Preparation and anti-HIV activities of retrojusticidin B analogs and azalignans
Journal
Bioorganic and Medicinal Chemistry
Journal Volume
12
Journal Issue
15
Pages
4045-4054
Date Issued
2004
Author(s)
Abstract
Ten lignans (2-11) and a series of azalignans including 1-aryl-pyrronaphthalenes 20-24 and 3-N-alkylaminomethyl-1-arylnaphthalenes 25-28, structurally related to two HIV reverse transcriptase inhibitors, retrojusticidin B and phyllamyricin A, were prepared from phyllanthin (1) for evaluation of anti-HIV activities. Anti-HIV activity of these compounds on a R5 pseudotype virus, ConB/pNL43E-L+, in the U87-CD4-CCR5 cells has been measured. Compounds 5, 22, 23, and 28 showed good anti-HIV activity with IC50 value of 0.25, 1.07, 0.01, 0.32μg/mL, respectively. ? 2004 Elsevier Ltd. All rights reserved.
Subjects
Anti-human immunodeficiency virus; Azalignans; Retrojusticidin B analogs; Semisynthesis
SDGs
Other Subjects
3,4,3',4' tetramethoxy 9,9' epoxylignan; 4,5,3',4' tetrahydroxy 2,7' cycloligna 7,7' dien 9,9' olide; 4,5,3',4' tetrahydroxy 2,7' cycloligna 7,7' diene; 4,5,3',4' tetramethoxy 2,7' cycloligna 7,7' dien 9,9' olide; 4,5,3',4' tetramethoxy 2,7' cycloligna 7,7' diene; 4,5,3',4',9' pentamethoxy 2,7' cycloligna 7,7' dien 9 oic acid; 4,5,3',4',9' pentamethoxy 9 hydroxy 2,7' cycloligna 7,7' diene; 4,5,3',4',9' pentamethoxy 9 oxo 2,7' cycloligna 7,7' diene; 4,5:3',4' bis(methylenedioxy) 2,7' cycloligna 7,7' dien 9,9' olide; 4,5:3',4' bis(methylenedioxy) 2,7' cycloligna 7,7' diene; anti human immunodeficiency virus agent; lignan derivative; naphthalene derivative; RNA directed DNA polymerase inhibitor; unclassified drug; article; controlled study; cytotoxicity; drug activity; drug synthesis; enzyme activity; evaluation; human; human cell; IC 50; virus infection; Anti-HIV Agents; Biological Assay; Cell Line; Cell Survival; HIV-1; Humans; Lignans; Molecular Structure; Naphthalenes; Human immunodeficiency virus
Type
journal article