Literature DB >> 15556756

Anti-AIDS agents. Part 56: Synthesis and anti-HIV activity of 7-thia-di-O-(-)-camphanoyl-(+)-cis-khellactone (7-thia-DCK) analogs.

Ying Chen1, Qian Zhang, Beina Zhang, Peng Xia, Yi Xia, Zheng-Yu Yang, Nicole Kilgore, Carl Wild, Susan L Morris-Natschke, Kuo-Hsiung Lee.   

Abstract

Two thia-DCK analogs (3a,b) were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. Compound 3a showed potent anti-HIV activity with an EC50 value of 0.14 microM and a therapeutic index of 1110. However, the corresponding 6-tert-butyl-substituted compound (3b) showed no suppression. The bioassay results indicated that thia-DCK analogs merit attention as potential HIV-1 inhibitors.

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Year:  2004        PMID: 15556756     DOI: 10.1016/j.bmc.2004.09.038

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  11 in total

1.  Anti-AIDS agents 82: synthesis of seco-(3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone (DCK) derivatives as novel anti-HIV agents.

Authors:  Jian Tang; Keduo Qian; Bei-Na Zhang; Ying Chen; Peng Xia; Donglei Yu; Yi Xia; Zheng-Yu Yang; Chin-Ho Chen; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Bioorg Med Chem       Date:  2010-04-29       Impact factor: 3.641

2.  Anti-AIDS agents 86. Synthesis and anti-HIV evaluation of 2',3'-seco-3'-nor DCP and DCK analogues.

Authors:  Ying Chen; Ming Cheng; Fa-Qiang Liu; Peng Xia; Keduo Qian; Donglei Yu; Yi Xia; Zheng-Yu Yang; Chin-Ho Chen; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Eur J Med Chem       Date:  2011-08-04       Impact factor: 6.514

3.  Developing novel organocatalyzed aldol reactions for the enantioselective synthesis of biologically active molecules.

Authors:  Mayur Bhanushali; Cong-Gui Zhao
Journal:  Synthesis (Stuttg)       Date:  2011-06       Impact factor: 3.157

4.  Anti-AIDS agents 87. New bio-isosteric dicamphanoyl-dihydropyranochromone (DCP) and dicamphanoyl-khellactone (DCK) analogues with potent anti-HIV activity.

Authors:  Hong-Shan Liu; Shi-Qing Xu; Ming Cheng; Ying Chen; Peng Xia; Keduo Qian; Yi Xia; Zheng-Yu Yang; Chin-Ho Chen; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Bioorg Med Chem Lett       Date:  2011-08-03       Impact factor: 2.823

5.  Anti-AIDS agents 84. Synthesis and anti-human immunodeficiency virus (HIV) activity of 2'-monomethyl-4-methyl- and 1'-thia-4-methyl-(3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone (DCK) analogs.

Authors:  Shi-Qing Xu; Xin Yan; Ying Chen; Peng Xia; Keduo Qian; Donglei Yu; Yi Xia; Zheng-Yu Yang; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Bioorg Med Chem       Date:  2010-08-19       Impact factor: 3.641

6.  9-Isopropenyl-4-methyl-2H-thieno[2,3-h]chromen-2-one.

Authors:  Shiqing Xu; Ying Chen; Peng Xia
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-05-20

7.  Synthesis of 2,3,4-Trisubstituted Thiochromanes using an Organocatalytic Enantioselective Tandem Michael-Henry Reaction.

Authors:  Rajasekhar Dodda; Joshua J Goldman; Tanmay Mandal; Cong-Gui Zhao; Grant A Broker; Edward R T Tiekink
Journal:  Adv Synth Catal       Date:  2008-02-26       Impact factor: 5.837

8.  Anti-AIDS agents 72. Bioisosteres (7-carbon-DCKs) of the potent anti-HIV lead DCK.

Authors:  Yang Wang; Shao-Xu Huang; Peng Xia; Yi Xia; Zheng-Yu Yang; Nicole Kilgore; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Bioorg Med Chem Lett       Date:  2007-05-16       Impact factor: 2.823

Review 9.  Pharmacological perspectives and molecular mechanisms of coumarin derivatives against virus disease.

Authors:  Zhoupeng Li; Dehui Kong; Yongsheng Liu; Mingkai Li
Journal:  Genes Dis       Date:  2021-04-20

10.  Organocatalytic tandem Michael addition reactions: A powerful access to the enantioselective synthesis of functionalized chromenes, thiochromenes and 1,2-dihydroquinolines.

Authors:  Chittaranjan Bhanja; Satyaban Jena; Sabita Nayak; Seetaram Mohapatra
Journal:  Beilstein J Org Chem       Date:  2012-10-04       Impact factor: 2.883

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