Literature DB >> 15501054

3-O-Glutaryl-dihydrobetulin and related monoacyl derivatives as potent anti-HIV agents.

Yoshiki Kashiwada1, Michiko Sekiya, Yasumasa Ikeshiro, Toshihiro Fujioka, Nicole R Kilgore, Carl T Wild, Graham P Allaway, Kuo-Hsiung Lee.   

Abstract

3-O-Acyl-betulin and -dihydrobetulin derivatives were prepared and evaluated for anti-HIV activity. 3-O-Glutaryl-dihydrobetulin (17) demonstrated extremely potent anti-HIV activity with an EC(50) value of 2 x 10(-5) microM and a TI value of 1.12 x 10(6). 3-O-(3',3'-Dimethylsuccinyl)- and 3-O-(3',3'-dimethylglutaryl)-dihydrobetulins (15, 16) were also potent anti-HIV compounds with EC(50) values of 0.0017 and 0.0013 microM, respectively, and TI values of 16,160 and 19,530, respectively.

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Year:  2004        PMID: 15501054     DOI: 10.1016/j.bmcl.2004.09.033

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  3 in total

1.  Study of the betulin molecule in a water environment; ab initio and molecular simulation calculations.

Authors:  Miroslav Pospíšil; Petr Kovář; Robert Vácha; Michal Svoboda
Journal:  J Mol Model       Date:  2011-05-03       Impact factor: 1.810

2.  Conjugates of betulin derivatives with AZT as potent anti-HIV agents.

Authors:  Juan Xiong; Yoshiki Kashiwada; Chin-Ho Chen; Keduo Qian; Susan L Morris-Natschke; Kuo-Hsiung Lee; Yoshihisa Takaishi
Journal:  Bioorg Med Chem       Date:  2010-07-07       Impact factor: 3.641

3.  The inhibition of assembly of HIV-1 virus-like particles by 3-O-(3',3'-dimethylsuccinyl) betulinic acid (DSB) is counteracted by Vif and requires its Zinc-binding domain.

Authors:  Sandrina Dafonseca; Pascale Coric; Bernard Gay; Saw See Hong; Serge Bouaziz; Pierre Boulanger
Journal:  Virol J       Date:  2008-12-23       Impact factor: 4.099

  3 in total

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