a 10 pi-aromatic system of Ro 31-8959 class of HIV protease inhibitors. Detailed structure-activity studies have now established that the position of ring oxygens, ring size, and stereochemistry are all crucial to potency. Of particular interest, compound 49 with (3S,3aS,6aS)-bis-Thf is the most potent inhibitor (IC50 value 1.8 +/- 0.2 nM; CIC95 value 46 +/- 4 nM) in this series. The X-ray structure of protein-inhibitor complex 49 has provided insight into the ligand-binding site interactions. As it turned out, both oxygens in the bis-Thf ligands are involved in hydrogen-bonding interactions with Asp 29 and Asp 30 NH present in the S-2 subsite of HIV-1 protease. Stereoselective routes have been developed to obtain these novel ligands in optically pure form. | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.subject | PROTEINASE-INHIBITORS | - |
dc.subject | CYCLIC SULFOLANES | - |
dc.subject | CRYSTAL-STRUCTURE | - |
dc.subject | RATIONAL DESIGN | - |
dc.subject | POTENT | - |
dc.subject | TARGET | - |
dc.subject | AIDS | - |
dc.subject | P-2-LIGANDS | - |
dc.subject | L-735,524 | - |
dc.subject | REAGENTS | - |
dc.title | Nonpeptidal P-2 ligands for HIV protease inhibitors: Structure-based design, synthesis, and biological evaluation | - |
dc.type | Article | - |
dc.identifier.wosid | A1996VC70400009 | - |
dc.identifier.scopusid | 2-s2.0-10144241705 | - |
dc.type.rims | ART | - |
dc.citation.volume | 39 | - |
dc.citation.issue | 17 | - |
dc.citation.beginningpage | 3278 | - |
dc.citation.endingpage | 3290 | - |
dc.citation.publicationname | JOURNAL OF MEDICINAL CHEMISTRY | - |
dc.identifier.doi | 10.1021/jm960128k | - |
dc.contributor.localauthor | Lee, Hee Yoon | - |
dc.contributor.nonIdAuthor | Ghosh, AK | - |
dc.contributor.nonIdAuthor | Kincaid, JF | - |
dc.contributor.nonIdAuthor | Walters, DE | - |
dc.contributor.nonIdAuthor | Chen, Y | - |
dc.contributor.nonIdAuthor | Chaudhuri, NC | - |
dc.contributor.nonIdAuthor | Thompson, WJ | - |
dc.contributor.nonIdAuthor | Culberson, C | - |
dc.contributor.nonIdAuthor | Fitzgerald, PMD | - |
dc.contributor.nonIdAuthor | McKee, SP | - |
dc.contributor.nonIdAuthor | Munson, PM | - |
dc.contributor.nonIdAuthor | Duong, TT | - |
dc.contributor.nonIdAuthor | Darke, PL | - |
dc.contributor.nonIdAuthor | Zugay, JA | - |
dc.contributor.nonIdAuthor | Schleif, WA | - |
dc.contributor.nonIdAuthor | Axel, MG | - |
dc.contributor.nonIdAuthor | Lin, J | - |
dc.contributor.nonIdAuthor | Huff, JR | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | PROTEINASE-INHIBITORS | - |
dc.subject.keywordPlus | CYCLIC SULFOLANES | - |
dc.subject.keywordPlus | CRYSTAL-STRUCTURE | - |
dc.subject.keywordPlus | RATIONAL DESIGN | - |
dc.subject.keywordPlus | POTENT | - |
dc.subject.keywordPlus | TARGET | - |
dc.subject.keywordPlus | AIDS | - |
dc.subject.keywordPlus | P-2-LIGANDS | - |
dc.subject.keywordPlus | L-735,524 | - |
dc.subject.keywordPlus | REAGENTS | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.